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Cheap flights from Chicago Midway Airport to Sao Paulo from $365

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Sao Paulo

Cheap round-trip flights

Enter your travel dates to find the best prices.
LATAM Airlines Logo
5:09 pm - 9:35 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
14h 26m1 stop Atlanta Hartsfield-Jackson
LATAM Airlines Logo
4:20 pm - 10:37 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
21h 17m2 stops Rio de Janeiro–Galeão Intl Atlanta Hartsfield-Jackson
$792LATAM Airlines
Thu, Oct 29 - Fri, Nov 6
LATAM Airlines Logo
6:00 am - 8:20 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
23h 20m2 stops Atlanta Hartsfield-Jackson Bogotá El Dorado
LATAM Airlines Logo
10:30 am - 10:28 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
26h 58m2 stops Rio de Janeiro–Galeão Intl Atlanta Hartsfield-Jackson
$794LATAM Airlines
Sun, Dec 6 - Mon, Dec 7
LATAM Airlines Logo
5:25 pm - 6:50 pmMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
22h 25m2 stops Atlanta Hartsfield-Jackson Rio de Janeiro–Galeão Intl
LATAM Airlines Logo
3:35 am - 10:10 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
21h 35m2 stops Lima J Chavez Intl Atlanta Hartsfield-Jackson
$803LATAM Airlines
Mon, Mar 1 - Wed, Mar 3
LATAM Airlines Logo
5:25 pm - 6:50 pmMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
22h 25m2 stops Atlanta Hartsfield-Jackson Rio de Janeiro–Galeão Intl
LATAM Airlines Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
$812LATAM Airlines
Mon, Mar 1 - Thu, Mar 4
LATAM Airlines Logo
1:05 pm - 9:35 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
17h 30m1 stop Atlanta Hartsfield-Jackson
LATAM Airlines Logo
7:45 am - 10:24 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
29h 39m2 stops Rio de Janeiro–Galeão Intl Atlanta Hartsfield-Jackson
$915LATAM Airlines
Wed, Nov 11 - Wed, Nov 18
LATAM Airlines Logo
11:39 am - 5:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
15h 01m1 stop Atlanta Hartsfield-Jackson
LATAM Airlines Logo
5:40 pm - 10:24 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
19h 44m2 stops Rio de Janeiro–Galeão Intl Atlanta Hartsfield-Jackson
$921LATAM Airlines
Fri, Nov 6 - Fri, Nov 13
LATAM Airlines Logo
5:13 pm - 2:25 pmMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
18h 12m2 stops Atlanta Hartsfield-Jackson Lima J Chavez Intl
LATAM Airlines Logo
5:40 pm - 10:24 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
19h 44m2 stops Rio de Janeiro–Galeão Intl Atlanta Hartsfield-Jackson
$969LATAM Airlines
Wed, Nov 11 - Wed, Nov 18
Multiple Airlines Logo
6:15 am - 8:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
24h 25m3 stops Atlanta Hartsfield-Jackson Miami Punta Cana
Multiple Airlines Logo
1:00 am - 11:47 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
25h 47m3 stops Punta Cana Miami Atlanta Hartsfield-Jackson
$995Multiple Airlines
Mon, Oct 26 - Wed, Nov 11
Multiple Airlines Logo
6:16 am - 4:15 pmMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
30h 59m3 stops Atlanta Hartsfield-Jackson Orlando Bogotá El Dorado
Multiple Airlines Logo
2:25 am - 11:47 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
24h 22m3 stops Bogotá El Dorado Orlando Atlanta Hartsfield-Jackson
$1,000Multiple Airlines
Thu, Nov 5 - Sun, Nov 15
Multiple Airlines Logo
6:15 am - 8:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
24h 25m3 stops Atlanta Hartsfield-Jackson Miami Punta Cana
Multiple Airlines Logo
1:00 am - 11:47 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
25h 47m3 stops Punta Cana Miami Atlanta Hartsfield-Jackson
$1,016Multiple Airlines
Mon, Oct 26 - Wed, Nov 11

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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
Oct 29
MDW5:09 pmChicago Midway
14h 26m
1 stop
GRU9:35 amSao Paulo Guarulhos Intl
Nov 6
GRU4:20 pmSao Paulo Guarulhos Intl
21h 17m
2 stops
MDW10:37 amChicago Midway
$792
LATAM Airlines
Dec 6
MDW6:00 amChicago Midway
23h 20m
2 stops
GRU8:20 amSao Paulo Guarulhos Intl
Dec 7
GRU10:30 amSao Paulo Guarulhos Intl
26h 58m
2 stops
MDW10:28 amChicago Midway
$794
LATAM Airlines
Nov 6
MDW11:39 amChicago Midway
15h 01m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Nov 13
GRU5:40 pmSao Paulo Guarulhos Intl
19h 44m
2 stops
MDW10:24 amChicago Midway
$921

