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Guarulhos Intl

$304+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GRU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/313:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Thu 1/86:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,029
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/313:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Sun 1/116:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,091
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/243:32 pmMDW - GRU
1 stop25h 38mMultiple Airlines
Tue 1/66:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,226
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/263:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Tue 1/66:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,276
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/253:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Tue 1/66:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,277
This KAYAK deal was found by Cheapflights users on 12/11. 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.
Tue 12/1612:50 pmMDW - GRU
2 stops19h 30mLATAM Airlines
Thu 12/189:15 pmGRU - MDW
1 stop15h 39mLATAM Airlines
Deal found 12/11$1,384
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/263:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Wed 12/3111:20 amGRU - MDW
1 stop13h 38mMultiple Airlines
Deal found 12/10$1,387
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/253:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Wed 12/3111:20 amGRU - MDW
1 stop13h 38mMultiple Airlines
Deal found 12/10$1,388
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/263:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Tue 12/3011:20 amGRU - MDW
1 stop13h 38mMultiple Airlines
Deal found 12/10$1,439
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/253:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Tue 12/3011:20 amGRU - MDW
1 stop13h 38mMultiple Airlines
Deal found 12/10$1,440
This KAYAK deal was found by Cheapflights users on 12/10. 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.
Wed 12/316:00 amMDW - GRU
1 stop20h 40mLATAM Airlines
Mon 1/1211:45 pmGRU - MDW
1 stop13h 42mLATAM Airlines
Deal found 12/10$1,452

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$725
(Kiwi.com)

One-way from

$304
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$1,137
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. 2% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 12, 2025.
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

Thu 2/12

12:46 pm-5:40 am

1 stop13h 54m

Sao Paulo Guarulhos Intl

Tue 2/24

11:45 pm-11:59 am

1 stop15h 14m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 1/31

10:46 am-6:15 am

2 stops16h 29m

Sao Paulo Guarulhos Intl

Sun 2/15

7:30 am-10:42 pm

2 stops18h 12m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 2/14

4:13 pm-9:35 am

1 stop14h 22m

Sao Paulo Guarulhos Intl

Tue 2/24

11:45 pm-11:59 am

1 stop15h 14m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 2/11

10:46 am-5:40 am

1 stop15h 54m

Sao Paulo Guarulhos Intl

Tue 2/24

11:45 pm-11:59 am

1 stop15h 14m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 2/26

12:46 pm-9:35 am

1 stop17h 49m

Sao Paulo Guarulhos Intl

Sat 3/7

9:15 pm-3:53 pm

1 stop21h 38m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 3/7

11:01 am-5:40 am

1 stop15h 39m

Sao Paulo Guarulhos Intl

Sat 3/14

10:40 am-10:29 pm

1 stop13h 49m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 2/12

12:46 pm-5:40 am

1 stop13h 54m

Sao Paulo Guarulhos Intl

Mon 2/23

11:45 pm-11:59 am

1 stop15h 14m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 2/13

10:53 am-5:40 am

1 stop15h 47m

Sao Paulo Guarulhos Intl

Fri 2/20

11:45 pm-10:16 am

1 stop13h 31m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 2/3

10:48 am-5:40 am

1 stop15h 52m

Sao Paulo Guarulhos Intl

Wed 2/11

7:35 am-10:22 pm

2 stops17h 47m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 1/25

10:48 am-9:35 am

1 stop19h 47m

Sao Paulo Guarulhos Intl

Sun 2/1

9:15 pm-11:59 am

1 stop17h 44m

$812

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 17 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 December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Sao Paulo Guarulhos Intl Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 and LATAM Airlines fly from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport in about 13h 54m. The time it takes to get you to your destination can typically vary by up to 2h 35m. There are 5218 mi between Chicago Midway Airport and Sao Paulo Guarulhos Intl Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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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