Trip.com
>
Flights
>
Flights to Brazil
>
Flights to Sao Paulo State
>
Flights to Sao Paulo
>
Chicago to Sao Paulo flight
>
Chicago Midway International Airport to Sao Paulo Guarulhos Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Sao Paulo Guarulhos Airport over the next 90 days, with one-way fares from $1,720 and round-trip from $1,203. Based on Trip.com's latest 7-day flight data.

      • MDW 11:33 AM
        15h 7m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Tue, Nov 17 | Delta Air Lines
        GRU 11:45 PM
        13h 39m
        1 stop
        MDW 10:24 AM
        Sao Paulo - Chicago | Tue, Nov 24 | Delta Air Lines
        $1,203 $2,157
        44% off
        44% off
        $2,157 $1,203
      • MDW 12:45 PM
        14h 55m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sat, Oct 31 | Delta Air Lines
        GRU 11:45 PM
        14h 5m
        1 stop
        MDW 11:50 AM
        Sao Paulo - Chicago | Sat, Nov 7 | Delta Air Lines
        $1,256 $2,157
        42% off
        42% off
        $2,157 $1,256
      • MDW 12:45 PM
        14h 55m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sat, Oct 31 | LATAM Airlines
        GRU 11:45 PM
        14h 5m
        1 stop
        MDW 11:50 AM
        Sao Paulo - Chicago | Sat, Nov 7 | LATAM Airlines
        $1,314 $2,157
        39% off
        39% off
        $2,157 $1,314
      • MDW 11:39 AM
        15h 1m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Fri, Nov 13 | Delta Air Lines
        GRU 11:45 PM
        13h 39m
        1 stop
        MDW 10:24 AM
        Sao Paulo - Chicago | Fri, Nov 20 | Delta Air Lines
        $1,330
        38% off
        $2,157 $1,330
      • MDW 12:49 PM
        14h 51m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sun, Oct 25 | Tam Airlines
        GRU 8:30 PM
        14h 57m
        1 stop
        ORD 9:27 AM
        Sao Paulo - Chicago | Sun, Nov 1 | LATAM Airlines
        $1,535
        28% off
        $2,157 $1,535
      • MDW 12:49 PM
        14h 51m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sun, Oct 25 | Delta Air Lines
        GRU 10:50 PM
        13h 13m
        1 stop
        MDW 10:03 AM
        Sao Paulo - Chicago | Sun, Nov 1 | Delta Air Lines
        $1,587
        26% off
        $2,157 $1,587
      • MDW 10:59 AM
        16h 41m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Thu, Oct 29 | Delta Air Lines
        GRU 10:50 PM
        15h 56m
        1 stop
        ORD 12:46 PM
        Sao Paulo - Chicago | Thu, Nov 5 | Delta Air Lines
        $1,609
        25% off
        $2,157 $1,609
      • MDW 5:13 PM
        13h 22m
        1 stop
        GRU 9:35 AM
        Chicago - Sao Paulo | Fri, Dec 4 | Delta Air Lines
        GRU 11:45 PM
        27h 7m
        1 stop
        ORD 11:52 PM
        Sao Paulo - Chicago | Thu, Dec 10 | Delta Air Lines
        $1,906
        12% off
        $2,157 $1,906
      • MDW 10:58 AM
        16h 42m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sat, Oct 17 | Delta Air Lines
        GRU 10:50 PM
        15h 15m
        1 stop
        MDW 12:05 PM
        Sao Paulo - Chicago | Thu, Oct 22 | Delta Air Lines
        $1,920
        11% off
        $2,157 $1,920
      • MDW 11:27 AM
        15h 13m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Fri, Dec 4 | LATAM Airlines
        GRU 9:15 PM
        15h 7m
        1 stop
        ORD 9:22 AM
        Sao Paulo - Chicago | Thu, Dec 10 | LATAM Airlines
        $1,922
        11% off
        $2,157 $1,922
      • MDW 11:35 AM
        16h 5m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Tue, Oct 20 | Delta Air Lines
        GRU 8:30 PM
        18h 16m
        1 stop
        ORD 12:46 PM
        Sao Paulo - Chicago | Thu, Oct 22 | Delta Air Lines
        $1,962
        9% off
        $2,157 $1,962
      • CHI 1:00 PM
        17h 25m
        1 stop
        SAO 2:00 PM
        Chicago - Sao Paulo | Sun, Oct 11 | Normal Airline
        SAO 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Sao Paulo - Chicago | Tue, Oct 13 | Normal Airline
        Find more flights
        Find more flights
      • MDW 11:38 AM
        15h 2m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Thu, Nov 12 | Delta Air Lines
        $1,720 $1,963
        12% off
        12% off
        $1,963 $1,720
      • MDW 12:49 PM
        14h 51m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Fri, Oct 30 | Delta Air Lines
        $1,737 $1,963
        12% off
        12% off
        $1,963 $1,737
      • MDW 11:38 AM
        15h 2m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Thu, Nov 12 | LATAM Airlines
        $1,740 $1,963
        11% off
        11% off
        $1,963 $1,740
      • MDW 6:04 AM
        21h 36m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sat, Oct 17 | LATAM Airlines
        $1,749
        11% off
        $1,963 $1,749
      • MDW 10:59 AM
        16h 41m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sun, Nov 1 | LATAM Airlines
        $1,751
        11% off
        $1,963 $1,751
      • MDW 12:49 PM
        14h 51m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Sun, Oct 25 | Delta Air Lines
        $1,754
        11% off
        $1,963 $1,754
      • MDW 12:49 PM
        14h 51m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Fri, Oct 30 | LATAM Airlines
        $1,775
        10% off
        $1,963 $1,775
      • MDW 1:00 PM
        14h 40m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Wed, Oct 14 | LATAM Airlines
        $1,781
        9% off
        $1,963 $1,781
      • MDW 6:04 AM
        21h 36m
        1 stop
        GRU 5:40 AM
        Chicago - Sao Paulo | Fri, Oct 16 | Tam Airlines
        $1,786
        9% off
        $1,963 $1,786
      • CHI 1:00 PM
        17h 25m
        1 stop
        SAO 2:00 PM
        Chicago - Sao Paulo | Sun, Oct 11 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Chicago Midway International Airport to Sao Paulo Guarulhos Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Chicago Midway International Airport to Sao Paulo Guarulhos Airport?

