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Midway

$332+ Cheap flights from Sao Paulo, Brazil (SAO) to Midway (MDW)

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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — MDW
dic. 12 — dic. 191
vie. 12/12
vie. 12/19
1 adult, Economy
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Cheap flight deals from Sao Paulo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Sao Paulo (SAO) to Midway (MDW). 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 noviembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$805
(Kiwi.com)

One-way from

$332
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$1,908
Provider with most accurate pricing for Sao Paulo (SAO)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Sao Paulo (SAO)-Chicago (CHI) flights.
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From Sao Paulo (SAO) to Chicago Midway
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One-way flight from Sao Paulo (SAO) to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($223 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($92 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Sao Paulo to Midway

Cheapest flights from Sao Paulo to Midway
Explore the most affordable flight options available from Sao Paulo to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 12, 2025.

This eDestinos deal was found by Cheapflights users on 11/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/119:00 pmGRU - MDW
2 stops28h 39mMultiple Airlines
vie. 2/136:00 amMDW - GRU
1 stop20h 40mMultiple Airlines
Deal found 11/10$678
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
vie. 12/1211:59 pmGRU - MDW
2 stops25h 31mMultiple Airlines
mar. 12/3012:45 pmMDW - GRU
1 stop13h 55mMultiple Airlines
Deal found 11/12$805
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/810:20 amGRU - MDW
2 stops29h 41mMultiple Airlines
mié. 12/243:29 pmMDW - GRU
1 stop15h 06mMultiple Airlines
Deal found 11/11$839
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
sáb. 12/136:35 pmGRU - MDW
3 stops30h 55mMultiple Airlines
mar. 12/3012:45 pmMDW - GRU
1 stop13h 55mMultiple Airlines
Deal found 11/12$906
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
sáb. 12/1310:20 amGRU - MDW
1 stop15h 10mMultiple Airlines
lun. 12/296:15 amMDW - GRU
2 stops31h 15mMultiple Airlines
Deal found 11/12$916
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1211:45 pmGRU - MDW
1 stop18h 59mDelta
dom. 12/2812:45 pmMDW - GRU
1 stop17h 50mDelta
Deal found 11/12$923
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1110:20 amGRU - MDW
2 stops16h 27mDelta
vie. 2/139:34 amMDW - GRU
2 stops17h 06mDelta
Deal found 11/11$925
This Delta deal was found by Cheapflights users on 11/10. 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.
sáb. 12/69:15 pmGRU - MDW
2 stops18h 19mDelta
mar. 1/2012:48 pmMDW - GRU
1 stop13h 52mDelta
Deal found 11/10$929

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sao Paulo to Midway 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 noviembre 12, 2025.
Use the filters below to find and compare flights from Sao Paulo to Chicago Midway Airport that are best for you.

Fly from

Sao Paulo

Fly to

Midway

Route

Depart

Return

Price

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

jue. 12/11

11:45 pm-4:18 pm

1 stop19h 33m

Chicago Midway

vie. 2/13

6:00 am-5:40 am

1 stop20h 40m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

sáb. 12/13

11:45 pm-12:34 pm

2 stops15h 49m

Chicago Midway

mar. 12/30

9:29 am-5:40 am

2 stops17h 11m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

lun. 2/9

10:55 pm-12:01 pm

2 stops16h 06m

Chicago Midway

mar. 2/17

10:53 am-9:35 am

1 stop19h 42m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

jue. 4/23

10:50 pm-4:25 pm

1 stop19h 35m

Chicago Midway

mar. 5/12

10:35 am-5:40 am

1 stop17h 05m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mié. 4/22

10:50 pm-4:25 pm

1 stop19h 35m

Chicago Midway

jue. 4/30

10:35 am-5:40 am

1 stop17h 05m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

jue. 1/29

10:20 am-10:26 pm

2 stops15h 06m

Chicago Midway

mar. 2/17

9:34 am-5:40 am

2 stops17h 06m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

dom. 3/1

11:45 pm-12:01 pm

1 stop15h 16m

Chicago Midway

lun. 3/16

1:00 pm-5:55 am

2 stops14h 55m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

sáb. 12/6

11:45 pm-12:34 pm

2 stops15h 49m

Chicago Midway

mar. 1/20

10:53 am-5:40 am

1 stop15h 47m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

dom. 5/3

11:05 pm-11:56 am

2 stops14h 51m

Chicago Midway

mar. 5/12

6:00 am-5:40 am

1 stop21h 40m

$923

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mié. 2/11

9:15 pm-12:48 pm

2 stops18h 33m

Chicago Midway

jue. 2/19

1:28 pm-9:55 am

2 stops17h 27m

$923

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 32 results
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Best time to book a flight from Sao Paulo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sao Paulo 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.

Cheapflights Insights

Everything you need to know about your flight from Sao Paulo to Chicago Midway Airport

How much does it cost to fly round-trip from Sao Paulo to Chicago Midway Airport?

Related info for your journey

Find useful and relevant information for your journey from Sao Paulo to Midway. 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 Sao Paulo to Chicago Midway Airport?

    For as low as $923, Delta can have you in Chicago Midway Airport from Sao Paulo in 19h 33m. Airlines will cover a distance of 5218 mi.

  • Can I find deals for flights from Sao Paulo to Midway that include hotel bookings?

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

  • How can I find direct flights from Sao Paulo to Midway?

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

  • Can I find deals for business class flights from Sao Paulo to Midway?

    Yes. Cheapflights offers flight deals from Sao Paulo to Midway 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Sao Paulo to Midway

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