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Guarulhos Intl

$280+ 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
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheap 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 October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$577
(Kiwi.com)

One-way from

$280
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$796
Provider with most accurate pricing for Chicago Midway-Sao Paulo Guarulhos Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Sao Paulo Guarulhos Intl flights.
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From Chicago Midway to Sao Paulo Guarulhos Intl
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One-way flight from Chicago Midway to Sao Paulo Guarulhos Intl
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Tue 11/255:34 pmMDW - GRU
1 stop13h 01mMultiple Airlines
Wed 12/311:59 pmGRU - MDW
2 stops24h 54mMultiple Airlines
Deal found 10/25$577
This Delta deal was found by Cheapflights users on 10/25. 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.
Wed 11/265:34 pmMDW - GRU
1 stop13h 01mDelta
Tue 12/211:45 pmGRU - MDW
1 stop15h 10mDelta
Deal found 10/25$600
This Delta deal was found by Cheapflights users on 10/27. 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 11/912:47 pmMDW - GRU
1 stop13h 53mDelta
Tue 11/1811:45 pmGRU - MDW
2 stops15h 49mDelta
Deal found 10/27$605
This Orbitz deal was found by Cheapflights users on 10/26. 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.
Sun 11/2310:47 amMDW - GRU
1 stop19h 48mLATAM Airlines
Mon 12/111:45 pmGRU - MDW
1 stop15h 10mLATAM Airlines
Deal found 10/26$620
This SmartFares deal was found by Cheapflights users on 10/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:47 pmMDW - GRU
1 stop13h 53mLATAM Airlines
Thu 11/279:15 pmGRU - MDW
1 stop15h 37mLATAM Airlines
Deal found 10/25$622
This Expedia deal was found by Cheapflights users on 10/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2710:47 amMDW - GRU
1 stop19h 48mLATAM Airlines
Fri 12/54:00 amGRU - MDW
2 stops22h 47mLATAM Airlines
Deal found 10/26$625
This SmartFares deal was found by Cheapflights users on 10/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amMDW - GRU
1 stop24h 35mLATAM Airlines
Fri 11/219:15 pmGRU - MDW
1 stop21h 28mLATAM Airlines
Deal found 10/25$630
This SmartFares deal was found by Cheapflights users on 10/26. 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 11/46:00 amMDW - GRU
2 stops35h 20mLATAM Airlines
Fri 11/1411:45 pmGRU - MDW
1 stop18h 58mLATAM Airlines
Deal found 10/26$633
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:00 amMDW - GRU
1 stop20h 40mLATAM Airlines
Mon 11/174:00 amGRU - MDW
2 stops22h 40mLATAM Airlines
Deal found 10/25$638
This SmartFares deal was found by Cheapflights users on 10/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:09 pmMDW - GRU
2 stops48h 11mLATAM Airlines
Thu 11/139:15 pmGRU - MDW
1 stop22h 23mLATAM Airlines
Deal found 10/25$641
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Wed 11/266:00 amMDW - GRU
1 stop24h 35mLATAM Airlines
Mon 12/87:35 amGRU - MDW
2 stops19h 12mLATAM Airlines
Deal found 10/27$645

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 October 27, 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

Tue 11/25

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

Wed 12/3

9:15 pm-9:54 am

1 stop15h 39m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

10:35 am-5:40 am

1 stop16h 05m

Sao Paulo Guarulhos Intl

Fri 3/6

9:30 pm-9:56 am

1 stop15h 26m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/8

10:35 am-5:40 am

1 stop17h 05m

Sao Paulo Guarulhos Intl

Sun 3/15

11:45 pm-4:25 pm

1 stop18h 40m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/23

10:47 am-9:35 am

1 stop19h 48m

Sao Paulo Guarulhos Intl

Tue 12/2

11:45 pm-11:55 am

1 stop15h 10m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 11/27

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

Tue 12/2

11:45 pm-11:55 am

1 stop15h 10m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/9

10:47 am-9:35 am

1 stop19h 48m

Sao Paulo Guarulhos Intl

Tue 11/18

9:15 pm-11:52 am

1 stop17h 37m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 11/27

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

Wed 12/3

11:45 pm-12:34 pm

2 stops15h 49m

$605

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 11/27

9:34 am-5:40 am

2 stops17h 06m

Sao Paulo Guarulhos Intl

Sat 12/6

11:45 pm-12:34 pm

2 stops15h 49m

$605

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 11/25

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

Tue 12/2

9:15 pm-12:34 pm

2 stops18h 19m

$605

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 1/19

7:00 am-10:55 pm

2 stops36h 55m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 19 results
1
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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 October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 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 fly from Chicago Midway Airport to Sao Paulo Guarulhos Intl Airport in about 13h 01m. 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

Traveling to a place near Sao Paulo Guarulhos Intl Airport?

Book flights to Sao Paulo Guarulhos Intl Airport if you plan to visit one of these locations
Guarulhos

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