What is the cheapest airline that flies from Chicago Midway to Sao Paulo?

LATAM Airlines is the most popular carrier operating from Chicago Midway to Sao Paulo

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Sao Paulo.

What documentation or ID do you need to fly to Sao Paulo?

The necessary travel and health documents for your Sao Paulo trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$268 Cheap Flights from Chicago Midway Airport to Sao Paulo in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Sao Paulo

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:46 pm - 5:40 am

MDW

GRU

13h 54m1 stop

3:10 pm - 11:02 am

GRU

MDW

22h 52m2 stops

$607LATAM Airlines

Sun, Mar 1 - Sat, Mar 7

6:15 am - 8:00 pm

MDW

GRU

34h 45m1 stop

11:20 am - 11:32 pm

GRU

MDW

15h 12m1 stop

$711Multiple Airlines

Sun, Mar 1 - Sat, Mar 7

10:53 am - 7:25 am

MDW

GRU

17h 32m2 stops

3:10 pm - 8:55 am

GRU

MDW

20h 45m2 stops

$736LATAM Airlines

Sun, Mar 1 - Sat, Mar 7

12:47 pm - 5:40 am

MDW

GRU

14h 53m1 stop

10:50 pm - 11:56 am

GRU

MDW

15h 06m1 stop

$812LATAM Airlines

Mon, Apr 6 - Mon, Apr 13

9:34 am - 5:40 am

MDW

GRU

17h 06m2 stops

10:55 pm - 11:29 am

GRU

MDW

15h 34m2 stops

$817Delta

Fri, Feb 27 - Sat, Mar 7

6:40 pm - 5:40 am

MDW

GRU

32h 00m1 stop

11:45 pm - 11:59 am

GRU

MDW

15h 14m1 stop

$820Delta

Wed, Feb 18 - Wed, Feb 25

6:00 am - 9:05 pm

MDW

GRU

36h 05m2 stops

12:55 pm - 2:26 pm

GRU

MDW

28h 31m1 stop

$821Multiple Airlines

Sun, Feb 1 - Thu, Feb 12

10:48 am - 9:35 am

MDW

GRU

19h 47m1 stop

9:15 pm - 9:53 am

GRU

MDW

15h 38m1 stop

$825LATAM Airlines

Thu, Jan 22 - Wed, Feb 4

6:30 am - 5:40 am

MDW

GRU

21h 10m1 stop

11:45 pm - 12:02 pm

GRU

MDW

14h 17m1 stop

$826LATAM Airlines

Fri, Mar 13 - Sun, Mar 22

6:00 am - 5:40 am

MDW

GRU

20h 40m1 stop

11:45 pm - 11:59 am

GRU

MDW

15h 14m1 stop

$831LATAM Airlines

Thu, Feb 12 - Mon, Feb 23

Delta flights from Chicago Midway Airport to Sao Paulo

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

Delta

Feb 27

MDW9:34 amChicago Midway

17h 06m

2 stops

GRU5:40 amSao Paulo Guarulhos Intl

Mar 7

GRU9:15 pmSao Paulo Guarulhos Intl

21h 38m

1 stop

MDW3:53 pmChicago Midway

$817

Find similar

Delta

Jan 18

MDW5:59 pmChicago Midway

12h 36m

1 stop

GRU9:35 amSao Paulo Guarulhos Intl

Feb 2

GRU9:15 pmSao Paulo Guarulhos Intl

15h 38m

1 stop

MDW9:53 amChicago Midway

$1,117

Find similar

Delta

Jan 18

MDW5:59 pmChicago Midway

12h 36m

1 stop

GRU9:35 amSao Paulo Guarulhos Intl

Feb 2

GRU10:55 pmSao Paulo Guarulhos Intl

16h 04m

2 stops

MDW11:59 amChicago Midway

$1,122

Find similar

LATAM Airlines flights from Chicago Midway Airport to Sao Paulo

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

LATAM Airlines

Mar 1

MDW12:46 pmChicago Midway

13h 54m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Mar 7

GRU3:10 pmSao Paulo Guarulhos Intl

22h 52m

2 stops

MDW11:02 amChicago Midway

$607

Find similar

LATAM Airlines

Mar 1

MDW10:53 amChicago Midway

17h 32m

2 stops

GRU7:25 amSao Paulo Guarulhos Intl

Mar 7

GRU3:10 pmSao Paulo Guarulhos Intl

20h 45m

2 stops

MDW8:55 amChicago Midway

$736

Find similar

LATAM Airlines

Jan 21

MDW10:46 amChicago Midway

16h 29m

2 stops

GRU6:15 amSao Paulo Guarulhos Intl

Jan 31

GRU7:30 amSao Paulo Guarulhos Intl

17h 52m

2 stops

MDW10:22 pmChicago Midway

$812

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/1

12:46 pm-5:40 am

1 stop13h 54m

Sao Paulo Guarulhos Intl

Sat 3/7

3:10 pm-11:02 am

2 stops22h 52m

$607

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/1

6:15 am-8:00 pm

1 stop34h 45m

Sao Paulo Guarulhos Intl

Sat 3/7

11:20 am-11:32 pm

1 stop15h 12m

$711

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 3/1

