Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Spirit Airlines

The cheapest airline(s) flying from San Diego to Chicago is Spirit Airlines.

  • Spirit Airlines Spirit Airlines
  • Frontier Airlines Frontier Airlines
  • Alaska Airlines Alaska Airlines
  • JetBlue Airways JetBlue Airways
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
Cheapest Month January

Travel Period: January 2025 - December 2025

The cheapest month(s) to fly from San Diego to Chicago is January.

  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from San Diego to Chicago is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Mon, 2 Dec, 2024

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      • Availability
        • M
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        • S
      • 16:45 SAN
        22:35 MDW
        3Hrs, 50m Direct
      • SANSan Diego International Airport 16:45 - MDW 22:35 3h 50m Direct
      • SANSan Diego International Airport 16:45
      • MDWChicago Midway Airport 22:35
      • 3h 50m
      • Direct
      • Southwest Airlines (WN 1170)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1170)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 16:50 SAN
        22:40 MDW
        3Hrs, 50m Direct
      • SANSan Diego International Airport 16:50 - MDW 22:40 3h 50m Direct
      • SANSan Diego International Airport 16:50
      • MDWChicago Midway Airport 22:40
      • 3h 50m
      • Direct
      • Southwest Airlines (WN 1506)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1506)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 16:55 SAN
        22:58 ORD
        4Hrs, 03m Direct
      • SANSan Diego International Airport 16:55 - ORD 22:58 4h 03m Direct
      • SANSan Diego International Airport 16:55
      • ORDChicago O'Hare International Airport 22:58
      • 4h 03m
      • Direct
      • United Airlines (UA 2486)Boeing 737 800
      • United Airlines (UA 2486)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 16:55 SAN
        22:58 ORD
        4Hrs, 03m Direct
      • SANSan Diego International Airport 16:55 - ORD 22:58 4h 03m Direct
      • SANSan Diego International Airport 16:55
      • ORDChicago O'Hare International Airport 22:58
      • 4h 03m
      • Direct
      • United Airlines (UA 2486)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2486)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 Max 9 Passenger
      • 17:54 SAN
        23:57 ORD
        4Hrs, 03m Direct
      • SANSan Diego International Airport 17:54 - ORD 23:57 4h 03m Direct
      • SANSan Diego International Airport 17:54
      • ORDChicago O'Hare International Airport 23:57
      • 4h 03m
      • Direct
      • United Airlines (UA 2406)Boeing 737 900
      • United Airlines (UA 2406)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 18:15 SAN
        00:21 ORD
        4Hrs, 06m Direct
      • SANSan Diego International Airport 18:15 - ORD 00:21 4h 06m Direct
      • SANSan Diego International Airport 18:15
      • ORDChicago O'Hare International Airport 00:21
      • 4h 06m
      • Direct
      • American Airlines (AA 2609)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2609)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 18:55 SAN
        00:50 MDW
        3Hrs, 55m Direct
      • SANSan Diego International Airport 18:55 - MDW 00:50 3h 55m Direct
      • SANSan Diego International Airport 18:55
      • MDWChicago Midway Airport 00:50
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 2533)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2533)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 22:30 SAN
        04:35 ORD
        4Hrs, 05m Direct
      • SANSan Diego International Airport 22:30 - ORD 04:35 4h 05m Direct
      • SANSan Diego International Airport 22:30
      • ORDChicago O'Hare International Airport 04:35
      • 4h 05m
      • Direct
      • United Airlines (UA 2633)Boeing 737 900
      • United Airlines (UA 2633)
        • -
        • -
        • W
        • -
        • F
        • -
        • S
      • Boeing 737 900
      • 22:30 SAN
        04:35 ORD
        4Hrs, 05m Direct
      • SANSan Diego International Airport 22:30 - ORD 04:35 4h 05m Direct
      • SANSan Diego International Airport 22:30
      • ORDChicago O'Hare International Airport 04:35
      • 4h 05m
      • Direct
      • United Airlines (UA 2633)Airbus A321 Neo
      • United Airlines (UA 2633)
        • M
        • T
        • -
        • T
        • -
        • S
        • -
      • Airbus A321 Neo
      • 22:39 SAN
        04:42 ORD
        4Hrs, 03m Direct
      • SANSan Diego International Airport 22:39 - ORD 04:42 4h 03m Direct
      • SANSan Diego International Airport 22:39
      • ORDChicago O'Hare International Airport 04:42
      • 4h 03m
      • Direct
      • American Airlines (AA 2985)Airbus
      • American Airlines (AA 2985)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 06:20 SAN
        12:20 MDW
        4Hrs, 00m Direct
      • SANSan Diego International Airport 06:20 - MDW 12:20 4h Direct
      • SANSan Diego International Airport 06:20
      • MDWChicago Midway Airport 12:20
      • 4h
      • Direct
