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.

$276 Cheap Flights from Chicago Midway Airport to Sao Paulo (MDW-SAO) in 2025

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Find the cheapest flights from Chicago Midway Airport to Sao Paulo (MDW-SAO)

Round-trip

One-way

Last minute

Cheap round-trip flights

10:35 am - 5:45 amMDW-GRU

16h 10m2 stops

1:35 pm - 12:01 pmGRU-MDW

25h 26m2 stops

$606LATAM Airlines

Find Deal

Mon, Mar 2 - Fri, Mar 6

12:17 pm - 5:20 amMDW-GRU

15h 03m1 stop

4:10 am - 8:32 amGRU-MDW

31h 22m2 stops

$636

Find Deal

Mon, Oct 27 - Sat, Nov 8

10:35 am - 5:40 amMDW-GRU

17h 05m1 stop

5:45 pm - 9:40 amGRU-MDW

17h 55m2 stops

$641LATAM Airlines

Find Deal

Wed, Sep 17 - Tue, Sep 23

9:45 am - 4:15 pmMDW-GRU

28h 30m2 stops

2:40 am - 12:30 amGRU-MDW

24h 50m2 stops

$649

Find Deal

Mon, Oct 27 - Sat, Nov 8

8:19 am - 3:50 amMDW-GRU

17h 31m2 stops

10:35 am - 9:33 amGRU-MDW

24h 58m1 stop

$679

Find Deal

Mon, Oct 6 - Sun, Oct 19

12:50 pm - 5:45 pmMDW-VCP

26h 55m2 stops

10:50 pm - 7:00 pmVCP-MDW

22h 10m2 stops

$697

Find Deal

Mon, Sep 15 - Thu, Sep 25

12:48 pm - 9:00 amMDW-GRU

18h 12m1 stop

10:50 pm - 11:53 amGRU-MDW

15h 03m1 stop

$820Delta

Find Deal

Thu, Oct 16 - Thu, Oct 23

12:48 pm - 9:00 amMDW-GRU

18h 12m1 stop

10:50 pm - 12:28 pmGRU-MDW

15h 38m2 stops

$824Delta

Find Deal

Thu, Oct 16 - Thu, Oct 23

10:35 am - 5:45 amMDW-GRU

16h 10m2 stops

3:20 pm - 9:56 amGRU-MDW

21h 36m2 stops

$833LATAM Airlines

Find Deal

Thu, Feb 19 - Sun, Feb 22

9:35 am - 5:40 amMDW-GRU

17h 05m2 stops

11:45 pm - 11:52 amGRU-MDW

15h 07m1 stop

$944Delta

Find Deal

Fri, Nov 7 - Sun, Nov 30

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 2

MDW10:35 amChicago Midway

16h 10m

2 stops

GRU5:45 amSao Paulo Guarulhos Intl

Mar 6

GRU1:35 pmSao Paulo Guarulhos Intl

25h 26m

2 stops

MDW12:01 pmChicago Midway

$606

Find similar

LATAM Airlines

Sep 17

MDW10:35 amChicago Midway

17h 05m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Sep 23

GRU5:45 pmSao Paulo Guarulhos Intl

17h 55m

2 stops

MDW9:40 amChicago Midway

$641

Find similar

LATAM Airlines

Sep 12

MDW10:35 amChicago Midway

17h 05m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Sep 16

GRU5:45 pmSao Paulo Guarulhos Intl

17h 55m

2 stops

MDW9:40 amChicago Midway

$721

Find similar

Delta flights from Chicago Midway Airport to Sao Paulo

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

Delta

Oct 16

MDW12:48 pmChicago Midway

18h 12m

1 stop

GRU9:00 amSao Paulo Guarulhos Intl

Oct 23

GRU10:50 pmSao Paulo Guarulhos Intl

15h 03m

1 stop

MDW11:53 amChicago Midway

$820

Find similar

Delta

Oct 16

MDW12:48 pmChicago Midway

18h 12m

1 stop

GRU9:00 amSao Paulo Guarulhos Intl

Oct 23

GRU10:50 pmSao Paulo Guarulhos Intl

15h 38m

2 stops

MDW12:28 pmChicago Midway

$824

Find similar

Delta

Nov 7

MDW9:35 amChicago Midway

17h 05m

2 stops

GRU5:40 amSao Paulo Guarulhos Intl

Nov 30

GRU11:45 pmSao Paulo Guarulhos Intl

15h 07m

1 stop

MDW11:52 amChicago Midway

$944

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

Mon 3/2

10:35 am-5:45 am

2 stops16h 10m

Sao Paulo Guarulhos Intl

Fri 3/6

1:35 pm-12:01 pm

2 stops25h 26m

$606

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 10/27

12:17 pm-5:20 am

1 stop15h 03m

Sao Paulo Guarulhos Intl

Sat 11/8

4:10 am-8:32 am

2 stops31h 22m

$636

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 9/17

10:35 am-5:40 am

1 stop17h 05m

Sao Paulo Guarulhos Intl

Tue 9/23

5:45 pm-9:40 am

2 stops17h 55m

$641

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 10/27

9:45 am-4:15 pm

2 stops28h 30m

Sao Paulo Guarulhos Intl

Sat 11/8

2:40 am-12:30 am

2 stops24h 50m

$649

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 10/6

8:19 am-3:50 am

2 stops17h 31m

Sao Paulo Guarulhos Intl

Sun 10/19

10:35 am-9:33 am

1 stop24h 58m

$679

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

Mon 9/15

12:50 pm-5:45 pm

2 stops26h 55m

Sao Paulo Viracopos

Thu 9/25

10:50 pm-7:00 pm

2 stops22h 10m

$697

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 10/16

12:48 pm-9:00 am

1 stop18h 12m

Sao Paulo Guarulhos Intl

Thu 10/23

10:50 pm-11:53 am

1 stop15h 03m

$820

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 10/16

12:48 pm-9:00 am

1 stop18h 12m

Sao Paulo Guarulhos Intl

Thu 10/23

10:50 pm-12:28 pm

2 stops15h 38m

$824

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 2/19

10:35 am-5:45 am

2 stops16h 10m

Sao Paulo Guarulhos Intl

Sun 2/22

3:20 pm-9:56 am

2 stops21h 36m

$833

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 11/7

9:35 am-5:40 am

2 stops17h 05m

Sao Paulo Guarulhos Intl

Sun 11/30

11:45 pm-11:52 am

1 stop15h 07m

$944

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 $996. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $1,193.

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 $1,103. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

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

Direct flights	None

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.

Search flight deals

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 12h 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.