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Cheap flights from Chicago Midway Airport to Sao Paulo from $375

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Sao Paulo departing on 12/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Sao Paulo

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Sao Paulo that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Sao Paulo.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Sao Paulo? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Sao Paulo, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Sao Paulo

Find recent round-trip train or bus tickets from Chicago Midway Airport to Sao Paulo.

All round-trip flight deals to Sao Paulo

The cheapest plane tickets to Sao Paulo found on KAYAK recently.
5:07 pm - 4:25 pmMDW-GRU
20h 18m2 stops
4:35 pm - 10:12 amGRU-MDW
20h 37m2 stops
$983LATAM Airlines
Find Deal
Thu, Jan 30 - Sun, Feb 2
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
10:50 pm - 11:59 amGRU-MDW
15h 09m1 stop
$1,004LATAM Airlines
Find Deal
Sat, Mar 1 - Sun, Mar 9
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
10:50 pm - 10:12 amGRU-MDW
14h 22m1 stop
$1,007LATAM Airlines
Find Deal
Tue, Feb 18 - Wed, Feb 26
9:34 am - 5:40 amMDW-GRU
17h 06m2 stops
10:40 am - 10:20 pmGRU-MDW
14h 40m1 stop
$1,012Delta
Find Deal
Fri, Jan 24 - Fri, Jan 31
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
8:00 am - 10:12 amGRU-MDW
29h 12m2 stops
$1,016LATAM Airlines
Find Deal
Sat, Feb 22 - Tue, Mar 4
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
4:35 pm - 10:12 amGRU-MDW
20h 37m2 stops
$1,023LATAM Airlines
Find Deal
Fri, Feb 21 - Sat, Feb 22
6:00 am - 5:40 amMDW-GRU
21h 40m1 stop
10:50 pm - 9:49 pmGRU-MDW
24h 59m1 stop
$1,064LATAM Airlines
Find Deal
Thu, Mar 20 - Sun, Mar 30
1:05 pm - 5:40 amMDW-GRU
14h 35m2 stops
10:45 pm - 12:33 pmGRU-MDW
15h 48m2 stops
$1,072Delta
Find Deal
Thu, Mar 20 - Sun, Mar 30
2:08 pm - 9:35 amMDW-GRU
16h 27m2 stops
10:50 pm - 1:08 pmGRU-MDW
17h 18m2 stops
$1,132Delta
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Fri, Jan 10 - Sun, Jan 26
6:15 am - 6:20 amMDW-GRU
21h 05m2 stops
12:30 am - 12:17 amGRU-MDW
50h 47m2 stops
$1,232
Find Deal
Mon, Jan 27 - Wed, Jan 29
10:58 am - 8:50 pmMDW-GRU
30h 52m2 stops
Sun, Dec 8
4:27 pm - 7:15 amMDW-GRU
59h 48m3 stops
Sun, Dec 8
10:30 am - 6:45 amMDW-GRU
17h 15m2 stops
Wed, Nov 27
12:55 pm - 3:25 pmMDW-GRU
23h 30m2 stops
Sat, Dec 7
12:10 pm - 7:15 amMDW-GRU
40h 05m3 stops
Wed, Dec 18
10:41 am - 5:35 amMDW-GRU
15h 54m2 stops
$743LATAM Airlines
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Tue, Nov 26
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
$744LATAM Airlines
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Wed, Dec 11
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
$785LATAM Airlines
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Tue, Dec 17
10:38 am - 5:40 amMDW-GRU
16h 02m1 stop
$1,317Delta
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Wed, Dec 11
6:00 am - 5:40 amMDW-GRU
20h 40m1 stop
$1,357Delta
Find Deal
Fri, Jan 3
8:50 am - 6:45 amMDW-GRU
18h 55m2 stops
12:50 pm - 9:35 amGRU-MDW
23h 45m1 stop
$1,453
Find Deal
Mon, Nov 25 - Tue, Nov 26
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
3:55 am - 10:06 pmGRU-MDW
21h 11m2 stops
$1,846LATAM Airlines
Find Deal
Mon, Nov 25 - Fri, Dec 6
9:05 am - 6:45 amMDW-GRU
18h 40m2 stops
12:50 pm - 8:05 amGRU-MDW
22h 15m1 stop
$1,909
Find Deal
Fri, Nov 22 - Fri, Nov 29
12:43 pm - 5:35 amMDW-GRU
37h 52m2 stops
10:45 am - 9:50 amGRU-MDW
26h 05m2 stops
$1,928LATAM Airlines
Find Deal
Mon, Nov 25 - Sat, Dec 7
3:19 pm - 5:35 amMDW-GRU
35h 16m2 stops
10:50 pm - 9:50 amGRU-MDW
14h 00m1 stop
$2,180LATAM Airlines
Find Deal
Mon, Nov 25 - Sat, Dec 7
2:38 pm - 9:35 amMDW-GRU
15h 57m1 stop
5:45 pm - 9:32 amGRU-MDW
18h 47m2 stops
$2,360LATAM Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 25
2:38 pm - 8:55 amMDW-GRU
15h 17m2 stops
5:45 pm - 9:32 amGRU-MDW
18h 47m2 stops
$2,378LATAM Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 25
10:41 am - 5:35 amMDW-GRU
15h 54m2 stops
2:20 pm - 5:54 pmGRU-MDW
30h 34m2 stops
$2,850LATAM Airlines
Find Deal
Mon, Nov 25 - Tue, Nov 26
12:43 pm - 5:40 amMDW-GRU
13h 57m1 stop
10:50 pm - 9:50 amGRU-MDW
14h 00m1 stop
$2,898LATAM Airlines
Find Deal
Mon, Nov 25 - Sat, Dec 7
4:55 pm - 9:35 amMDW-GRU
13h 40m1 stop
10:40 am - 9:46 pmGRU-MDW
14h 06m1 stop
$2,997LATAM Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 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
Dec 1
MDW12:43 pmChicago Midway
13h 57m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Apr 17
GRU4:10 pmSao Paulo Guarulhos Intl
19h 08m
2 stops
MDW9:18 amChicago Midway
LATAM Airlines
Jan 30
MDW5:07 pmChicago Midway
20h 18m
2 stops
GRU4:25 pmSao Paulo Guarulhos Intl
Feb 2
GRU4:35 pmSao Paulo Guarulhos Intl
20h 37m
2 stops
MDW10:12 amChicago Midway
LATAM Airlines
Mar 1
MDW6:00 amChicago Midway
20h 35m
2 stops
GRU5:35 amSao Paulo Guarulhos Intl
Mar 9
GRU10:50 pmSao Paulo Guarulhos Intl
15h 09m
1 stop
MDW11:59 amChicago Midway