Delta flights from Chicago Midway Airport to Sao Paulo

Our best Delta deals on Chicago Midway Airport to Sao Paulo flight tickets
Delta
Nov 16
MDW1:05 pmChicago Midway
13h 35m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Dec 1
GRU9:15 pmSao Paulo Guarulhos Intl
16h 13m
1 stop
MDW10:28 amChicago Midway
$1,155
Delta
Oct 19
MDW10:59 amChicago Midway
16h 41m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Oct 26
GRU7:15 pmSao Paulo Guarulhos Intl
16h 48m
2 stops
MDW10:03 amChicago Midway
$1,163
Delta
Nov 8
MDW10:59 amChicago Midway
19h 36m
1 stop
GRU9:35 amSao Paulo Guarulhos Intl
Nov 15
GRU9:15 pmSao Paulo Guarulhos Intl
16h 09m
1 stop
MDW10:24 amChicago Midway
$1,164

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Thu 10/29

5:09 pm-9:35 am

1 stop14h 26m

Sao Paulo Guarulhos Intl

Fri 11/6

4:20 pm-10:37 am

2 stops21h 17m

$792

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Sun 12/6

6:00 am-8:20 am

2 stops23h 20m

Sao Paulo Guarulhos Intl

Mon 12/7

10:30 am-10:28 am

2 stops26h 58m

$794

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Mon 3/1

5:25 pm-6:50 pm

2 stops22h 25m

Sao Paulo Guarulhos Intl

Wed 3/3

3:35 am-10:10 pm

2 stops21h 35m

$803

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Mon 3/1

5:25 pm-6:50 pm

2 stops22h 25m

Sao Paulo Guarulhos Intl

Thu 3/4

9:15 pm-9:52 am

1 stop15h 37m

$812

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Wed 11/11

1:05 pm-9:35 am

1 stop17h 30m

Sao Paulo Guarulhos Intl

Wed 11/18

7:45 am-10:24 am

2 stops29h 39m

$915
Quickest round-trip

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Fri 11/6

11:39 am-5:40 am

1 stop15h 01m

Sao Paulo Guarulhos Intl

Fri 11/13

5:40 pm-10:24 am

2 stops19h 44m

$921

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Wed 11/11

5:13 pm-2:25 pm

2 stops18h 12m

Sao Paulo Guarulhos Intl

Wed 11/18

5:40 pm-10:24 am

2 stops19h 44m

$969

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Mon 10/26

6:15 am-8:40 am

3 stops24h 25m

Sao Paulo Guarulhos Intl

Wed 11/11

1:00 am-11:47 pm

3 stops25h 47m

$995

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Thu 11/5

6:16 am-4:15 pm

3 stops30h 59m

Sao Paulo Guarulhos Intl

Sun 11/15

2:25 am-11:47 pm

3 stops24h 22m

$1,000

ChicagoSao Paulo

MDW Chicago Midway - GRU Sao Paulo Guarulhos Intl

MDWGRU

Chicago Midway

Mon 10/26

6:15 am-8:40 am

3 stops24h 25m

Sao Paulo Guarulhos Intl

Wed 11/11

1:00 am-11:47 pm

3 stops25h 47m

$1,016

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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 Wednesday when prices can be found for as low as $1,041. 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 $1,190.

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

In the afternoon 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 $1,042. Flying to Sao Paulo in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Sao Paulo are more costly in the evening, with an average ticket price of $1,126. Departure times in the evening 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

Best Price Found

$365

Fastest flight time

13h 10m

Direct flights

None
The best one-way flight to Sao Paulo from Chicago Midway Airport in the past 72 hours is $365. The best round-trip flight deal from Chicago Midway Airport to Sao Paulo found on momondo in the last 72 hours is $792.
The fastest flight from Chicago Midway Airport to Sao Paulo takes 13h 10m
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

Frequently asked questions about flying from Chicago Midway Airport to Sao Paulo

  • 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 10m.

  • 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.

Traveling to a place near Sao Paulo?

Book flights to Sao Paulo if you plan to visit one of these locations
Guarujá
Santos

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.

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Find better results for your trip to Brazil

Fly into one of these airports located in Sao Paulo

Sao Paulo Congonhas Airport
Sao Paulo Guarulhos Intl Airport
Sao Paulo Viracopos Airport