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Guarulhos Intl

$329+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GRU
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
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 February 13, 2026.

This Ovago deal was found by Cheapflights users on 2/10. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:07 pm
MDW
-
GRU
1 stop13h 28m
LATAM Airlines
Sun 3/1511:45 pm
GRU
-
MDW
1 stop19h 37m
LATAM Airlines
Deal found 2/10$648
This FlightHub deal was found by Cheapflights users on 2/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:51 pm
MDW
-
GRU
1 stop14h 49m
LATAM Airlines
Thu 5/2110:50 pm
GRU
-
MDW
1 stop15h 06m
LATAM Airlines
Deal found 2/10$701
This LATAM Airlines deal was found by Cheapflights users on 2/10. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2710:45 am
MDW
-
GRU
2 stops16h 35m
LATAM Airlines
Thu 4/23:40 am
GRU
-
MDW
2 stops32h 16m
LATAM Airlines
Deal found 2/10$703
This Delta deal was found by Cheapflights users on 2/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/89:35 am
MDW
-
GRU
2 stops18h 05m
Delta
Sun 3/1511:45 pm
GRU
-
MDW
2 stops20h 09m
Delta
Deal found 2/10$705
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 3/56:15 am
MDW
-
GRU
1 stop20h 05m
Multiple Airlines
Tue 3/172:40 am
GRU
-
MDW
2 stops17h 33m
Multiple Airlines
Deal found 2/12$723
This Orbitz deal was found by Cheapflights users on 2/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1910:45 am
MDW
-
GRU
2 stops18h 40m
LATAM Airlines
Thu 3/2610:40 am
GRU
-
MDW
1 stop13h 51m
LATAM Airlines
Deal found 2/11$726
This SmartFares deal was found by Cheapflights users on 2/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:51 pm
MDW
-
GRU
1 stop14h 49m
LATAM Airlines
Tue 5/2610:50 pm
GRU
-
MDW
1 stop24h 19m
LATAM Airlines
Deal found 2/10$738
This SmartFares deal was found by Cheapflights users on 2/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:07 pm
MDW
-
GRU
1 stop13h 28m
LATAM Airlines
Sun 3/228:35 am
GRU
-
MDW
2 stops27h 21m
LATAM Airlines
Deal found 2/9$741
This KAYAK deal was found by Cheapflights users on 2/11. 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.
Fri 3/66:00 am
MDW
-
GRU
2 stops21h 55m
LATAM Airlines
Mon 3/94:40 pm
GRU
-
MDW
2 stops21h 22m
LATAM Airlines
Deal found 2/11$742
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/206:00 am
MDW
-
GRU
2 stops23h 30m
LATAM Airlines
Sat 3/288:15 am
GRU
-
MDW
2 stops27h 41m
LATAM Airlines
Deal found 2/10$747
This KAYAK deal was found by Cheapflights users on 2/10. 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.
Sun 5/105:14 pm
MDW
-
GRU
1 stop34h 26m
LATAM Airlines
Tue 5/1910:50 pm
GRU
-
MDW
1 stop15h 06m
LATAM Airlines
Deal found 2/10$760

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$648
(Ovago)

One-way from

$329
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$685
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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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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 February 13, 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

Sun 3/8

9:35 am-5:40 am

2 stops18h 05m

Sao Paulo Guarulhos Intl

Sun 3/15

11:45 pm-5:54 pm

2 stops20h 09m

$705

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/19

10:45 am-7:25 am

2 stops18h 40m

Sao Paulo Guarulhos Intl

Thu 3/26

10:40 am-10:31 pm

1 stop13h 51m

$726

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 5/12

12:51 pm-5:40 am

1 stop14h 49m

Sao Paulo Guarulhos Intl

Tue 5/26

10:50 pm-9:09 pm

1 stop24h 19m

$738

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/15

10:45 am-8:20 pm

2 stops31h 35m

Sao Paulo Guarulhos Intl

Sun 3/22

8:35 am-9:56 am

2 stops27h 21m

$753

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 3/20

6:07 pm-5:40 am

1 stop33h 33m

Sao Paulo Guarulhos Intl

Sat 3/28

10:40 am-9:56 am

1 stop25h 16m

$771

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 4/16

9:14 am-3:50 am

2 stops16h 36m

Sao Paulo Guarulhos Intl

Sun 4/19

10:50 pm-1:00 pm

1 stop16h 10m

$871

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/22

10:45 am-7:15 am

2 stops18h 30m

Sao Paulo Guarulhos Intl

Wed 3/25

3:20 pm-9:56 am

2 stops20h 36m

$873

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/12

6:07 pm-9:35 am

1 stop13h 28m

Sao Paulo Guarulhos Intl

Thu 3/19

10:40 am-10:31 pm

1 stop13h 51m

$895

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 4/23

4:15 pm-9:37 pm

3 stops27h 22m

Sao Paulo Guarulhos Intl

Sat 4/25

2:20 am-10:05 am

3 stops33h 45m

$941

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/5

6:00 am-5:40 am

1 stop20h 40m

Sao Paulo Guarulhos Intl

Wed 3/18

11:45 pm-5:22 pm

1 stop19h 37m

$963

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 21 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 February.
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 and LATAM Airlines fly from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport in about 18h 05m. The time it takes to get you to your destination can typically vary by up to 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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