Cheap Flights From Chicago To Cancun From XOF99933 | CHI - CUN | ml.wego.com

Home >
Cheap Flights >
Chicago to Mexico >
Chicago to Cancun >

Algeria Angola Argentina Australia Bahrain Bangladesh Botswana Brazil Cameroon Canada Chile China Colombia Congo, Dem Rep of Cote d'Ivoire Egypt Ethiopia France Gabon Germany Ghana Hong Kong India Indonesia Iraq Ireland Italy Japan Jordan Kenya Kuwait Lebanon Libya Macao Malaysia Mali

Mauritius Mexico Morocco Mozambique Namibia Netherlands New Zealand Nigeria Oman Pakistan Palestine Philippines Poland Portugal Qatar Rwanda Saudi Arabia Senegal Singapore South Africa South Korea Spain Sri Lanka Sudan Sweden Switzerland Taiwan Tanzania Thailand Tunisia Turkey Uganda United Arab Emirates United Kingdom United States Vietnam Zambia Zimbabwe English Français

Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Chicago to Cancun is Frontier Airlines.

Travel Period: November 2024 - October 2025

The cheapest month(s) to fly from Chicago to Cancun is November.

Nov 2024
Dec 2024
Jan 2025
Feb 2025
Mar 2025
Apr 2025
May 2025
Jun 2025
Jul 2025
Aug 2025
Sep 2025
Oct 2025

The cheapest day(s) of the week to fly from Chicago to Cancun is Friday.

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

Flight Schedules

Last Updated: Wed, 2 Oct, 2024

Time Earliest
- Earliest
- Latest
Depart Earliest
- Earliest
- Latest
Arrive
- Earliest
- Latest
Duration
- Shortest
- Longest
Stopover
All
Airline Filter by Airline
View All Airline
Availability
- M
- T
- W
- T
- F
- S
- S

06:00 ORD

09:44 CUN

3Hrs, 44m Direct
ORDChicago O'Hare International Airport 06:00 - CUN 09:44 3h 44m Direct
ORDChicago O'Hare International Airport 06:00
CUNCancun Airport 09:44
3h 44m
Direct
Frontier Airlines (F9 44)Airbus A320 Neo
Frontier Airlines (F9 44)
- M
- -
- -
- -
- F
- -
- -
Airbus A320 Neo

06:09 ORD

09:53 CUN

3Hrs, 44m Direct
ORDChicago O'Hare International Airport 06:09 - CUN 09:53 3h 44m Direct
ORDChicago O'Hare International Airport 06:09
CUNCancun Airport 09:53
3h 44m
Direct
Frontier Airlines (F9 44)Airbus A320 Neo
Frontier Airlines (F9 44)
- -
- -
- -
- -
- -
- -
- S
Airbus A320 Neo

06:15 ORD

09:55 CUN

3Hrs, 40m Direct
ORDChicago O'Hare International Airport 06:15 - CUN 09:55 3h 40m Direct
ORDChicago O'Hare International Airport 06:15
CUNCancun Airport 09:55
3h 40m
Direct
Spirit Airlines (NK 104)Airbus Industrie A321 Sharklets
Spirit Airlines (NK 104)
- M
- -
- -
- -
- F
- S
- -
Airbus Industrie A321 Sharklets

07:06 ORD

10:51 CUN

3Hrs, 45m Direct
ORDChicago O'Hare International Airport 07:06 - CUN 10:51 3h 45m Direct
ORDChicago O'Hare International Airport 07:06
CUNCancun Airport 10:51
3h 45m
Direct
American Airlines (AA 1001)Boeing 737 800
American Airlines (AA 1001)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 800

07:13 ORD

11:02 CUN

3Hrs, 49m Direct
ORDChicago O'Hare International Airport 07:13 - CUN 11:02 3h 49m Direct
ORDChicago O'Hare International Airport 07:13
CUNCancun Airport 11:02
3h 49m
Direct
Frontier Airlines (F9 44)Airbus A320 Neo
Frontier Airlines (F9 44)
- -
- -
- W
- T
- -
- S
- -
Airbus A320 Neo

07:13 ORD

11:02 CUN

3Hrs, 49m Direct
ORDChicago O'Hare International Airport 07:13 - CUN 11:02 3h 49m Direct
ORDChicago O'Hare International Airport 07:13
CUNCancun Airport 11:02
3h 49m
Direct
Frontier Airlines (F9 44)Airbus A321 Neo
Frontier Airlines (F9 44)
- -
- T
- -
- -
- -
- -
- -
Airbus A321 Neo

08:30 MDW

12:10 CUN

3Hrs, 40m Direct
MDWChicago Midway Airport 08:30 - CUN 12:10 3h 40m Direct
MDWChicago Midway Airport 08:30
CUNCancun Airport 12:10
3h 40m
Direct
Southwest Airlines (WN 228)Boeing 737 700
Southwest Airlines (WN 228)
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

