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Cheap flights from Chicago to Sao Paulo from $261

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 to Sao Paulo departing on 1/14. 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 to Sao Paulo

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago 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 to Sao Paulo.

Cheap last minute flights

Planning a quick getaway from Chicago 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 to Sao Paulo

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

All round-trip flight deals to Sao Paulo

The cheapest plane tickets to Sao Paulo found on KAYAK recently.
7:00 am - 6:00 amORD-GRU
21h 00m2 stops
5:10 pm - 8:51 amGRU-ORD
17h 41m2 stops
Tue, May 13 - Mon, May 19
7:00 am - 6:00 amORD-GRU
21h 00m2 stops
5:10 pm - 8:51 amGRU-ORD
17h 41m2 stops
Tue, May 6 - Wed, May 14
6:55 am - 3:50 amORD-GRU
17h 55m1 stop
3:15 am - 11:27 pmGRU-ORD
23h 12m1 stop
$649Copa Airlines
Find Deal
Thu, Feb 20 - Mon, Mar 3
1:35 pm - 3:25 pmORD-GRU
22h 50m1 stop
1:50 am - 12:15 pmGRU-ORD
13h 25m1 stop
$707Avianca
Find Deal
Sun, Feb 9 - Thu, Feb 13
1:35 pm - 3:25 pmORD-GRU
22h 50m1 stop
4:35 pm - 1:15 pmGRU-ORD
22h 40m1 stop
$734Avianca
Find Deal
Wed, Mar 5 - Wed, Mar 19
6:54 am - 12:10 amORD-GRU
14h 16m1 stop
5:30 am - 12:16 pmGRU-ORD
33h 46m1 stop
$746Copa Airlines
Find Deal
Tue, Dec 3 - Tue, Dec 10
8:45 am - 9:20 amORD-VCP
21h 35m2 stops
10:15 am - 9:44 pmVCP-ORD
14h 29m1 stop
$911Azul
Find Deal
Tue, Feb 11 - Thu, Feb 20
3:35 pm - 10:30 amORD-GRU
15h 55m1 stop
9:45 pm - 10:54 amGRU-ORD
16h 09m1 stop
$913Air Canada
Find Deal
Mon, Feb 3 - Wed, Feb 26
11:35 am - 8:35 amORD-GRU
19h 00m1 stop
8:45 pm - 2:45 pmGRU-ORD
20h 00m2 stops
$914Air Canada
Find Deal
Tue, Apr 1 - Tue, Apr 22
2:30 pm - 9:20 amORD-VCP
15h 50m2 stops
11:55 pm - 4:46 pmVCP-ORD
19h 51m1 stop
$1,025Azul
Find Deal
Sat, Feb 22 - Tue, Mar 4
6:10 am - 7:55 pmORD-GRU
34h 45m1 stop
Tue, Jan 14
7:25 am - 3:25 pmMDW-GRU
29h 00m2 stops
Sun, Dec 8
7:56 am - 3:43 amORD-GRU
17h 47m1 stop
$428Copa Airlines
Find Deal
Tue, Apr 1
6:54 am - 12:10 amORD-GRU
14h 16m1 stop
$486Copa Airlines
Find Deal
Tue, Dec 10
3:35 pm - 8:35 amORD-GRU
15h 00m1 stop
$538Air Canada
Find Deal
Tue, Apr 22
3:35 pm - 10:50 amORD-GRU
40h 15m2 stops
$548Air Canada
Find Deal
Tue, Feb 4
10:55 am - 11:20 amORD-VCP
21h 25m2 stops
$558Azul
Find Deal
Tue, Nov 26
10:55 am - 9:40 amORD-CGH
19h 45m2 stops
$656Azul
Find Deal
Tue, Nov 26
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
$933United Airlines
Find Deal
Tue, Apr 1