      • Southwest Airlines (WN 770)Boeing 737 700
      • Southwest Airlines (WN 770)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 06:25 SAN
        12:25 MDW
        4Hrs, 00m Direct
      • SANSan Diego International Airport 06:25 - MDW 12:25 4h Direct
      • SANSan Diego International Airport 06:25
      • MDWChicago Midway Airport 12:25
      • 4h
      • Direct
      • Southwest Airlines (WN 770)Boeing 737 700
      • Southwest Airlines (WN 770)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 06:35 SAN
        12:51 ORD
        4Hrs, 16m Direct
      • SANSan Diego International Airport 06:35 - ORD 12:51 4h 16m Direct
      • SANSan Diego International Airport 06:35
      • ORDChicago O'Hare International Airport 12:51
      • 4h 16m
      • Direct
      • American Airlines (AA 518)Airbus
      • American Airlines (AA 518)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 07:00 SAN
        13:11 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 07:00 - ORD 13:11 4h 11m Direct
      • SANSan Diego International Airport 07:00
      • ORDChicago O'Hare International Airport 13:11
      • 4h 11m
      • Direct
      • United Airlines (UA 1502)Airbus A321 Neo
      • United Airlines (UA 1502)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus A321 Neo
      • 07:00 SAN
        13:11 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 07:00 - ORD 13:11 4h 11m Direct
      • SANSan Diego International Airport 07:00
      • ORDChicago O'Hare International Airport 13:11
      • 4h 11m
      • Direct
      • United Airlines (UA 1502)Boeing 737 900
      • United Airlines (UA 1502)
        • M
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 900
      • 07:30 SAN
        13:25 MDW
        3Hrs, 55m Direct
      • SANSan Diego International Airport 07:30 - MDW 13:25 3h 55m Direct
      • SANSan Diego International Airport 07:30
      • MDWChicago Midway Airport 13:25
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 770)Boeing 737 800
      • Southwest Airlines (WN 770)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 08:15 SAN
        16:35 MDW
        6Hrs, 20m Direct
      • SANSan Diego International Airport 08:15 - MDW 16:35 6h 20m Direct
      • SANSan Diego International Airport 08:15
      • MDWChicago Midway Airport 16:35
      • 6h 20m
      • Direct
      • Southwest Airlines (WN 2777)Boeing 737 700
      • Southwest Airlines (WN 2777)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 10:59 SAN
        17:10 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 10:59 - ORD 17:10 4h 11m Direct
      • SANSan Diego International Airport 10:59
      • ORDChicago O'Hare International Airport 17:10
      • 4h 11m
      • Direct
      • United Airlines (UA 714)Airbus A321 Neo
      • United Airlines (UA 714)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 10:59 SAN
        17:10 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 10:59 - ORD 17:10 4h 11m Direct
      • SANSan Diego International Airport 10:59
      • ORDChicago O'Hare International Airport 17:10
      • 4h 11m
      • Direct
      • United Airlines (UA 714)Boeing 737 900
      • United Airlines (UA 714)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 13:10 SAN
        19:10 MDW
        4Hrs, 00m Direct
      • SANSan Diego International Airport 13:10 - MDW 19:10 4h Direct
      • SANSan Diego International Airport 13:10
      • MDWChicago Midway Airport 19:10
      • 4h
      • Direct
      • Southwest Airlines (WN 2138)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2138)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 13:31 SAN
        19:39 ORD
        4Hrs, 08m Direct
      • SANSan Diego International Airport 13:31 - ORD 19:39 4h 08m Direct
      • SANSan Diego International Airport 13:31
      • ORDChicago O'Hare International Airport 19:39
      • 4h 08m
      • Direct
      • American Airlines (AA 2131)Boeing 737 800
      • American Airlines (AA 2131)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 14:14 SAN
        20:25 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 14:14 - ORD 20:25 4h 11m Direct
      • SANSan Diego International Airport 14:14
      • ORDChicago O'Hare International Airport 20:25
      • 4h 11m
      • Direct
      • United Airlines (UA 2665)Boeing 737 800
      • United Airlines (UA 2665)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 14:14 SAN
        20:25 ORD
        4Hrs, 11m Direct
      • SANSan Diego International Airport 14:14 - ORD 20:25 4h 11m Direct
      • SANSan Diego International Airport 14:14
      • ORDChicago O'Hare International Airport 20:25
      • 4h 11m
      • Direct
      • United Airlines (UA 2665)Airbus A321 Neo
      • United Airlines (UA 2665)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus A321 Neo
      • 15:40 SAN
        23:05 ORD
        5Hrs, 25m Direct
      • SANSan Diego International Airport 15:40 - ORD 23:05 5h 25m Direct
      • SANSan Diego International Airport 15:40
      • ORDChicago O'Hare International Airport 23:05
      • 5h 25m
      • Direct
      • Southwest Airlines (WN 3970)Boeing 737 700