08:35 ORD

12:20 CUN

3Hrs, 45m Direct
ORDChicago O'Hare International Airport 08:35 - CUN 12:20 3h 45m Direct
ORDChicago O'Hare International Airport 08:35
CUNCancun Airport 12:20
3h 45m
Direct
American Airlines (AA 1503)Boeing 737 800
American Airlines (AA 1503)
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

08:42 ORD

12:33 CUN

3Hrs, 51m Direct
ORDChicago O'Hare International Airport 08:42 - CUN 12:33 3h 51m Direct
ORDChicago O'Hare International Airport 08:42
CUNCancun Airport 12:33
3h 51m
Direct
United Airlines (UA 1656)Boeing 777
United Airlines (UA 1656)
- -
- -
- -
- -
- -
- -
- S
Boeing 777

09:13 ORD

13:10 CUN

3Hrs, 57m Direct
ORDChicago O'Hare International Airport 09:13 - CUN 13:10 3h 57m Direct
ORDChicago O'Hare International Airport 09:13
CUNCancun Airport 13:10
3h 57m
Direct
United Airlines (UA 1198)Boeing 737 Max 9 Passenger
United Airlines (UA 1198)
- -
- -
- -
- -
- -
- -
- S
Boeing 737 Max 9 Passenger

09:25 MDW

13:05 CUN

3Hrs, 40m Direct
MDWChicago Midway Airport 09:25 - CUN 13:05 3h 40m Direct
MDWChicago Midway Airport 09:25
CUNCancun Airport 13:05
3h 40m
Direct
Southwest Airlines (WN 228)Boeing 737 700
Southwest Airlines (WN 228)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

09:32 ORD

13:14 CUN

3Hrs, 42m Direct
ORDChicago O'Hare International Airport 09:32 - CUN 13:14 3h 42m Direct
ORDChicago O'Hare International Airport 09:32
CUNCancun Airport 13:14
3h 42m
Direct
United Airlines (UA 1656)Boeing 737 900
United Airlines (UA 1656)
- M
- T
- W
- T
- F
- S
- -
Boeing 737 900

09:55 ORD

13:45 CUN

3Hrs, 50m Direct
ORDChicago O'Hare International Airport 09:55 - CUN 13:45 3h 50m Direct
ORDChicago O'Hare International Airport 09:55
CUNCancun Airport 13:45
3h 50m
Direct
American Airlines (AA 492)Boeing 737 800
American Airlines (AA 492)
- M
- T
- W
- T
- F
- -
- S
Boeing 737 800

10:05 MDW

13:45 CUN

3Hrs, 40m Direct
MDWChicago Midway Airport 10:05 - CUN 13:45 3h 40m Direct
MDWChicago Midway Airport 10:05
CUNCancun Airport 13:45
3h 40m
Direct
Southwest Airlines (WN 216)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 216)
- -
- -
- -
- -
- -
- -
- S
Boeing 737 Max 8 Passenger

10:46 ORD

14:28 CUN

3Hrs, 42m Direct
ORDChicago O'Hare International Airport 10:46 - CUN 14:28 3h 42m Direct
ORDChicago O'Hare International Airport 10:46
CUNCancun Airport 14:28
3h 42m
Direct
United Airlines (UA 1659)Boeing 737 900
United Airlines (UA 1659)
- M
- T
- W
- T
- F
- S
- -
Boeing 737 900

11:05 MDW

14:45 CUN

3Hrs, 40m Direct
MDWChicago Midway Airport 11:05 - CUN 14:45 3h 40m Direct
MDWChicago Midway Airport 11:05
CUNCancun Airport 14:45
3h 40m
Direct
Southwest Airlines (WN 216)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 216)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 Max 8 Passenger

11:10 MDW

14:50 CUN

3Hrs, 40m Direct
MDWChicago Midway Airport 11:10 - CUN 14:50 3h 40m Direct
MDWChicago Midway Airport 11:10
CUNCancun Airport 14:50
3h 40m
Direct
Southwest Airlines (WN 216)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 216)
- M
- T
- W
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

Sorry, there are no schedules matching your filters. Try removing one. reset

What’s the fastest flight time from Chicago to Cancun?

The fastest flight time for direct flights from Chicago to Cancun is 3 hours 40 minutes. Check latest flight schedules & prices on Wego.

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

The most popular airline flying from Chicago to Cancun is Frontier Airlines. Find the latest flight deals on Wego.

How far is Cancun from Chicago?

The flight distance between Chicago and Cancun is 2305km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 06:00. See the full list of flight times on Wego.

How many airlines offer direct flights from Chicago to Cancun?

There are 5 airlines that offer direct flights from Chicago to Cancun. Find out the list of airlines on Wego.

Popular Airlines flying from Chicago to Cancun

Frontier Airlines ‏()

United Airlines ‏()

VivaAerobus ‏()

American Airlines ‏()

Popular Destinations from Cancun

Popular Destinations from Chicago

Popular Hotels in Cancun

Hotels In Popular Destinations