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
$1,033United Airlines
Find Deal
Wed, Dec 11
1:35 pm - 5:50 amORD-GRU
13h 15m1 stop
1:50 am - 12:15 pmGRU-ORD
13h 25m1 stop
$863Avianca
Find Deal
Fri, Nov 15 - Sat, Dec 7
1:35 pm - 3:25 pmORD-GRU
22h 50m1 stop
4:35 pm - 12:15 pmGRU-ORD
22h 40m1 stop
$871Avianca
Find Deal
Tue, Nov 19 - Sun, Nov 24
1:35 pm - 5:50 amORD-GRU
13h 15m1 stop
7:35 am - 12:15 pmGRU-ORD
31h 40m1 stop
$883Avianca
Find Deal
Fri, Nov 15 - Sun, Dec 8
1:35 pm - 12:45 amORD-GRU
32h 10m1 stop
7:35 am - 12:15 pmGRU-ORD
31h 40m1 stop
$905Avianca
Find Deal
Fri, Nov 15 - Fri, Dec 6
1:54 pm - 6:45 amORD-GRU
13h 51m1 stop
1:25 am - 12:16 pmGRU-ORD
13h 51m1 stop
$915Copa Airlines
Find Deal
Fri, Nov 15 - Thu, Dec 5
11:35 am - 10:50 amORD-GRU
20h 15m2 stops
9:45 pm - 2:45 pmGRU-ORD
20h 00m1 stop
$1,473Air Canada
Find Deal
Tue, Nov 19 - Sun, Nov 24
6:00 am - 5:35 amORD-GRU
20h 35m2 stops
8:00 am - 11:58 pmGRU-ORD
18h 58m2 stops
$1,489LATAM Airlines
Find Deal
Fri, Nov 15 - Fri, Dec 6
6:00 am - 5:35 amMDW-GRU
20h 35m2 stops
8:00 am - 9:50 amGRU-MDW
28h 50m2 stops
$1,567LATAM Airlines
Find Deal
Fri, Nov 15 - Fri, Dec 6
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,378United Airlines
Find Deal
Fri, Nov 15 - Sun, Dec 8
3:45 pm - 10:15 amORD-GRU
15h 30m1 stop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,382United Airlines
Find Deal
Fri, Nov 15 - Sun, Dec 8
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$993United Airlines
Find Deal
Fri, Jan 24 - Sat, Feb 8
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$999Lufthansa
Find Deal
Sun, Dec 8 - Tue, Dec 24
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
10:15 pm - 6:55 amGRU-ORD
10h 40mnonstop
$1,019United Airlines
Find Deal
Thu, Dec 26 - Wed, Mar 26
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
10:15 pm - 6:55 amGRU-ORD
10h 40mnonstop
$1,043United Airlines
Find Deal
Tue, Dec 24 - Tue, Mar 25
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,053United Airlines
Find Deal
Thu, Jan 9 - Mon, Mar 3
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,227United Airlines
Find Deal
Fri, Jan 10 - Fri, Jan 17
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,268United Airlines
Find Deal
Tue, Jan 14 - Thu, Jan 30
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,308United Airlines
Find Deal
Wed, Jan 1 - Sat, Jan 18
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,328United Airlines
Find Deal
Wed, Dec 11 - Wed, Jan 15
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,343United Airlines
Find Deal
Mon, Dec 16 - Fri, Feb 21