      • Southwest Airlines (WN 3970)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 16:05 SAN
        23:40 ORD
        5Hrs, 35m 1 Stop (PHX)
      • SANSan Diego International Airport 16:05 - ORD 23:40 5h 35m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 16:05
        PHXPhoenix Sky Harbor Intl Airport 19:10
      • PHXPhoenix Sky Harbor Intl Airport 18:25
        ORDChicago O'Hare International Airport 23:40
      • 5h 35m (45m)
      • 1 Stop PHX · Phoenix 45m
      • Southwest Airlines (WN 3650)Boeing 737 700
        Southwest Airlines (WN 3970)Boeing 737 800
      • Southwest Airlines (WN 3650)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 16:05 SAN
        00:10 MDW
        6Hrs, 05m 1 Stop (PHX)
      • SANSan Diego International Airport 16:05 - MDW 00:10 6h 05m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 16:05
        PHXPhoenix Sky Harbor Intl Airport 19:55
      • PHXPhoenix Sky Harbor Intl Airport 18:25
        MDWChicago Midway Airport 00:10
      • 6h 05m (1h 30m)
      • 1 Stop PHX · Phoenix 1h 30m
      • Southwest Airlines (WN 3650)Boeing 737 700
        Southwest Airlines (WN 1651)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3650)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 16:10 SAN
        23:51 ORD
        5Hrs, 41m 1 Stop (DEN)
      • SANSan Diego International Airport 16:10 - ORD 23:51 5h 41m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:10
        DENDenver Intl Airport 20:20
      • DENDenver Intl Airport 19:38
        ORDChicago O'Hare International Airport 23:51
      • 5h 41m (42m)
      • 1 Stop DEN · Denver 42m
      • United Airlines (UA 682)Boeing 737 800
        United Airlines (UA 377)Boeing 757 300 Series
      • United Airlines (UA 682)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 16:10 SAN
        23:59 ORD
        5Hrs, 49m 1 Stop (DEN)
      • SANSan Diego International Airport 16:10 - ORD 23:59 5h 49m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:10
        DENDenver Intl Airport 20:28
      • DENDenver Intl Airport 19:38
        ORDChicago O'Hare International Airport 23:59
      • 5h 49m (50m)
      • 1 Stop DEN · Denver 50m
      • United Airlines (UA 682)Boeing 737 Max 9 Passenger
        United Airlines (UA 377)Airbus A321 Neo
      • United Airlines (UA 682)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 16:10 SAN
        23:59 ORD
        5Hrs, 49m 1 Stop (DEN)
      • SANSan Diego International Airport 16:10 - ORD 23:59 5h 49m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:10
        DENDenver Intl Airport 20:28
      • DENDenver Intl Airport 19:38
        ORDChicago O'Hare International Airport 23:59
      • 5h 49m (50m)
      • 1 Stop DEN · Denver 50m
      • United Airlines (UA 682)Boeing 737 800
        United Airlines (UA 377)Airbus A321 Neo
      • United Airlines (UA 682)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 16:10 SAN
        23:59 ORD
        5Hrs, 49m 1 Stop (DEN)
      • SANSan Diego International Airport 16:10 - ORD 23:59 5h 49m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:10
        DENDenver Intl Airport 20:28
      • DENDenver Intl Airport 19:38
        ORDChicago O'Hare International Airport 23:59
      • 5h 49m (50m)
      • 1 Stop DEN · Denver 50m
      • United Airlines (UA 682)Boeing 737 800
        United Airlines (UA 377)Boeing 737 900
      • United Airlines (UA 682)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 16:10 SAN
        23:59 ORD
        5Hrs, 49m 1 Stop (DEN)
      • SANSan Diego International Airport 16:10 - ORD 23:59 5h 49m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:10
        DENDenver Intl Airport 20:28
      • DENDenver Intl Airport 19:38
        ORDChicago O'Hare International Airport 23:59
      • 5h 49m (50m)
      • 1 Stop DEN · Denver 50m
      • United Airlines (UA 682)Boeing 737 Max 8 Passenger
        United Airlines (UA 377)Airbus A321 Neo
      • United Airlines (UA 682)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 16:30 SAN
        00:15 MDW
        5Hrs, 45m 1 Stop (DEN)
      • SANSan Diego International Airport 16:30 - MDW 00:15 5h 45m 1 Stop (DEN) Denver
      • SANSan Diego International Airport 16:30
        DENDenver Intl Airport 20:55
      • DENDenver Intl Airport 19:50
        MDWChicago Midway Airport 00:15
      • 5h 45m (1h 05m)
      • 1 Stop DEN · Denver 1h 05m
      • Southwest Airlines (WN 2817)Boeing 737 800
        Southwest Airlines (WN 3078)Boeing 737 800
      • Southwest Airlines (WN 2817)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 16:30 SAN
        00:20 MDW
        5Hrs, 50m 1 Stop (DAL)
      • SANSan Diego International Airport 16:30 - MDW 00:20 5h 50m 1 Stop (DAL) Dallas
      • SANSan Diego International Airport 16:30
        DALDallas/Fort Worth Love Field Airport 22:15
      • DALDallas/Fort Worth Love Field Airport 21:20
        MDWChicago Midway Airport 00:20
      • 5h 50m (55m)
      • 1 Stop DAL · Dallas 55m
      • Southwest Airlines (WN 4588)Boeing 737 700
        Southwest Airlines (WN 54)Boeing 737 700
      • Southwest Airlines (WN 4588)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 16:30 SAN
        01:15 MDW
