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Guarulhos Intl

$272+ Cheap flights from Midway (MDW) to Guarulhos Intl, Brazil (GRU)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GRU
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Midway to Guarulhos Intl

Cheapest flights from Midway to Guarulhos Intl
Explore the most affordable flight options available from Midway to Guarulhos Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
MDW
-
GRU
1 stop21h 20m
Multiple Airlines
Mon 3/162:40 am
GRU
-
MDW
2 stops17h 33m
Multiple Airlines
Deal found 1/25$692
This Delta deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:45 pm
MDW
-
GRU
1 stop13h 55m
Delta
Tue 3/1010:40 am
GRU
-
MDW
1 stop13h 51m
Delta
Deal found 1/24$694
This Delta deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:00 am
MDW
-
GRU
1 stop20h 40m
Delta
Sun 3/19:15 pm
GRU
-
MDW
1 stop17h 44m
Delta
Deal found 1/25$700
This Delta deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/81:10 pm
MDW
-
GRU
2 stops14h 45m
Delta
Sun 3/1511:45 pm
GRU
-
MDW
1 stop14h 17m
Delta
Deal found 1/25$705
This lastminute.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:49 am
MDW
-
GRU
1 stop15h 51m
LATAM Airlines
Sun 3/811:45 pm
GRU
-
MDW
1 stop14h 17m
LATAM Airlines
Deal found 1/24$719
This Cheapflightsfares deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
MDW
-
GRU
1 stop20h 40m
LATAM Airlines
Mon 3/29:15 pm
GRU
-
MDW
1 stop15h 39m
LATAM Airlines
Deal found 1/24$720
This Cheapflightsfares deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
MDW
-
GRU
1 stop20h 40m
LATAM Airlines
Sat 2/2811:55 pm
GRU
-
MDW
2 stops36h 59m
LATAM Airlines
Deal found 1/24$733
This KAYAK deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:45 pm
MDW
-
GRU
1 stop13h 55m
LATAM Airlines
Tue 3/103:20 pm
GRU
-
MDW
2 stops20h 36m
LATAM Airlines
Deal found 1/23$737
This Cheapflightsfares deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2010:45 am
MDW
-
GRU
2 stops17h 00m
LATAM Airlines
Sat 3/288:15 am
GRU
-
MDW
2 stops27h 41m
LATAM Airlines
Deal found 1/24$747
This Ovago deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1810:49 am
MDW
-
GRU
1 stop19h 46m
LATAM Airlines
Thu 3/1910:40 am
GRU
-
MDW
1 stop13h 51m
LATAM Airlines
Deal found 1/24$770
This Ovago deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:45 pm
MDW
-
GRU
1 stop17h 50m
LATAM Airlines
Sun 3/810:40 am
GRU
-
MDW
1 stop25h 16m
LATAM Airlines
Deal found 1/24$778
This FlightHub deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
MDW
-
GRU
2 stops22h 10m
LATAM Airlines
Mon 2/2311:45 pm
GRU
-
MDW
1 stop15h 14m
LATAM Airlines
Deal found 1/24$788

Find flight deals from Midway to Guarulhos Intl

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Guarulhos Intl (GRU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$692
(Kiwi.com)

One-way from

$272
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$600
Provider with most accurate pricing for Chicago Midway-Sao Paulo Guarulhos Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Sao Paulo Guarulhos Intl flights.
Search Deals
From Chicago Midway to Sao Paulo Guarulhos Intl
Search Deals
One-way flight from Chicago Midway to Sao Paulo Guarulhos Intl
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Guarulhos Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport that are best for you.

Fly from

Midway

Fly to

Guarulhos Intl

Route

Depart

Return

Price

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 3/11

12:47 pm-9:35 am

1 stop18h 48m

Sao Paulo Guarulhos Intl

Wed 3/18

11:45 pm-5:22 pm

1 stop19h 37m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/5

10:49 am-5:45 am

2 stops15h 56m

Sao Paulo Guarulhos Intl

Sun 3/15

10:40 am-10:31 pm

1 stop13h 51m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 3/3

10:49 am-5:40 am

1 stop15h 51m

Sao Paulo Guarulhos Intl

Fri 3/13

10:40 am-10:31 pm

1 stop13h 51m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 3/13

12:47 pm-5:40 am

1 stop14h 53m

Sao Paulo Guarulhos Intl

Sun 3/22

11:45 pm-12:02 pm

1 stop14h 17m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

12:45 pm-5:40 am

1 stop13h 55m

Sao Paulo Guarulhos Intl

Fri 3/13

10:40 am-10:31 pm

1 stop13h 51m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/5

12:45 pm-5:40 am

1 stop13h 55m

Sao Paulo Guarulhos Intl

Thu 3/12

10:40 am-10:31 pm

1 stop13h 51m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

12:45 pm-5:40 am

1 stop13h 55m

Sao Paulo Guarulhos Intl

Wed 3/11

11:45 pm-12:02 pm

1 stop14h 17m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 3/3

10:49 am-5:40 am

1 stop15h 51m

Sao Paulo Guarulhos Intl

Thu 3/12

11:45 pm-12:02 pm

1 stop14h 17m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/1

9:34 am-5:40 am

2 stops17h 06m

Sao Paulo Guarulhos Intl

Tue 3/10

10:55 pm-12:02 pm

2 stops15h 07m

$705

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/8

1:10 pm-5:40 am

2 stops14h 30m

Sao Paulo Guarulhos Intl

Sun 3/15

10:55 pm-12:02 pm

2 stops15h 07m

$705

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 18 results
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Compare providers for flights from Midway to Guarulhos Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Guarulhos Intl in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Guarulhos Intl

Have a flexible travel schedule? Discover the best time to fly to Guarulhos Intl from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Guarulhos Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport?

    Airlines like Delta fly from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport in about 18h 48m. The time it takes to get you to your destination can typically vary by up to . There are 5218 mi between Chicago Midway Airport and Sao Paulo Guarulhos Intl Airport.

  • Can I find deals for flights from Midway to Guarulhos Intl that include hotel bookings?

    Yes. In addition to deals on Midway to Guarulhos Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Guarulhos Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Guarulhos Intl.

  • Can I find deals for business class flights from Midway to Guarulhos Intl?

    Yes. Cheapflights offers flight deals from Midway to Guarulhos Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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