The cheapest airline flying from Chicago Midway International Airport to Sao Paulo Guarulhos Airport is Frontier Airlines (from $319) among 5 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From $319
Hahn Air
From $723
Delta Air Lines
From $1,720
LATAM Airlines
From $1,740
Tam Airlines
From $1,814

Find more flights and airlines

What is the flight schedule from Chicago Midway International Airport to Sao Paulo Guarulhos Airport?

Check the schedule for flights from Chicago to Sao Paulo and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2417

    Chicago Midway International Airport

    1:05 PM

    MDW

    1h 56m

    Nonstop

    4:01 PM

    ATL

    S M T W T - S
    Search

  2. DL105

    Hartsfield–Jackson Atlanta International Airport

    7:00 PM

    ATL

    9h 40m

    Nonstop

    5:40 AM

    GRU

    S M T W T F S

  3. LA6487

    Chicago Midway International Airport

    1:05 PM

    MDW

    1h 56m

    Nonstop

    4:01 PM

    ATL

    S M T W T - S
    Search

  4. LA6345

    Hartsfield–Jackson Atlanta International Airport

    6:55 PM

    ATL

    9h 45m

    Nonstop

    5:40 AM

    GRU

    S M T W T F S

  5. DL1063

    Chicago Midway International Airport

    10:59 AM

    MDW

    1h 54m

    Nonstop

    1:53 PM

    ATL

    S M T W T F S
    Search

  6. DL105

    Hartsfield–Jackson Atlanta International Airport

    7:00 PM

    ATL

    9h 40m

    Nonstop

    5:40 AM

    GRU

    S M T W T F S

  7. LA6114

    Chicago Midway International Airport

    11:33 AM

    MDW

    1h 53m

    Nonstop

    2:26 PM

    ATL

    S M T W T F S
    Search

  8. LA6345

    Hartsfield–Jackson Atlanta International Airport

    6:55 PM

    ATL

    9h 45m

    Nonstop

    5:40 AM

    GRU

    S M T W T F S

  9. F92292

    Chicago Midway International Airport

    6:52 AM

    MDW

    2h 14m

    Nonstop

    10:06 AM

    ATL

    S M T W T F S
    Search

  10. F92082

    Hartsfield–Jackson Atlanta International Airport

    12:21 PM

    ATL

    3h 45m

    Nonstop

    4:06 PM

    SJU

    S M T W T F S

  11. CM451

    Luis Munoz Marin International Airport

    6:13 AM

    SJU

    3h 3m

    Nonstop

    8:16 AM

    PTY

    S M T W T F S

  12. CM810

    Tocumen International Airport

    6:39 PM

    PTY

    6h 56m

    Nonstop

    3:35 AM

    GRU

    - M T W - F -
Find more flights and airlines

About Chicago Midway International Airport and Sao Paulo Guarulhos Airport

Learn about Chicago Midway International Airport (MDW) and Sao Paulo Guarulhos Airport (GRU) — including location, terminals, transportation, and travel tips.

Flight distance 8,411.21 km
Cheapest one-way ticket price $1,720
Cheapest return ticket price $1,203

FAQs for Chicago Midway International Airport to Sao Paulo Guarulhos Airport Flights

  • What is the transportation method from the main airport to downtown in Sao Paulo?

    • The distance from São Paulo/Guarulhos–Governor André Franco Montoro International Airport to downtown is about 20 km. It takes about 40 minutes by taxi.
    • The distance from São Paulo–Congonhas Airport to downtown is about 8 km. It takes about 20 minutes by taxi.
  • The closest airport to Sao Paulo Guarulhos Airport (GRU) is São Paulo–Congonhas Airport. The distance is around 28 km.
  • One-way flights from Chicago Midway International Airport to Sao Paulo Guarulhos Airport currently start from $1,720, and round-trip fares start from $1,203. The current lowest fare is a Delta Air Lines flight departing on Thu, Nov 12; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Chicago Midway International Airport to Sao Paulo Guarulhos Airport is $1,567. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Sao Paulo Guarulhos Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.