        6Hrs, 45m 1 Stop (LAS)
      • SANSan Diego International Airport 16:30 - MDW 01:15 6h 45m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 16:30
        LASLas Vegas McCarran International Airport 19:50
      • LASLas Vegas McCarran International Airport 17:50
        MDWChicago Midway Airport 01:15
      • 6h 45m (2h)
      • 1 Stop LAS · Las Vegas 2h
      • Southwest Airlines (WN 1425)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3242)Boeing 737 700
      • Southwest Airlines (WN 1425)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 16:35 SAN
        00:31 ORD
        5Hrs, 56m 1 Stop (PHX)
      • SANSan Diego International Airport 16:35 - ORD 00:31 5h 56m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 16:35
        PHXPhoenix Sky Harbor Intl Airport 19:59
      • PHXPhoenix Sky Harbor Intl Airport 18:58
        ORDChicago O'Hare International Airport 00:31
      • 5h 56m (1h 01m)
      • 1 Stop PHX · Phoenix 1h 01m
      • American Airlines (AA 1951)Boeing 737 Max 8 Passenger
        American Airlines (AA 630)Boeing 737 800
      • American Airlines (AA 1951)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 17:05 SAN
        01:15 MDW
        6Hrs, 10m 1 Stop (LAS)
      • SANSan Diego International Airport 17:05 - MDW 01:15 6h 10m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 17:05
        LASLas Vegas McCarran International Airport 19:50
      • LASLas Vegas McCarran International Airport 18:25
        MDWChicago Midway Airport 01:15
      • 6h 10m (1h 25m)
      • 1 Stop LAS · Las Vegas 1h 25m
      • Southwest Airlines (WN 1286)Boeing 737 700
        Southwest Airlines (WN 4188)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1286)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:55 SAN
        05:46 ORD
        8Hrs, 51m 1 Stop (SFO)
      • SANSan Diego International Airport 18:55 - ORD 05:46 8h 51m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 18:55
        SFOSan Francisco International Airport 23:27
      • SFOSan Francisco International Airport 20:44
        ORDChicago O'Hare International Airport 05:46
      • 8h 51m (2h 43m)
      • 1 Stop SFO · San Francisco 2h 43m
      • Alaska Airlines (AS 3302)Embraer Emb 175
        American Airlines (AA 2477)Boeing 737 800
      • Alaska Airlines (AS 3302)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:13 SAN
        05:54 ORD
        8Hrs, 41m 1 Stop (SFO)
      • SANSan Diego International Airport 19:13 - ORD 05:54 8h 41m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 19:13
        SFOSan Francisco International Airport 23:35
      • SFOSan Francisco International Airport 20:58
        ORDChicago O'Hare International Airport 05:54
      • 8h 41m (2h 37m)
      • 1 Stop SFO · San Francisco 2h 37m
      • United Airlines (UA 456)Boeing 737 800
        United Airlines (UA 2097)Boeing 777
      • United Airlines (UA 456)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 19:13 SAN
        04:59 ORD
        7Hrs, 46m 1 Stop (SFO)
      • SANSan Diego International Airport 19:13 - ORD 04:59 7h 46m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 19:13
        SFOSan Francisco International Airport 22:35
      • SFOSan Francisco International Airport 20:58
        ORDChicago O'Hare International Airport 04:59
      • 7h 46m (1h 37m)
      • 1 Stop SFO · San Francisco 1h 37m
      • United Airlines (UA 456)Boeing 737 800
        United Airlines (UA 1494)Boeing 757 300 Series
      • United Airlines (UA 456)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 19:16 SAN
        05:30 ORD
        8Hrs, 14m 1 Stop (LAS)
      • SANSan Diego International Airport 19:16 - ORD 05:30 8h 14m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 19:16
        LASLas Vegas McCarran International Airport 23:58
      • LASLas Vegas McCarran International Airport 20:35
        ORDChicago O'Hare International Airport 05:30
      • 8h 14m (3h 23m)
      • 1 Stop LAS · Las Vegas 3h 23m
      • Spirit Airlines (NK 2908)Airbus Industrie A320 Sharklets
        Spirit Airlines (NK 182)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 2908)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • 19:16 SAN
        05:30 ORD
        8Hrs, 14m 1 Stop (LAS)
      • SANSan Diego International Airport 19:16 - ORD 05:30 8h 14m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 19:16
        LASLas Vegas McCarran International Airport 23:58
      • LASLas Vegas McCarran International Airport 20:35
        ORDChicago O'Hare International Airport 05:30
      • 8h 14m (3h 23m)
      • 1 Stop LAS · Las Vegas 3h 23m
      • Spirit Airlines (NK 1480)Airbus Industrie A320 Sharklets
        Spirit Airlines (NK 182)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 1480)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 19:30 SAN
        05:16 ORD
        7Hrs, 46m 1 Stop (PHX)
      • SANSan Diego International Airport 19:30 - ORD 05:16 7h 46m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 19:30
        PHXPhoenix Sky Harbor Intl Airport 00:45
      • PHXPhoenix Sky Harbor Intl Airport 21:50
        ORDChicago O'Hare International Airport 05:16
