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Midway

$303+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — MDW
mar 13 — mar 201
pt. 3/13
pt. 3/20
1 adult, Economy
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Cheap 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 Luty 11, 2026.

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.
ndz. 3/1511:45 pm
GRU
-
MDW
1 stop19h 37m
Delta
śr. 3/251:10 pm
MDW
-
GRU
2 stops14h 30m
Delta
Deal found 2/10$677
This Delta deal was found by Cheapflights users on 2/8. 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.
ndz. 3/111:45 pm
GRU
-
MDW
1 stop21h 00m
Delta
pon. 3/169:35 am
MDW
-
GRU
2 stops18h 05m
Delta
Deal found 2/8$681
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.
pon. 3/1611:45 pm
GRU
-
MDW
1 stop24h 46m
LATAM Airlines
sob. 3/2810:45 am
MDW
-
GRU
2 stops17h 30m
LATAM Airlines
Deal found 2/10$686
This LATAM Airlines deal was found by Cheapflights users on 2/8. 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.
czw. 3/1911:45 pm
GRU
-
MDW
1 stop19h 37m
LATAM Airlines
ndz. 3/296:00 am
MDW
-
GRU
1 stop21h 40m
LATAM Airlines
Deal found 2/8$690
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.
czw. 3/59:00 pm
GRU
-
MDW
2 stops18h 46m
Delta
wt. 3/3112:47 pm
MDW
-
GRU
2 stops18h 03m
Delta
Deal found 2/10$748
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.
wt. 3/311:45 pm
GRU
-
MDW
1 stop15h 14m
Delta
czw. 4/99:35 am
MDW
-
GRU
2 stops18h 05m
Delta
Deal found 2/10$749
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.
pt. 3/278:15 am
GRU
-
MDW
2 stops27h 41m
LATAM Airlines
pt. 4/310:45 am
MDW
-
GRU
2 stops16h 45m
LATAM Airlines
Deal found 2/10$757
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.
pt. 3/278:15 am
GRU
-
MDW
2 stops27h 41m
LATAM Airlines
ndz. 4/196:00 am
MDW
-
GRU
1 stop21h 40m
LATAM Airlines
Deal found 2/10$758
This LATAM Airlines deal was found by Cheapflights users on 2/8. 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.
czw. 3/2611:45 pm
GRU
-
MDW
1 stop14h 17m
LATAM Airlines
czw. 4/26:00 am
MDW
-
GRU
2 stops21h 30m
LATAM Airlines
Deal found 2/8$761
This LATAM Airlines 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 3/253:20 pm
GRU
-
MDW
2 stops20h 36m
LATAM Airlines
pon. 4/2010:43 am
MDW
-
GRU
2 stops16h 47m
LATAM Airlines
Deal found 2/9$767
This Kissandfly.com 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wt. 3/1010:40 am
GRU
-
MDW
1 stop13h 51m
LATAM Airlines
wt. 3/176:07 pm
MDW
-
GRU
1 stop13h 28m
LATAM Airlines
Deal found 2/9$778

Find 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 Luty 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$677
(Delta)

One-way from

$303
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$811
Provider with most accurate pricing for Sao Paulo (SAO)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sao Paulo (SAO)-Chicago (CHI) flights.
Search Deals
From Sao Paulo (SAO) to Chicago Midway
Search Deals
One-way flight from Sao Paulo (SAO) to Chicago Midway
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. 0% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 Luty 11, 2026.
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

wt. 3/17

11:45 pm-12:02 pm

1 stop14h 17m

Chicago Midway

wt. 3/24

10:45 am-5:40 am

1 stop16h 55m

$677

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

ndz. 3/1

11:45 pm-5:37 pm

2 stops20h 52m

Chicago Midway

ndz. 3/15

1:10 pm-9:35 am

2 stops18h 25m

$681

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

ndz. 3/1

11:45 pm-5:45 pm

1 stop21h 00m

Chicago Midway

pon. 3/16

6:07 pm-9:35 am

1 stop13h 28m

$681

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

pon. 3/16

9:00 pm-1:25 pm

2 stops18h 25m

Chicago Midway

wt. 3/31

12:47 pm-8:50 am

2 stops18h 03m

$748

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

wt. 3/3

11:45 pm-11:59 am

1 stop15h 14m

Chicago Midway

czw. 4/9

12:47 pm-5:40 am

1 stop14h 53m

$749

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

wt. 3/3

9:15 pm-9:54 am

1 stop15h 39m

Chicago Midway

sob. 4/11

1:10 pm-8:50 am

2 stops17h 40m

$752

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

pon. 6/8

11:00 pm-4:25 pm

2 stops19h 25m

Chicago Midway

wt. 6/16

10:35 am-5:00 am

2 stops16h 25m

$816

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

wt. 4/21

10:50 pm-12:07 pm

1 stop15h 17m

Chicago Midway

czw. 4/30

12:53 pm-5:40 am

1 stop14h 47m

$818

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

pon. 6/1

10:50 pm-4:17 pm

1 stop19h 27m

Chicago Midway

ndz. 6/21

1:00 pm-7:50 am

2 stops16h 50m

$818

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

czw. 5/28

8:30 pm-1:19 pm

2 stops18h 49m

Chicago Midway

wt. 7/28

1:05 pm-7:50 am

2 stops16h 45m

$818

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 20 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
No data available for this route at this time. Please check back soon.

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 $677, Delta can have you in Chicago Midway Airport from Sao Paulo in 14h 17m. 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
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Sao Paulo to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Guarulhos Intl to O'Hare Intl flights
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