Delta flights from Chicago Midway Airport to Sao Paulo

Our best Delta deals on Chicago Midway Airport to Sao Paulo flight tickets
Delta
Dec 1
MDW12:43 pmChicago Midway
13h 57m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Apr 17
GRU10:05 amSao Paulo Guarulhos Intl
13h 41m
1 stop
MDW9:46 pmChicago Midway
Delta
Jan 24
MDW9:34 amChicago Midway
17h 06m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
Jan 31
GRU10:40 amSao Paulo Guarulhos Intl
14h 40m
1 stop
MDW10:20 pmChicago Midway
Delta
Mar 20
MDW1:05 pmChicago Midway
14h 35m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
Mar 30
GRU10:45 pmSao Paulo Guarulhos Intl
15h 48m
2 stops
MDW12:33 pmChicago Midway

See travel insights to Sao Paulo from

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 month to fly to Sao Paulo?

The cheapest month to fly to Sao Paulo from Chicago Midway Airport is in February. Flight prices, which tend to average around $989, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in February, then you should wait until September to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $1,033.

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 $1,051. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday 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 $1,278.

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 $965. 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 evening, with an average ticket price of $1,588. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Sao Paulo?

The ideal time to book your flight to Sao Paulo is 55 days in advance when prices tend to average $1,163. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $394.

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

You could potentially save up to 38% 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

Best Price Found

$375

Fastest flight time

13h 28m

Direct flights

None

Airports in Sao Paulo

2 airports
The best one-way flight to Sao Paulo from Chicago Midway Airport in the past 72 hours is $375. The best round-trip flight deal from Chicago Midway Airport to Sao Paulo found on momondo in the last 72 hours is $983.
The fastest flight from Chicago Midway Airport to Sao Paulo takes 13h 28m
There are no direct flights from Chicago Midway Airport to Sao Paulo. Popular non-direct routes for this connection are Chicago Midway Airport - Sao Paulo Guarulhos Intl Airport and Chicago Midway Airport - Sao Paulo Viracopos Airport.
There are 2 airports near Sao Paulo: Sao Paulo Viracopos (VCP), Sao Paulo Guarulhos Intl (GRU)

  • 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 28m.

  • 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.


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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Fly into one of these airports located in Sao Paulo

Airports listed have a maximum distance of 48.9 mi from Sao Paulo