      • 7h 46m (2h 55m)
      • 1 Stop PHX · Phoenix 2h 55m
      • American Airlines (AA 480)Airbus A321 Neo
        American Airlines (AA 2319)Boeing 737 800
      • American Airlines (AA 480)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 19:30 SAN
        05:27 ORD
        7Hrs, 57m 1 Stop (PHX)
      • SANSan Diego International Airport 19:30 - ORD 05:27 7h 57m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 19:30
        PHXPhoenix Sky Harbor Intl Airport 00:55
      • PHXPhoenix Sky Harbor Intl Airport 21:50
        ORDChicago O'Hare International Airport 05:27
      • 7h 57m (3h 05m)
      • 1 Stop PHX · Phoenix 3h 05m
      • American Airlines (AA 480)Airbus A321 Neo
        American Airlines (AA 2319)Boeing 737 800
      • American Airlines (AA 480)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:05 SAN
        05:54 ORD
        7Hrs, 49m 1 Stop (SFO)
      • SANSan Diego International Airport 20:05 - ORD 05:54 7h 49m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 20:05
        SFOSan Francisco International Airport 23:35
      • SFOSan Francisco International Airport 21:50
        ORDChicago O'Hare International Airport 05:54
      • 7h 49m (1h 45m)
      • 1 Stop SFO · San Francisco 1h 45m
      • United Airlines (UA 505)Boeing 737 800
        United Airlines (UA 2097)Boeing 777
      • United Airlines (UA 505)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 20:05 SAN
        04:59 ORD
        6Hrs, 54m 1 Stop (SFO)
      • SANSan Diego International Airport 20:05 - ORD 04:59 6h 54m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 20:05
        SFOSan Francisco International Airport 22:35
      • SFOSan Francisco International Airport 21:50
        ORDChicago O'Hare International Airport 04:59
      • 6h 54m (45m)
      • 1 Stop SFO · San Francisco 45m
      • United Airlines (UA 505)Boeing 737 800
        United Airlines (UA 1494)Boeing 757 300 Series
      • United Airlines (UA 505)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 20:49 SAN
        06:34 ORD
        7Hrs, 45m 1 Stop (SMF)
      • SANSan Diego International Airport 20:49 - ORD 06:34 7h 45m 1 Stop (SMF) Sacramento
      • SANSan Diego International Airport 20:49
        SMFSacramento International Airport 00:25
      • SMFSacramento International Airport 22:40
        ORDChicago O'Hare International Airport 06:34
      • 7h 45m (1h 45m)
      • 1 Stop SMF · Sacramento 1h 45m
      • Alaska Airlines (AS 3349)Embraer Emb 175
        American Airlines (AA 2158)Boeing 737 800
      • Alaska Airlines (AS 3349)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • 20:51 SAN
        04:44 ORD
        5Hrs, 53m 1 Stop (LAX)
      • SANSan Diego International Airport 20:51 - ORD 04:44 5h 53m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 20:51
        LAXLos Angeles International Airport 22:35
      • LAXLos Angeles International Airport 21:55
        ORDChicago O'Hare International Airport 04:44
      • 5h 53m (40m)
      • 1 Stop LAX · Los Angeles 40m
      • United Airlines (UA 5636)Embraer 175
        United Airlines (UA 2095)Boeing 737 Max 9 Passenger
      • United Airlines (UA 5636)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 20:51 SAN
        05:03 ORD
        6Hrs, 12m 1 Stop (LAX)
      • SANSan Diego International Airport 20:51 - ORD 05:03 6h 12m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 20:51
        LAXLos Angeles International Airport 23:05
      • LAXLos Angeles International Airport 21:55
        ORDChicago O'Hare International Airport 05:03
      • 6h 12m (1h 10m)
      • 1 Stop LAX · Los Angeles 1h 10m
      • United Airlines (UA 5636)Embraer 175
        United Airlines (UA 2622)Boeing 777
      • United Airlines (UA 5636)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 20:51 SAN
        06:00 ORD
        7Hrs, 09m 1 Stop (LAX)
      • SANSan Diego International Airport 20:51 - ORD 06:00 7h 09m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 20:51
        LAXLos Angeles International Airport 23:50
      • LAXLos Angeles International Airport 21:55
        ORDChicago O'Hare International Airport 06:00
      • 7h 09m (1h 55m)
      • 1 Stop LAX · Los Angeles 1h 55m
      • United Airlines (UA 5636)Embraer 175
        United Airlines (UA 2095)Boeing 737 800
      • United Airlines (UA 5636)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 20:51 SAN
        06:00 ORD
        7Hrs, 09m 1 Stop (LAX)
      • SANSan Diego International Airport 20:51 - ORD 06:00 7h 09m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 20:51
        LAXLos Angeles International Airport 23:50
      • LAXLos Angeles International Airport 21:55
        ORDChicago O'Hare International Airport 06:00
      • 7h 09m (1h 55m)
      • 1 Stop LAX · Los Angeles 1h 55m
      • United Airlines (UA 5636)Embraer 175
        United Airlines (UA 2095)Boeing 737 Max 9 Passenger
      • United Airlines (UA 5636)
        • -
        • T
        • W
        • T
        • -
        • S
        • S
      • 20:55 SAN
        05:46 ORD
        6Hrs, 51m 1 Stop (SFO)
      • SANSan Diego International Airport 20:55 - ORD 05:46 6h 51m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 20:55
