How do I get Price Alerts for flights from Sao Paulo to Chicago Midway Airport?

Search flight deals from Sao Paulo to Chicago Midway Airport . While viewing offers you’ll have the option to create a Price Alert.

How can I save money on flights from Sao Paulo to Chicago Midway Airport with momondo?

Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

How does momondo find its flight prices?

We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

When did momondo last update prices for flights from Sao Paulo to Chicago Midway Airport?

Prices for flights from Sao Paulo to Chicago Midway Airport are refreshed on a daily basis.

How old do you have to be to fly from Sao Paulo to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sao Paulo to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$275 Cheap Flights from Sao Paulo to Chicago Midway Airport in 2026

1 adult

0 bags

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Find the cheapest flights from Sao Paulo to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:50 pm - 12:07 pm

GRU

MDW

15h 17m

1 stop

12:52 pm - 5:40 am

MDW

GRU

14h 48m

1 stop

$819Delta

Tue, Apr 21 - Wed, Apr 29

10:50 pm - 4:26 pm

GRU

MDW

19h 36m

1 stop

10:55 am - 5:40 am

MDW

GRU

16h 45m

1 stop

$820Delta

Thu, Apr 23 - Tue, May 12

10:50 pm - 4:27 pm

GRU

MDW

19h 37m

1 stop

10:35 am - 5:40 am

MDW

GRU

17h 05m

1 stop

$821Delta

Tue, Aug 18 - Tue, Sep 1

10:40 am - 10:31 pm

GRU

MDW

13h 51m

1 stop

1:10 pm - 7:15 am

MDW

GRU

16h 05m

2 stops

$824Delta

Mon, Mar 16 - Tue, Apr 7

10:40 am - 10:31 pm

GRU

MDW

13h 51m

1 stop

12:47 pm - 5:40 am

MDW

GRU

14h 53m

1 stop

$828LATAM Airlines

Fri, Mar 20 - Wed, Apr 8

11:45 pm - 9:51 am

GRU

MDW

36h 06m

2 stops

1:05 pm - 5:40 am

MDW

GRU

14h 35m

1 stop

$829LATAM Airlines

Thu, Jul 16 - Mon, Sep 14

10:50 pm - 9:09 pm

GRU

MDW

24h 19m

1 stop

1:05 pm - 5:20 am

MDW

GRU

14h 15m

2 stops

$832LATAM Airlines

Mon, May 25 - Mon, Jun 15

11:45 pm - 12:02 pm

GRU

MDW

14h 17m

1 stop

10:45 am - 8:45 am

MDW

GRU

20h 00m

2 stops

$833LATAM Airlines

Mon, Mar 16 - Mon, Apr 6

11:00 pm - 11:54 am

GRU

MDW

14h 54m

2 stops

10:35 am - 7:50 am

MDW

GRU

19h 15m

2 stops

$834LATAM Airlines

Sun, Aug 23 - Fri, Sep 4

10:15 am - 12:02 pm

GRU

MDW

27h 47m

2 stops

6:00 am - 7:15 am

MDW

GRU

23h 15m

2 stops

$837LATAM Airlines

Sat, Apr 11 - Sat, Apr 18

LATAM Airlines flights from Sao Paulo to Chicago Midway Airport

Our best LATAM Airlines deals on Sao Paulo to Chicago Midway Airport flight tickets

