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Midway

$404+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — MDW
ago. 2 — ago. 91
sáb. 8/2
sáb. 8/9
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 julio 28, 2025.

Round-trip from

$980
(Delta)

One-way from

$404
(Trip.com)

Popular in

November

Cheapest in

March

Average price

$1,359
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. 16% potential increase in price ($215 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 July 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 julio 28, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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.
mar. 10/711:05 pmGRU - MDW
2 stops15h 23mDelta
jue. 10/1612:48 pmMDW - GRU
1 stop14h 52mDelta
Deal found 7/28$980
This LATAM Airlines deal was found by Cheapflights users on 7/28. 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.
mar. 9/210:05 amGRU - MDW
1 stop13h 21mLATAM Airlines
vie. 9/1212:43 pmMDW - GRU
1 stop14h 57mLATAM Airlines
Deal found 7/28$989
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/87:20 amGRU - MDW
3 stops35h 04mMultiple Airlines
dom. 9/289:35 amMDW - GRU
3 stops27h 45mMultiple Airlines
Deal found 7/28$1,267

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 julio 28, 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

mar. 10/7

10:50 pm-4:09 pm

1 stop19h 19m

Chicago Midway

mié. 10/15

10:35 am-5:40 am

1 stop17h 05m

$980

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mar. 9/2

10:05 am-9:26 pm

1 stop13h 21m

Chicago Midway

vie. 9/12

12:43 pm-5:40 am

1 stop14h 57m

$989

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

lun. 9/8

7:20 am-4:24 pm

3 stops35h 04m

Chicago Midway

dom. 9/28

9:35 am-3:20 pm

3 stops27h 45m

$1,267

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

dom. 8/24

1:45 am-6:05 pm

2 stops18h 20m

$404

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mié. 9/24

8:10 am-11:48 am

2 stops29h 38m

$951

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mar. 9/23

10:50 pm-5:35 pm

1 stop20h 45m

$1,131

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated julio 28, 2025.
Get a feel of what it's like to fly with Delta and LATAM Airlines from Sao Paulo to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,975 reviews
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
LATAM Airlines
7.5
Good
1,821 reviews
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

  • What are the cheapest airlines flying from Sao Paulo to Chicago Midway Airport round-trip?

    Our cheapest airline available from Sao Paulo to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $980 on this airline. An additional option worth looking into is LATAM Airlines, starting at $989. Delta is priced at 9% lower than the current average price of a flight leaving 3 months from now.

  • 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.

  • What is the cheapest month to book a flight from Sao Paulo to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Sao Paulo to Chicago Midway Airport (average of $160). Flying from Sao Paulo to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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