        SFOSan Francisco International Airport 23:27
      • SFOSan Francisco International Airport 22:34
        ORDChicago O'Hare International Airport 05:46
      • 6h 51m (53m)
      • 1 Stop SFO · San Francisco 53m
      • Alaska Airlines (AS 717)Boeing 737 Max 9 Passenger
        American Airlines (AA 2477)Boeing 737 800
      • Alaska Airlines (AS 717)
        • -
        • -
        • W
        • -
        • F
        • S
        • S
      • 20:55 SAN
        05:46 ORD
        6Hrs, 51m 1 Stop (SFO)
      • SANSan Diego International Airport 20:55 - ORD 05:46 6h 51m 1 Stop (SFO) San Francisco
      • SANSan Diego International Airport 20:55
        SFOSan Francisco International Airport 23:27
      • SFOSan Francisco International Airport 22:34
        ORDChicago O'Hare International Airport 05:46
      • 6h 51m (53m)
      • 1 Stop SFO · San Francisco 53m
      • Alaska Airlines (AS 717)Boeing 737
        American Airlines (AA 2477)Boeing 737 800
      • Alaska Airlines (AS 717)
        • M
        • T
        • -
        • T
        • -
        • -
        • -
      • 21:10 SAN
        05:33 MDW
        6Hrs, 23m 1 Stop (LAS)
      • SANSan Diego International Airport 21:10 - MDW 05:33 6h 23m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 21:10
        LASLas Vegas McCarran International Airport 23:59
      • LASLas Vegas McCarran International Airport 22:34
        MDWChicago Midway Airport 05:33
      • 6h 23m (1h 25m)
      • 1 Stop LAS · Las Vegas 1h 25m
      • Frontier Airlines (F9 1470)Airbus A320 Neo
        Frontier Airlines (F9 2330)Airbus A320 Neo
      • Frontier Airlines (F9 1470)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • 21:10 SAN
        05:40 ORD
        6Hrs, 30m 1 Stop (LAS)
      • SANSan Diego International Airport 21:10 - ORD 05:40 6h 30m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 21:10
        LASLas Vegas McCarran International Airport 23:57
      • LASLas Vegas McCarran International Airport 22:34
        ORDChicago O'Hare International Airport 05:40
      • 6h 30m (1h 23m)
      • 1 Stop LAS · Las Vegas 1h 23m
      • Frontier Airlines (F9 1470)Airbus A320 Neo
        Frontier Airlines (F9 2146)Airbus A320 Neo
      • Frontier Airlines (F9 1470)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • 22:04 SAN
        08:52 ORD
        8Hrs, 48m 1 Stop (MCO)
      • SANSan Diego International Airport 22:04 - ORD 08:52 8h 48m 1 Stop (MCO) Orlando
      • SANSan Diego International Airport 22:04
        MCOOrlando International Airport 06:45
      • MCOOrlando International Airport 05:35
        ORDChicago O'Hare International Airport 08:52
      • 8h 48m (1h 10m)
      • 1 Stop MCO · Orlando 1h 10m
      • Alaska Airlines (AS 1020)Boeing 737 Max 9 Passenger
        American Airlines (AA 2016)Boeing 737 800
      • Alaska Airlines (AS 1020)
        • M
        • -
        • W
        • -
        • -
        • -
        • S
      • 22:04 SAN
        08:52 ORD
        8Hrs, 48m 1 Stop (MCO)
      • SANSan Diego International Airport 22:04 - ORD 08:52 8h 48m 1 Stop (MCO) Orlando
      • SANSan Diego International Airport 22:04
        MCOOrlando International Airport 06:45
      • MCOOrlando International Airport 05:35
        ORDChicago O'Hare International Airport 08:52
      • 8h 48m (1h 10m)
      • 1 Stop MCO · Orlando 1h 10m
      • Alaska Airlines (AS 1020)Boeing 737 800
        American Airlines (AA 2016)Boeing 737 800
      • Alaska Airlines (AS 1020)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 22:04 SAN
        08:52 ORD
        8Hrs, 48m 1 Stop (MCO)
      • SANSan Diego International Airport 22:04 - ORD 08:52 8h 48m 1 Stop (MCO) Orlando
      • SANSan Diego International Airport 22:04
        MCOOrlando International Airport 06:45
      • MCOOrlando International Airport 05:35
        ORDChicago O'Hare International Airport 08:52
      • 8h 48m (1h 10m)
      • 1 Stop MCO · Orlando 1h 10m
      • Alaska Airlines (AS 1020)Boeing 737
        American Airlines (AA 2016)Boeing 737 800
      • Alaska Airlines (AS 1020)
        • -
        • T
        • -
        • T
        • -
        • S
        • -
      • 06:15 SAN
        15:32 ORD
        7Hrs, 17m 1 Stop (DFW)
      • SANSan Diego International Airport 06:15 - ORD 15:32 7h 17m 1 Stop (DFW) Dallas
      • SANSan Diego International Airport 06:15
        DFWDallas/Fort Worth Intl Airport 13:10
      • DFWDallas/Fort Worth Intl Airport 11:23
        ORDChicago O'Hare International Airport 15:32
      • 7h 17m (1h 47m)
      • 1 Stop DFW · Dallas 1h 47m
      • American Airlines (AA 2535)Airbus
        American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 2535)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:15 SAN
        15:51 ORD
        7Hrs, 36m 1 Stop (CLT)
      • SANSan Diego International Airport 06:15 - ORD 15:51 7h 36m 1 Stop (CLT) Charlotte
      • SANSan Diego International Airport 06:15
        CLTCharlotte Airport 14:41
      • CLTCharlotte Airport 14:00
        ORDChicago O'Hare International Airport 15:51
      • 7h 36m (41m)
      • 1 Stop CLT · Charlotte 41m