LATAM Airlines

Mar 20

GRU10:40 amSao Paulo Guarulhos Intl

13h 51m

1 stop

MDW10:31 pmChicago Midway

Apr 8

MDW12:47 pmChicago Midway

14h 53m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

$828

LATAM Airlines

Jul 16

GRU11:45 pmSao Paulo Guarulhos Intl

36h 06m

2 stops

MDW9:51 amChicago Midway

Sep 14

MDW1:05 pmChicago Midway

14h 35m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

$829

LATAM Airlines

May 25

GRU10:50 pmSao Paulo Guarulhos Intl

24h 19m

1 stop

MDW9:09 pmChicago Midway

Jun 15

MDW1:05 pmChicago Midway

14h 15m

2 stops

GRU5:20 amSao Paulo Guarulhos Intl

$832

Delta flights from Sao Paulo to Chicago Midway Airport

Our best Delta deals on Sao Paulo to Chicago Midway Airport flight tickets

Delta

Apr 21

GRU10:50 pmSao Paulo Guarulhos Intl

15h 17m

1 stop

MDW12:07 pmChicago Midway

Apr 29

MDW12:52 pmChicago Midway

14h 48m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

$819

Delta

Apr 23

GRU10:50 pmSao Paulo Guarulhos Intl

19h 36m

1 stop

MDW4:26 pmChicago Midway

May 12

MDW10:55 amChicago Midway

16h 45m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

$820

Delta

Aug 18

GRU10:50 pmSao Paulo Guarulhos Intl

19h 37m

1 stop

MDW4:27 pmChicago Midway

Sep 1

MDW10:35 amChicago Midway

17h 05m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

$821

momondo Fare Finder

Use the filters below to find and compare flights from Sao Paulo to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 4/21

10:50 pm-12:07 pm

1 stop15h 17m

Chicago Midway

Wed 4/29

12:52 pm-5:40 am

1 stop14h 48m

$819

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 4/23

10:50 pm-4:26 pm

1 stop19h 36m

Chicago Midway

Tue 5/12

10:55 am-5:40 am

1 stop16h 45m

$820

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 8/18

10:50 pm-4:27 pm

1 stop19h 37m

Chicago Midway

Tue 9/1

10:35 am-5:40 am

1 stop17h 05m

$821

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 3/16

10:40 am-10:31 pm

1 stop13h 51m

Chicago Midway

Tue 4/7

1:10 pm-7:15 am

2 stops16h 05m

$824

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Fri 3/20

10:40 am-10:31 pm

1 stop13h 51m

Chicago Midway

Wed 4/8

12:47 pm-5:40 am

1 stop14h 53m

$828

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 7/16

11:45 pm-9:51 am

2 stops36h 06m

Chicago Midway

Mon 9/14

1:05 pm-5:40 am

1 stop14h 35m

$829

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 5/25

10:50 pm-9:09 pm

1 stop24h 19m

Chicago Midway

Mon 6/15

1:05 pm-5:20 am

2 stops14h 15m

$832

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 3/16

11:45 pm-12:02 pm

1 stop14h 17m

Chicago Midway

Mon 4/6

10:45 am-8:45 am

2 stops20h 00m

$833

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sun 8/23

11:00 pm-11:54 am

2 stops14h 54m

Chicago Midway

Fri 9/4

10:35 am-7:50 am

2 stops19h 15m

$834

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 4/11

10:15 am-12:02 pm

2 stops27h 47m

Chicago Midway

Sat 4/18

6:00 am-7:15 am

2 stops23h 15m

$837

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

When to book flights from Sao Paulo to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Sao Paulo to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Sao Paulo to Chicago Midway Airport (SAO to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sao Paulo to Chicago Midway Airport

Fastest flight time	13h 51m
Direct flights	None

The fastest flight from Sao Paulo to Chicago Midway Airport takes 13h 51m

There are no direct flights from Sao Paulo to Chicago Midway Airport. There are no popular flight routes from Sao Paulo to Chicago Midway Airport.

Search flight deals

How far is Sao Paulo to Chicago Midway by plane?
The distance between Sao Paulo and Chicago Midway is about 5219.4 mi. Flights usually cover this in 13h 51m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Sao Paulo to Chicago Midway Airport?
Prices for flights from Sao Paulo to Chicago Midway Airport are refreshed on a daily basis.
How old do you have to be to fly from Sao Paulo to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sao Paulo to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

How do I get Price Alerts for flights from Sao Paulo to Chicago Midway Airport?
Search flight deals from Sao Paulo to Chicago Midway Airport. While viewing offers you’ll have the option to create a Price Alert.
How can I save money on flights from Sao Paulo to Chicago Midway Airport with momondo?
Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.
How does momondo find its flight prices?
We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Sao Paulo to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Sao Paulo.

Can I find flights from Sao Paulo to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Sao Paulo with this policy.

How can momondo help me find flights from Sao Paulo to Chicago?

momondo helps you find the best flight between Sao Paulo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Sao Paulo to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sao Paulo and alert you when they change.