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.

$301 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

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:49 am - 7:25 am

MDW

GRU

17h 36m2 stops

3:10 pm - 8:56 am

GRU

MDW

20h 46m2 stops

$606LATAM Airlines

dom., mar. 1 - sáb., mar. 7

10:45 am - 3:10 pm

MDW

GRU

26h 25m2 stops

11:45 pm - 12:02 pm

GRU

MDW

14h 17m1 stop

$686LATAM Airlines

lun., mar. 23 - jue., mar. 26

9:04 pm - 7:55 pm

MDW

VCP

19h 51m2 stops

10:10 am - 11:32 pm

VCP

MDW

16h 22m1 stop

$715Multiple Airlines

dom., mar. 1 - sáb., mar. 7

12:47 pm - 5:40 am

MDW

GRU

14h 53m1 stop

3:20 pm - 12:02 pm

GRU

MDW

22h 42m2 stops

$735LATAM Airlines

mar., mar. 31 - lun., abr. 6

8:19 pm - 8:00 pm

MDW

GRU

20h 41m1 stop

5:30 am - 7:52 pm

GRU

MDW

17h 22m2 stops

$737Multiple Airlines

dom., ene. 18 - vie., ene. 23

12:47 pm - 1:35 pm

MDW

GRU

22h 48m2 stops

4:15 pm - 9:56 am

GRU

MDW

19h 41m2 stops

$776LATAM Airlines

lun., mar. 23 - jue., mar. 26

7:30 am - 5:40 am

MDW

VCP

19h 10m1 stop

10:10 am - 11:32 pm

VCP

MDW

16h 22m1 stop

$787Multiple Airlines

dom., mar. 1 - sáb., mar. 7

6:15 am - 3:50 am

MDW

GRU

19h 35m2 stops

10:55 pm - 5:48 pm

GRU

MDW

20h 53m1 stop

$797Multiple Airlines

lun., mar. 16 - mar., mar. 24

7:16 pm - 8:00 pm

MDW

GRU

22h 44m1 stop

7:20 am - 10:05 am

GRU

MDW

28h 45m2 stops

$810Multiple Airlines

lun., mar. 30 - sáb., abr. 4

5:40 pm - 9:35 am

MDW

GRU

13h 55m1 stop

11:45 pm - 12:02 pm

GRU

MDW

14h 17m1 stop

$825LATAM Airlines

vie., mar. 13 - dom., mar. 22

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

MDW10:49 amChicago Midway

17h 36m

2 stops

GRU7:25 amSao Paulo Guarulhos Intl

Mar 7

GRU3:10 pmSao Paulo Guarulhos Intl

20h 46m

2 stops

MDW8:56 amChicago Midway

$606

Find similar

LATAM Airlines

Mar 23

MDW10:45 amChicago Midway

26h 25m

2 stops

GRU3:10 pmSao Paulo Guarulhos Intl

Mar 26

GRU11:45 pmSao Paulo Guarulhos Intl

14h 17m

1 stop

MDW12:02 pmChicago Midway

$686

Find similar

LATAM Airlines

Mar 31

MDW12:47 pmChicago Midway

14h 53m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Apr 6

GRU3:20 pmSao Paulo Guarulhos Intl

22h 42m

2 stops

MDW12:02 pmChicago Midway

$735

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

Feb 12

MDW12:45 pmChicago Midway

13h 55m

1 stop

GRU5:40 amSao Paulo Guarulhos Intl

Feb 24

GRU9:15 pmSao Paulo Guarulhos Intl

15h 39m

1 stop

MDW9:54 amChicago Midway

$912

Find similar

Delta

Feb 12

MDW9:34 amChicago Midway

17h 06m

2 stops

GRU5:40 amSao Paulo Guarulhos Intl

Feb 23

GRU9:15 pmSao Paulo Guarulhos Intl

15h 39m

1 stop

MDW9:54 amChicago Midway

$916

Find similar

Delta

Jan 21

MDW12:48 pmChicago Midway

17h 47m

1 stop

GRU9:35 amSao Paulo Guarulhos Intl

Jan 28

GRU11:45 pmSao Paulo Guarulhos Intl

20h 44m

1 stop

MDW5:29 pmChicago Midway

$940

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

dom. 3/1

10:49 am-7:25 am

2 stops17h 36m

Sao Paulo Guarulhos Intl

sáb. 3/7

3:10 pm-8:56 am

2 stops20h 46m

$606

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

lun. 3/23

10:45 am-3:10 pm

2 stops26h 25m

Sao Paulo Guarulhos Intl

jue. 3/26

11:45 pm-12:02 pm

1 stop14h 17m

$686

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

dom. 3/1

9:04 pm-7:55 pm

2 stops19h 51m

Sao Paulo Viracopos

sáb. 3/7

10:10 am-11:32 pm

1 stop16h 22m

$715

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

mar. 3/31

12:47 pm-5:40 am

1 stop14h 53m

Sao Paulo Guarulhos Intl

lun. 4/6

3:20 pm-12:02 pm

2 stops22h 42m

$735

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

dom. 1/18

8:19 pm-8:00 pm

1 stop20h 41m

Sao Paulo Guarulhos Intl

vie. 1/23

5:30 am-7:52 pm

2 stops17h 22m

$737

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

lun. 3/23

12:47 pm-1:35 pm

2 stops22h 48m

Sao Paulo Guarulhos Intl

jue. 3/26

4:15 pm-9:56 am

2 stops19h 41m

$776

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

dom. 3/1

7:30 am-5:40 am

1 stop19h 10m

Sao Paulo Viracopos

sáb. 3/7

10:10 am-11:32 pm

1 stop16h 22m

$787

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

lun. 3/16

6:15 am-3:50 am

2 stops19h 35m

Sao Paulo Guarulhos Intl

mar. 3/24

10:55 pm-5:48 pm

1 stop20h 53m

$797

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

lun. 3/30

7:16 pm-8:00 pm

1 stop22h 44m

Sao Paulo Guarulhos Intl

sáb. 4/4

7:20 am-10:05 am

2 stops28h 45m

$810

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

vie. 3/13

5:40 pm-9:35 am

1 stop13h 55m

Sao Paulo Guarulhos Intl

dom. 3/22

11:45 pm-12:02 pm

1 stop14h 17m

$825

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 $940. 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 $1,097.

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

In the evening 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 $1,029. Flying to Sao Paulo in the evening 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.

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	13h 55m
Direct flights	None

The fastest flight from Chicago Midway Airport to Sao Paulo takes 13h 55m

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 13h 55m.
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.