      • American Airlines (AA 488)Airbus
        American Airlines (AA 614)Boeing 737 800
      • American Airlines (AA 488)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:15 SAN
        16:09 ORD
        7Hrs, 54m 1 Stop (CLT)
      • SANSan Diego International Airport 06:15 - ORD 16:09 7h 54m 1 Stop (CLT) Charlotte
      • SANSan Diego International Airport 06:15
        CLTCharlotte Airport 15:00
      • CLTCharlotte Airport 14:00
        ORDChicago O'Hare International Airport 16:09
      • 7h 54m (1h)
      • 1 Stop CLT · Charlotte 1h
      • American Airlines (AA 488)Airbus
        American Airlines (AA 614)Airbus
      • American Airlines (AA 488)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 06:15 SAN
        16:35 ORD
        8Hrs, 20m 1 Stop (LAX)
      • SANSan Diego International Airport 06:15 - ORD 16:35 8h 20m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 06:15
        LAXLos Angeles International Airport 10:15
      • LAXLos Angeles International Airport 07:19
        ORDChicago O'Hare International Airport 16:35
      • 8h 20m (2h 56m)
      • 1 Stop LAX · Los Angeles 2h 56m
      • United Airlines (UA 4723)Embraer 175
        United Airlines (UA 2113)Airbus A321 Neo
      • United Airlines (UA 4723)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:15 SAN
        16:50 ORD
        8Hrs, 35m 1 Stop (SEA)
      • SANSan Diego International Airport 06:15 - ORD 16:50 8h 35m 1 Stop (SEA) Seattle
      • SANSan Diego International Airport 06:15
        SEASeattle/Tacoma International Airport 10:38
      • SEASeattle/Tacoma International Airport 09:28
        ORDChicago O'Hare International Airport 16:50
      • 8h 35m (1h 10m)
      • 1 Stop SEA · Seattle 1h 10m
      • Alaska Airlines (AS 1245)Boeing 737
        Alaska Airlines (AS 352)Boeing 737 Max 9 Passenger
      • Alaska Airlines (AS 1245)
        • -
        • T
        • -
        • -
        • F
        • -
        • -
      • 06:15 SAN
        16:50 ORD
        8Hrs, 35m 1 Stop (SEA)
      • SANSan Diego International Airport 06:15 - ORD 16:50 8h 35m 1 Stop (SEA) Seattle
      • SANSan Diego International Airport 06:15
        SEASeattle/Tacoma International Airport 10:38
      • SEASeattle/Tacoma International Airport 09:28
        ORDChicago O'Hare International Airport 16:50
      • 8h 35m (1h 10m)
      • 1 Stop SEA · Seattle 1h 10m
      • Alaska Airlines (AS 1245)Boeing 737 800
        Alaska Airlines (AS 352)Boeing 737 800
      • Alaska Airlines (AS 1245)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:15 SAN
        16:50 ORD
        8Hrs, 35m 1 Stop (SEA)
      • SANSan Diego International Airport 06:15 - ORD 16:50 8h 35m 1 Stop (SEA) Seattle
      • SANSan Diego International Airport 06:15
        SEASeattle/Tacoma International Airport 10:38
      • SEASeattle/Tacoma International Airport 09:28
        ORDChicago O'Hare International Airport 16:50
      • 8h 35m (1h 10m)
      • 1 Stop SEA · Seattle 1h 10m
      • Alaska Airlines (AS 1245)Boeing 737 800
        Alaska Airlines (AS 352)Boeing 737 Max 9 Passenger
      • Alaska Airlines (AS 1245)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 06:15 SAN
        16:50 ORD
        8Hrs, 35m 1 Stop (SEA)
      • SANSan Diego International Airport 06:15 - ORD 16:50 8h 35m 1 Stop (SEA) Seattle
      • SANSan Diego International Airport 06:15
        SEASeattle/Tacoma International Airport 10:38
      • SEASeattle/Tacoma International Airport 09:28
        ORDChicago O'Hare International Airport 16:50
      • 8h 35m (1h 10m)
      • 1 Stop SEA · Seattle 1h 10m
      • Alaska Airlines (AS 1245)Boeing 737 800
        Alaska Airlines (AS 352)Boeing 737
      • Alaska Airlines (AS 1245)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:15 SAN
        16:50 ORD
        8Hrs, 35m 1 Stop (SEA)
      • SANSan Diego International Airport 06:15 - ORD 16:50 8h 35m 1 Stop (SEA) Seattle
      • SANSan Diego International Airport 06:15
        SEASeattle/Tacoma International Airport 10:38
      • SEASeattle/Tacoma International Airport 09:28
        ORDChicago O'Hare International Airport 16:50
      • 8h 35m (1h 10m)
      • 1 Stop SEA · Seattle 1h 10m
      • Alaska Airlines (AS 1245)Boeing 737 Max 9 Passenger
        Alaska Airlines (AS 352)Boeing 737 Max 9 Passenger
      • Alaska Airlines (AS 1245)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:15 SAN
        14:38 ORD
        6Hrs, 23m 1 Stop (LAX)
      • SANSan Diego International Airport 06:15 - ORD 14:38 6h 23m 1 Stop (LAX) Los Angeles
      • SANSan Diego International Airport 06:15
        LAXLos Angeles International Airport 08:20
      • LAXLos Angeles International Airport 07:19
        ORDChicago O'Hare International Airport 14:38
      • 6h 23m (1h 01m)
      • 1 Stop LAX · Los Angeles 1h 01m
      • United Airlines (UA 4723)Embraer 175
        United Airlines (UA 2039)Boeing 757 300 Series
      • United Airlines (UA 4723)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:15 SAN
        15:21 ORD
        7Hrs, 06m 1 Stop (DFW)
      • SANSan Diego International Airport 06:15 - ORD 15:21 7h 06m 1 Stop (DFW) Dallas
