Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Arajet

The cheapest airline(s) flying from Sao Paulo to Chicago is Arajet.

  • Arajet Arajet
  • Air Canada Air Canada
  • LATAM Airlines Group SA LATAM Airlines Group SA
  • Copa Airlines Copa Airlines
  • United Airlines United Airlines
  • Azul Brazilian Airlines Azul Brazilian Airlines
  • American Airlines American Airlines
  • Aeromexico Aeromexico
  • Swiss Swiss
Cheapest Month May

Travel Period: February 2025 - January 2026

The cheapest month(s) to fly from Sao Paulo to Chicago is May.

  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
Cheapest Day of the Week Monday

The cheapest day(s) of the week to fly from Sao Paulo to Chicago is Monday.

  • 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
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      • 21:45 GRU
        05:25 ORD
        10Hrs, 40m Direct
      • GRUSao Paulo Guarulhos Intl Airport 21:45 - ORD 05:25 10h 40m Direct
      • GRUSao Paulo Guarulhos Intl Airport 21:45
      • ORDChicago O'Hare International Airport 05:25
      • 10h 40m
      • Direct
      • United Airlines (UA 844)Boeing Dreamliner Series 10
      • United Airlines (UA 844)
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      • Boeing Dreamliner Series 10
      • 21:25 GRU
        10:10 ORD
        15Hrs, 45m 1 Stop (YYZ)
      • GRUSao Paulo Guarulhos Intl Airport 21:25 - ORD 10:10 15h 45m 1 Stop (YYZ) Toronto
      • GRUSao Paulo Guarulhos Intl Airport 21:25
        YYZToronto Lester B Pearson Intl Airport 09:00
      • YYZToronto Lester B Pearson Intl Airport 05:50
        ORDChicago O'Hare International Airport 10:10
      • 15h 45m (3h 10m)
      • 1 Stop YYZ · Toronto 3h 10m
      • Air Canada (AC 91)Boeing 787 9
        United Airlines (UA 1538)Boeing 737 800
      • Air Canada (AC 91)
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      • 21:30 GRU
        08:49 ORD
        14Hrs, 19m 1 Stop (EWR)
      • GRUSao Paulo Guarulhos Intl Airport 21:30 - ORD 08:49 14h 19m 1 Stop (EWR) New York City
      • GRUSao Paulo Guarulhos Intl Airport 21:30
        EWRNewark Liberty International Airport 07:05
      • EWRNewark Liberty International Airport 05:20
        ORDChicago O'Hare International Airport 08:49
      • 14h 19m (1h 45m)
      • 1 Stop EWR · New York City 1h 45m
      • United Airlines (UA 148)Boeing 777
        United Airlines (UA 1994)Boeing 737 900
      • United Airlines (UA 148)
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      • 21:45 GRU
        10:54 ORD
        16Hrs, 09m 1 Stop (YUL)
      • GRUSao Paulo Guarulhos Intl Airport 21:45 - ORD 10:54 16h 09m 1 Stop (YUL) Montréal
      • GRUSao Paulo Guarulhos Intl Airport 21:45
        YULMontreal Pierre Elliott Trudeau Int Airport 09:15
      • YULMontreal Pierre Elliott Trudeau Int Airport 06:10
        ORDChicago O'Hare International Airport 10:54
      • 16h 09m (3h 05m)
      • 1 Stop YUL · Montréal 3h 05m
      • Air Canada (AC 97)Boeing 787 9
        Air Canada (AC 8959)Embraer Emb 175
      • Air Canada (AC 97)
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      • 10:52 CLE
        06:35 IAD
        16Hrs, 09m 1 Stop (ORD)
      • CLECleveland Hopkins International Airport 10:52 - IAD 06:35 16h 09m 1 Stop (ORD) Chicago
      • CLECleveland Hopkins International Airport 10:52
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:34
        IADWashington Dulles International Airport 06:35
      • 16h 09m (2h 48m)
      • 1 Stop ORD · Chicago 2h 48m
      • United Airlines (UA 5333)Embraer 175
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 5333)
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      • 10:50 PIT
        06:35 IAD
        16Hrs, 20m 1 Stop (ORD)
      • PITPittsburgh International Airport 10:50 - IAD 06:35 16h 20m 1 Stop (ORD) Chicago
      • PITPittsburgh International Airport 10:50
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:45
        IADWashington Dulles International Airport 06:35
      • 16h 20m (3h)
      • 1 Stop ORD · Chicago 3h
      • United Airlines (UA 3686)Embraer 175
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 3686)
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      • 10:25 SYR
        06:35 IAD
        16Hrs, 24m 1 Stop (ORD)
      • SYRSyracuse Airport 10:25 - IAD 06:35 16h 24m 1 Stop (ORD) Chicago
      • SYRSyracuse Airport 10:25
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:49
        IADWashington Dulles International Airport 06:35
      • 16h 24m (2h 26m)
      • 1 Stop ORD · Chicago 2h 26m
      • United Airlines (UA 4513)Canadair Regional Jet 550
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 4513)
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      • 11:27 IND
