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

LATAM Airlines and Delta are the most popular carriers 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.

$280 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.

10:53 am - 9:35 amMDW-GRU

19h 42m1 stop

1:35 pm - 10:15 amGRU-MDW

23h 40m2 stops

$607LATAM Airlines

Find Deal

Mon, Mar 2 - Fri, Mar 6

5:34 pm - 9:35 amMDW-GRU

13h 01m1 stop

7:35 am - 11:47 pmGRU-MDW

19h 12m2 stops

$620LATAM Airlines

Find Deal

Sun, Nov 16 - Mon, Dec 8

12:47 pm - 5:40 amMDW-GRU

13h 53m1 stop

10:20 am - 11:47 pmGRU-MDW

16h 27m2 stops

$625Delta

Find Deal

Wed, Nov 26 - Mon, Dec 8

10:47 am - 5:40 amMDW-GRU

15h 53m1 stop

9:15 pm - 4:39 pmGRU-MDW

22h 24m1 stop

$642LATAM Airlines

Find Deal

Sat, Nov 15 - Tue, Nov 25

12:47 pm - 5:40 amMDW-GRU

13h 53m1 stop

9:15 pm - 9:52 amGRU-MDW

15h 37m1 stop

$644LATAM Airlines

Find Deal

Sun, Nov 16 - Wed, Nov 26

6:00 am - 5:45 amMDW-GRU

20h 45m2 stops

11:45 pm - 12:01 pmGRU-MDW

15h 16m1 stop

$645LATAM Airlines

Find Deal

Thu, Dec 11 - Sun, Jan 25

4:30 pm - 5:40 amMDW-GRU

34h 10m1 stop

11:45 pm - 12:01 pmGRU-MDW

14h 16m1 stop

$650LATAM Airlines

Find Deal

Sat, Feb 28 - Thu, Mar 12

9:34 am - 5:40 amMDW-GRU

17h 06m2 stops

9:15 pm - 11:55 amGRU-MDW

17h 40m1 stop

$725Delta

Find Deal

Sun, Nov 23 - Tue, Dec 2

11:00 am - 9:35 amMDW-GRU

19h 35m1 stop

11:45 pm - 6:34 pmGRU-MDW

20h 49m2 stops

$825Delta

Find Deal

Sat, Feb 28 - Sat, Mar 14

4:15 pm - 10:45 pmMDW-GRU

28h 30m3 stops

11:55 am - 10:05 amGRU-MDW

24h 10m2 stops

$828Multiple Airlines

Find Deal

Thu, Mar 19 - Wed, Mar 25

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

MDW10:53 amChicago Midway

19h 42m

1 stop

GRU9:35 amSao Paulo Guarulhos Intl

Mar 6

GRU1:35 pmSao Paulo Guarulhos Intl

23h 40m

2 stops

MDW10:15 amChicago Midway

$607

Find similar

LATAM Airlines

Nov 16

MDW5:34 pmChicago Midway

13h 01m

1 stop

GRU9:35 amSao Paulo Guarulhos Intl

Dec 8

GRU7:35 amSao Paulo Guarulhos Intl

19h 12m

2 stops

MDW11:47 pmChicago Midway

$620

Find similar

LATAM Airlines

Nov 15

MDW10:47 amChicago Midway

15h 53m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Nov 25

GRU9:15 pmSao Paulo Guarulhos Intl

22h 24m

1 stop

MDW4:39 pmChicago Midway

$642

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

Nov 26

MDW12:47 pmChicago Midway

13h 53m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Dec 8

GRU10:20 amSao Paulo Guarulhos Intl

16h 27m

2 stops

MDW11:47 pmChicago Midway

$625

Find similar

Delta

Nov 23

MDW9:34 amChicago Midway

17h 06m

2 stops

GRU5:40 amSao Paulo Guarulhos Intl

Dec 2

GRU9:15 pmSao Paulo Guarulhos Intl

17h 40m

1 stop

MDW11:55 amChicago Midway

$725

Find similar

Delta

Feb 28

MDW9:34 amChicago Midway

17h 06m

2 stops

GRU5:40 amSao Paulo Guarulhos Intl

Mar 14

GRU11:45 pmSao Paulo Guarulhos Intl

20h 49m

2 stops

MDW6:34 pmChicago Midway

$825

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

10:53 am-9:35 am

1 stop19h 42m

Sao Paulo Guarulhos Intl

Fri 3/6

1:35 pm-10:15 am

2 stops23h 40m

$607

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/16

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

Mon 12/8

7:35 am-11:47 pm

2 stops19h 12m

$620

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 11/26

12:47 pm-5:40 am

1 stop13h 53m

Sao Paulo Guarulhos Intl

Mon 12/8

10:20 am-11:47 pm

2 stops16h 27m

$625

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 11/15

10:47 am-5:40 am

1 stop15h 53m

Sao Paulo Guarulhos Intl

Tue 11/25

9:15 pm-4:39 pm

1 stop22h 24m

$642

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/16

12:47 pm-5:40 am

1 stop13h 53m

Sao Paulo Guarulhos Intl

Wed 11/26

9:15 pm-9:52 am

1 stop15h 37m

$644

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 12/11

6:00 am-5:45 am

2 stops20h 45m

Sao Paulo Guarulhos Intl

Sun 1/25

11:45 pm-12:01 pm

1 stop15h 16m

$645

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 2/28

4:30 pm-5:40 am

1 stop34h 10m

Sao Paulo Guarulhos Intl

Thu 3/12

11:45 pm-12:01 pm

1 stop14h 16m

$650

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/23

9:34 am-5:40 am

2 stops17h 06m

Sao Paulo Guarulhos Intl

Tue 12/2

9:15 pm-11:55 am

1 stop17h 40m

$725

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sat 2/28

11:00 am-9:35 am

1 stop19h 35m

Sao Paulo Guarulhos Intl

Sat 3/14

11:45 pm-6:34 pm

2 stops20h 49m

$825

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 3/19

4:15 pm-10:45 pm

3 stops28h 30m

Sao Paulo Guarulhos Intl

Wed 3/25

11:55 am-10:05 am

2 stops24h 10m

$828

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 $948. 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 $1,045. 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.

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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 13h 01m.
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.