      • SANSan Diego International Airport 06:15
        DFWDallas/Fort Worth Intl Airport 12:55
      • DFWDallas/Fort Worth Intl Airport 11:23
        ORDChicago O'Hare International Airport 15:21
      • 7h 06m (1h 32m)
      • 1 Stop DFW · Dallas 1h 32m
      • American Airlines (AA 2535)Airbus
        American Airlines (AA 2723)Boeing 737 800
      • American Airlines (AA 2535)
        • M
        • -
        • -
        • T
        • -
        • S
        • S
      • 06:15 SAN
        15:21 ORD
        7Hrs, 06m 1 Stop (DFW)
      • SANSan Diego International Airport 06:15 - ORD 15:21 7h 06m 1 Stop (DFW) Dallas
      • SANSan Diego International Airport 06:15
        DFWDallas/Fort Worth Intl Airport 12:55
      • DFWDallas/Fort Worth Intl Airport 11:23
        ORDChicago O'Hare International Airport 15:21
      • 7h 06m (1h 32m)
      • 1 Stop DFW · Dallas 1h 32m
      • American Airlines (AA 2535)Airbus
        American Airlines (AA 2723)Airbus A321 Neo
      • American Airlines (AA 2535)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:20 SAN
        14:10 MDW
        5Hrs, 50m 1 Stop (PHX)
      • SANSan Diego International Airport 06:20 - MDW 14:10 5h 50m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 06:20
        PHXPhoenix Sky Harbor Intl Airport 09:50
      • PHXPhoenix Sky Harbor Intl Airport 08:45
        MDWChicago Midway Airport 14:10
      • 5h 50m (1h 05m)
      • 1 Stop PHX · Phoenix 1h 05m
      • Southwest Airlines (WN 3650)Boeing 737 700
        Southwest Airlines (WN 277)Boeing 737 800
      • Southwest Airlines (WN 3650)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:20 SAN
        15:20 ORD
        7Hrs, 00m 1 Stop (LAS)
      • SANSan Diego International Airport 06:20 - ORD 15:20 7h 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 06:20
        LASLas Vegas McCarran International Airport 09:35
      • LASLas Vegas McCarran International Airport 07:45
        ORDChicago O'Hare International Airport 15:20
      • 7h (1h 50m)
      • 1 Stop LAS · Las Vegas 1h 50m
      • Southwest Airlines (WN 4817)Boeing 737 700
        Southwest Airlines (WN 450)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4817)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:20 SAN
        16:45 MDW
        8Hrs, 25m 1 Stop (PHX)
      • SANSan Diego International Airport 06:20 - MDW 16:45 8h 25m 1 Stop (PHX) Phoenix
      • SANSan Diego International Airport 06:20
        PHXPhoenix Sky Harbor Intl Airport 12:30
      • PHXPhoenix Sky Harbor Intl Airport 08:45
        MDWChicago Midway Airport 16:45
      • 8h 25m (3h 45m)
      • 1 Stop PHX · Phoenix 3h 45m
      • Southwest Airlines (WN 3650)Boeing 737 700
        Southwest Airlines (WN 2497)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3650)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:20 SAN
        16:54 ORD
        8Hrs, 34m 1 Stop (PHL)
      • SANSan Diego International Airport 06:20 - ORD 16:54 8h 34m 1 Stop (PHL) Philadelphia
      • SANSan Diego International Airport 06:20
        PHLPhiladelphia International Airport 15:26
      • PHLPhiladelphia International Airport 14:30
        ORDChicago O'Hare International Airport 16:54
      • 8h 34m (56m)
      • 1 Stop PHL · Philadelphia 56m
      • American Airlines (AA 1308)Airbus A321 Neo
        American Airlines (AA 1309)Airbus
      • American Airlines (AA 1308)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:20 SAN
        16:55 MDW
        8Hrs, 35m 1 Stop (LAS)
      • SANSan Diego International Airport 06:20 - MDW 16:55 8h 35m 1 Stop (LAS) Las Vegas
      • SANSan Diego International Airport 06:20
        LASLas Vegas McCarran International Airport 11:20
      • LASLas Vegas McCarran International Airport 07:45
        MDWChicago Midway Airport 16:55
      • 8h 35m (3h 35m)
      • 1 Stop LAS · Las Vegas 3h 35m
      • Southwest Airlines (WN 4817)Boeing 737 700
        Southwest Airlines (WN 1729)Boeing 737 700
      • Southwest Airlines (WN 4817)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
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      What’s the fastest flight time from San Diego to Chicago?

      The fastest flight time for direct flights from San Diego to Chicago is 3 hours 50 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from San Diego to Chicago?

      The most popular airline flying from San Diego to Chicago is American Airlines. Find the latest flight deals on Wego.

      How far is Chicago from San Diego?

      The flight distance between San Diego and Chicago is 2787km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 06:15. The last flight of the day departs at 16:05. See the full list of flight times on Wego.

      How many airlines offer direct flights from San Diego to Chicago?

      There are 3 airlines that offer direct flights from San Diego to Chicago. Find out the list of airlines on Wego.

      Popular Airlines Flying From San Diego to Chicago

      American Airlines ‏()
      United Airlines ‏()

      Popular Destinations From Chicago

      Popular Destinations From San Diego

      Popular Hotels in Chicago

      Hotels In Popular Destinations