        06:35 IAD
        16Hrs, 27m 1 Stop (ORD)
      • INDIndianapolis Airport 11:27 - IAD 06:35 16h 27m 1 Stop (ORD) Chicago
      • INDIndianapolis Airport 11:27
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:52
        IADWashington Dulles International Airport 06:35
      • 16h 27m (2h 57m)
      • 1 Stop ORD · Chicago 2h 57m
      • United Airlines (UA 3677)Embraer 175
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 3677)
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      • 10:25 RIC
        06:35 IAD
        16Hrs, 29m 1 Stop (ORD)
      • RICRichmond Airport 10:25 - IAD 06:35 16h 29m 1 Stop (ORD) Chicago
      • RICRichmond Airport 10:25
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:54
        IADWashington Dulles International Airport 06:35
      • 16h 29m (2h 43m)
      • 1 Stop ORD · Chicago 2h 43m
      • United Airlines (UA 4487)Canadair Regional Jet 550
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 4487)
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      • 10:43 SCE
        06:35 IAD
        16Hrs, 29m 1 Stop (ORD)
      • SCEState College Airport 10:43 - IAD 06:35 16h 29m 1 Stop (ORD) Chicago
      • SCEState College Airport 10:43
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:54
        IADWashington Dulles International Airport 06:35
      • 16h 29m (3h 03m)
      • 1 Stop ORD · Chicago 3h 03m
      • United Airlines (UA 4471)Canadair Regional Jet 550
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 4471)
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      • 11:00 PIT
        06:35 IAD
        16Hrs, 30m 1 Stop (ORD)
      • PITPittsburgh International Airport 11:00 - IAD 06:35 16h 30m 1 Stop (ORD) Chicago
      • PITPittsburgh International Airport 11:00
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:55
        IADWashington Dulles International Airport 06:35
      • 16h 30m (3h 10m)
      • 1 Stop ORD · Chicago 3h 10m
      • United Airlines (UA 3686)Embraer 175
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 3686)
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      • 11:00 PIT
        06:35 IAD
        16Hrs, 30m 1 Stop (ORD)
      • PITPittsburgh International Airport 11:00 - IAD 06:35 16h 30m 1 Stop (ORD) Chicago
      • PITPittsburgh International Airport 11:00
        GRUSao Paulo Guarulhos Intl Airport 22:25
      • ORDChicago O'Hare International Airport 11:55
        IADWashington Dulles International Airport 06:35
      • 16h 30m (3h 09m)
      • 1 Stop ORD · Chicago 3h 09m
      • United Airlines (UA 3686)Embraer 175
        United Airlines (UA 860)Boeing 767 400
      • United Airlines (UA 3686)
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      • 09:40 CLT
        05:05 MIA
        15Hrs, 26m 1 Stop (ORD)
      • CLTCharlotte Airport 09:40 - MIA 05:05 15h 26m 1 Stop (ORD) Chicago
      • CLTCharlotte Airport 09:40
        GRUSao Paulo Guarulhos Intl Airport 22:35
      • ORDChicago O'Hare International Airport 11:01
        MIAMiami International Airport 05:05
      • 15h 26m (2h 25m)
      • 1 Stop ORD · Chicago 2h 25m
      • American Airlines (AA 1668)Boeing 737 Max 8 Passenger
        American Airlines (AA 930)Boeing 777 300 Er
      • American Airlines (AA 1668)
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      • 23:00 GRU
        10:46 ORD
        14Hrs, 46m 1 Stop (JFK)
      • GRUSao Paulo Guarulhos Intl Airport 23:00 - ORD 10:46 14h 46m 1 Stop (JFK) New York City
      • GRUSao Paulo Guarulhos Intl Airport 23:00
        JFKNew York John F. Kennedy International Airport 09:00
      • JFKNew York John F. Kennedy International Airport 07:00
        ORDChicago O'Hare International Airport 10:46
      • 14h 46m (2h)
      • 1 Stop JFK · New York City 2h
      • American Airlines (AA 950)Boeing 787 9
        American Airlines (AA 2819)Boeing 737 800
      • American Airlines (AA 950)
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      • 23:50 GRU
        11:44 ORD
        14Hrs, 54m 1 Stop (MIA)
      • GRUSao Paulo Guarulhos Intl Airport 23:50 - ORD 11:44 14h 54m 1 Stop (MIA) Miami
      • GRUSao Paulo Guarulhos Intl Airport 23:50
        MIAMiami International Airport 09:12
      • MIAMiami International Airport 06:20
        ORDChicago O'Hare International Airport 11:44
      • 14h 54m (2h 52m)
      • 1 Stop MIA · Miami 2h 52m
      • American Airlines (AA 958)Boeing 777 200
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 958)
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      • 10:59 CLT
        06:20 MIA
        15Hrs, 17m 1 Stop (ORD)
      • CLTCharlotte Airport 10:59 - MIA 06:20 15h 17m 1 Stop (ORD) Chicago
      • CLTCharlotte Airport 10:59
        GRUSao Paulo Guarulhos Intl Airport 23:50