10:53 am-7:25 am

2 stops17h 32m

Sao Paulo Guarulhos Intl

Sat 3/7

3:10 pm-8:55 am

2 stops20h 45m

$736

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 4/6

12:47 pm-5:40 am

1 stop14h 53m

Sao Paulo Guarulhos Intl

Mon 4/13

10:50 pm-11:56 am

1 stop15h 06m

$812

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 2/27

9:34 am-5:40 am

2 stops17h 06m

Sao Paulo Guarulhos Intl

Sat 3/7

10:55 pm-11:29 am

2 stops15h 34m

$817

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 2/18

6:40 pm-5:40 am

1 stop32h 00m

Sao Paulo Guarulhos Intl

Wed 2/25

11:45 pm-11:59 am

1 stop15h 14m

$820

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 2/1

6:00 am-9:05 pm

2 stops36h 05m

Sao Paulo Guarulhos Intl

Thu 2/12

12:55 pm-2:26 pm

1 stop28h 31m

$821

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 1/22

10:48 am-9:35 am

1 stop19h 47m

Sao Paulo Guarulhos Intl

Wed 2/4

9:15 pm-9:53 am

1 stop15h 38m

$825

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 3/13

6:30 am-5:40 am

1 stop21h 10m

Sao Paulo Guarulhos Intl

Sun 3/22

11:45 pm-12:02 pm

1 stop14h 17m

$826

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 2/12

6:00 am-5:40 am

1 stop20h 40m

Sao Paulo Guarulhos Intl

Mon 2/23

11:45 pm-11:59 am

1 stop15h 14m

$831

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Sao Paulo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Sao Paulo?

The cheapest day to depart on your flight to Sao Paulo is on a Thursday when prices can be found for as low as $947. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,097.

What is the cheapest time of day to depart on your flight to Sao Paulo?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Sao Paulo when you can find flight prices for as low as $916. Flying to Sao Paulo at noon is an ideal time because this is during off-peak travel hours. Flights to Sao Paulo are more costly in the afternoon, with an average ticket price of $1,038. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Chicago Midway Airport to Sao Paulo flights?

You could potentially save up to 59% on your flight if you consider stops on a Chicago Midway Airport to Sao Paulo flight.

When to book flights from Chicago Midway Airport to Sao Paulo

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

Estimated round-trip price

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

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

Fastest flight time	14h 30m
Direct flights	None

The fastest flight from Chicago Midway Airport to Sao Paulo takes 14h 30m

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

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How far is Chicago Midway to Sao Paulo by plane?
The distance between Chicago Midway and Sao Paulo is about 5219.4 mi. A reasonable flight in good conditions will take 14h 30m.
When did momondo last update prices for flights from Chicago Midway Airport to Sao Paulo?
Prices for flights from Chicago Midway Airport to Sao Paulo are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Sao Paulo?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Sao Paulo.
What documentation or ID do you need to fly to Sao Paulo?
The necessary travel and health documents for your Sao Paulo trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Santos

Guarujá

Why use momondo?

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

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 Sao Paulo from Chicago.

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

Flights from Chicago to Sao Paulo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Chicago to Sao Paulo flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Chicago to Sao Paulo flights. All you need is a valid email address and we will do the rest; it is that quick and easy.