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Midway

$324+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — MDW
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
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 3, 2025.

Round-trip from

$754
(Delta)

One-way from

$324
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$843
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. 10% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 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 3, 2025.

This Delta deal was found by Cheapflights users on 7/1. 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.
mié. 10/810:05 amGRU - MDW
1 stop13h 39mDelta
vie. 10/1710:35 amMDW - GRU
1 stop20h 25mDelta
Deal found 7/1$754
This LATAM Airlines deal was found by Cheapflights users on 7/1. 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.
jue. 10/911:45 pmGRU - MDW
2 stops23h 59mLATAM Airlines
jue. 10/166:00 amMDW - GRU
2 stops21h 30mLATAM Airlines
Deal found 7/1$763
This Kiwi.com deal was found by Cheapflights users on 7/3. 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.
dom. 8/31:40 amGRU - MDW
2 stops17h 54mMultiple Airlines
lun. 8/254:24 pmMDW - GRU
1 stop13h 41mMultiple Airlines
Deal found 7/3$922

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 3, 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

mié. 10/8

8:30 pm-12:32 pm

2 stops18h 02m

Chicago Midway

mié. 10/15

1:00 pm-8:50 am

2 stops17h 50m

$754

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

jue. 10/9

11:45 pm-9:44 pm

2 stops23h 59m

Chicago Midway

jue. 10/16

6:00 am-5:30 am

2 stops21h 30m

$763

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

dom. 8/3

1:40 am-5:34 pm

2 stops17h 54m

Chicago Midway

lun. 8/25

4:24 pm-8:05 am

1 stop13h 41m

$922

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mié. 10/15

4:10 am-7:44 am

2 stops29h 34m

$324

Sao PauloChicago

CGH - MDW

CGHMDW

Sao Paulo Congonhas

mié. 10/15

9:25 am-7:44 am

2 stops24h 19m

$363

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mar. 9/16

3:40 am-9:40 am

2 stops32h 00m

$602

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 3, 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
7,970 reviews

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,970 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LATAM Airlines
7.5
Good
1,805 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $754 on this airline. An additional option worth looking into is LATAM Airlines, starting at $763.

  • 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 Sao Paulo?

Book flights to Sao Paulo if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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