      • ORDChicago O'Hare International Airport 12:07
        MIAMiami International Airport 06:20
      • 15h 17m (2h 29m)
      • 1 Stop ORD · Chicago 2h 29m
      • American Airlines (AA 2279)Boeing 737 800
        American Airlines (AA 958)Boeing 777 200
      • American Airlines (AA 2279)
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      • 00:05 GRU
        11:44 ORD
        14Hrs, 39m 1 Stop (MIA)
      • GRUSao Paulo Guarulhos Intl Airport 00:05 - ORD 11:44 14h 39m 1 Stop (MIA) Miami
      • GRUSao Paulo Guarulhos Intl Airport 00:05
        MIAMiami International Airport 09:12
      • MIAMiami International Airport 06:35
        ORDChicago O'Hare International Airport 11:44
      • 14h 39m (2h 37m)
      • 1 Stop MIA · Miami 2h 37m
      • American Airlines (AA 872)Boeing 777 200
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 872)
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      • 11:54 DCA
        06:35 MIA
        16Hrs, 09m 1 Stop (ORD)
      • DCAWashington Ronald Reagan National Airport 11:54 - MIA 06:35 16h 09m 1 Stop (ORD) Chicago
      • DCAWashington Ronald Reagan National Airport 11:54
        GRUSao Paulo Guarulhos Intl Airport 00:05
      • ORDChicago O'Hare International Airport 13:14
        MIAMiami International Airport 06:35
      • 16h 09m (2h 43m)
      • 1 Stop ORD · Chicago 2h 43m
      • American Airlines (AA 489)Airbus
        American Airlines (AA 872)Boeing 777 200
      • American Airlines (AA 489)
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      • 00:05 GRU
        14:00 ORD
        16Hrs, 55m 1 Stop (MIA)
      • GRUSao Paulo Guarulhos Intl Airport 00:05 - ORD 14:00 16h 55m 1 Stop (MIA) Miami
      • GRUSao Paulo Guarulhos Intl Airport 00:05
        MIAMiami International Airport 11:30
      • MIAMiami International Airport 06:35
        ORDChicago O'Hare International Airport 14:00
      • 16h 55m (4h 55m)
      • 1 Stop MIA · Miami 4h 55m
      • American Airlines (AA 872)Boeing 777 200
        American Airlines (AA 1763)Boeing 737 800
      • American Airlines (AA 872)
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      • 00:30 GRU
        11:44 ORD
        14Hrs, 14m 1 Stop (MIA)
      • GRUSao Paulo Guarulhos Intl Airport 00:30 - ORD 11:44 14h 14m 1 Stop (MIA) Miami
      • GRUSao Paulo Guarulhos Intl Airport 00:30
        MIAMiami International Airport 09:12
      • MIAMiami International Airport 06:45
        ORDChicago O'Hare International Airport 11:44
      • 14h 14m (2h 27m)
      • 1 Stop MIA · Miami 2h 27m
      • American Airlines (AA 906)Boeing 777 300 Er
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 906)
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      • 11:05 VCP
        22:30 ORD
        14Hrs, 25m 1 Stop (FLL)
      • VCPViracopos International Airport 11:05 - ORD 22:30 14h 25m 1 Stop (FLL) Broward County
      • VCPViracopos International Airport 11:05
        FLLFort Lauderdale/Hollywood Intl Airport 19:59
      • FLLFort Lauderdale/Hollywood Intl Airport 17:30
        ORDChicago O'Hare International Airport 22:30
      • 14h 25m (2h 29m)
      • 1 Stop FLL · Broward County 2h 29m
      • Azul Brazilian Airlines (AD 8702)Airbus Industrie A330 200
        United Airlines (UA 2443)Boeing 737 900
      • Azul Brazilian Airlines (AD 8702)
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      • 22:20 IAD
        17:30 FLL
        15Hrs, 20m 1 Stop (ORD)
      • IADWashington Dulles International Airport 22:20 - FLL 17:30 15h 20m 1 Stop (ORD) Chicago
      • IADWashington Dulles International Airport 22:20
        VCPViracopos International Airport 11:05
      • ORDChicago O'Hare International Airport 23:25
        FLLFort Lauderdale/Hollywood Intl Airport 17:30
      • 15h 20m (2h 16m)
      • 1 Stop ORD · Chicago 2h 16m
      • United Airlines (UA 1738)Boeing 757 200 Series
        Azul Brazilian Airlines (AD 8702)Airbus Industrie A330 200
      • United Airlines (UA 1738)
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      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Sao Paulo to Chicago?

      The fastest flight time for direct flights from Sao Paulo to Chicago is 10 hours 40 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from Sao Paulo?

      The flight distance between Sao Paulo and Chicago is 8408km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 00:05. The last flight of the day departs at 21:25. See the full list of flight times on Wego.

      How many airlines offer direct flights from Sao Paulo to Chicago?

      There are 1 airlines that offer direct flights from Sao Paulo to Chicago. Find out the list of airlines on Wego.

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