Copa Airlines flights from Chicago to Sao Paulo

Our best Copa Airlines deals on Chicago to Sao Paulo flight tickets
Copa Airlines
Feb 20
ORD6:55 amChicago O'Hare Intl
17h 55m
1 stop
GRU3:50 amSao Paulo Guarulhos Intl
Mar 3
GRU3:15 amSao Paulo Guarulhos Intl
23h 12m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Dec 3
ORD6:54 amChicago O'Hare Intl
14h 16m
1 stop
GRU12:10 amSao Paulo Guarulhos Intl
Dec 10
GRU5:30 amSao Paulo Guarulhos Intl
33h 46m
1 stop
ORD12:16 pmChicago O'Hare Intl
Copa Airlines
Dec 3
ORD6:54 amChicago O'Hare Intl
14h 16m
1 stop
GRU12:10 amSao Paulo Guarulhos Intl
Dec 10
GRU5:10 amSao Paulo Guarulhos Intl
34h 06m
1 stop
ORD12:16 pmChicago O'Hare Intl

Avianca flights from Chicago to Sao Paulo

Our best Avianca deals on Chicago to Sao Paulo flight tickets
Avianca
Feb 9
ORD1:35 pmChicago O'Hare Intl
22h 50m
1 stop
GRU3:25 pmSao Paulo Guarulhos Intl
Feb 13
GRU1:50 amSao Paulo Guarulhos Intl
13h 25m
1 stop
ORD12:15 pmChicago O'Hare Intl
Avianca
Mar 5
ORD1:35 pmChicago O'Hare Intl
22h 50m
1 stop
GRU3:25 pmSao Paulo Guarulhos Intl
Mar 19
GRU4:35 pmSao Paulo Guarulhos Intl
22h 40m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Feb 24
ORD1:35 pmChicago O'Hare Intl
22h 50m
1 stop
GRU3:25 pmSao Paulo Guarulhos Intl
Mar 6
GRU4:35 pmSao Paulo Guarulhos Intl
22h 40m
1 stop
ORD12:15 pmChicago O'Hare Intl

How to get the cheapest flight ticket from Chicago 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 typical price of a round-trip flight between Chicago and Sao Paulo?

What is the cheapest month to fly from Chicago to Sao Paulo?

September. The cheapest time of year to fly to Sao Paulo from Chicago is September. Most expensive is July

What is the cheapest day to depart Chicago for Sao Paulo?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Saturday

When is the cheapest time to fly from Chicago to Sao Paulo?

At noon. Chicago to Sao Paulo flights are approximately 42% more expensive in the evening than at noon

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

Avianca. Avianca, Copa Airlines, and Air Canada are the most popular carriers operating from Chicago to Sao Paulo

What is the cheapest Chicago to Sao Paulo flight route?

Chicago O'Hare Intl - Sao Paulo Guarulhos Intl. Fly from Chicago O'Hare Intl to Sao Paulo Guarulhos Intl for the best Chicago - Sao Paulo flight prices

How far in advance should you book Chicago to Sao Paulo flights?

55 days before. The cheapest time to buy a flight from Chicago to Sao Paulo is approximately 55 days to departure

How many flights depart from Chicago to Sao Paulo on average per day?

The number of flights available between Chicago and Sao Paulo is 2 per day as of November 2024. The most frequent departure time is 6:00PM, with 100% of daily flights leaving in the evening.

How many flights depart from Chicago to Sao Paulo on average per week?

14 flights are operational weekly from Chicago to Sao Paulo as of November 2024. The most popular departure day for this route is Sunday, with 14% of flights per week taking off on this day.

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

You could potentially save up to 72% on your flight if you consider stops on a Chicago to Sao Paulo flight.

How have Chicago to Sao Paulo flight prices changed over time?

As of November 2024, prices for Chicago to Sao Paulo flights are approximately 7% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sao Paulo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sao Paulo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Sao Paulo (CHI to SAO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sao Paulo

Best Price Found

$261

Fastest flight time

10h 10m

Direct flights

Every day

Airports in Sao Paulo

2 airports
The best one-way flight to Sao Paulo from Chicago in the past 72 hours is $261. The best round-trip flight deal from Chicago to Sao Paulo found on momondo in the last 72 hours is $503.
The fastest flight from Chicago to Sao Paulo takes 10h 10m
Direct flights go from Chicago to Sao Paulo every day.
There are 2 airports near Sao Paulo: Sao Paulo Viracopos (VCP), Sao Paulo Guarulhos Intl (GRU)

  • How far is Chicago to Sao Paulo by plane?

    The straight-line distance from Chicago to Sao Paulo is 5220.4 mi. 12h 40m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Sao Paulo?

    Prices for flights from Chicago to Sao Paulo refresh daily.

  • How many operators does momondo search for flights from Chicago to Sao Paulo?

  • How old do you have to be to fly from Chicago 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 to Sao Paulo.

  • What documentation or ID do you need to fly to Sao Paulo?

    The travel and health documents you'll need for your trip to Sao Paulo may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Sao Paulo. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Sao Paulo?

  • What is the most popular airline from Chicago to Sao Paulo?


Best airlines flying from Chicago to Sao Paulo

Compare and see reviews for airlines that fly from Chicago to Sao Paulo with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $585Free CancellationRating
7.7
1,809 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AviancaPriceFrom $728Free CancellationRating
7.0
2,844 reviews
Search Avianca flights
AzulPriceFrom $884Free CancellationRating
8.1
845 reviews
Search Azul flights
LATAM AirlinesPriceFrom $916Free CancellationRating
7.5
1,948 reviews
Search LATAM Airlines flights
United AirlinesPriceFrom $923Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
Air CanadaPriceFrom $990Free CancellationRating
7.0
8,198 reviews
Search Air Canada flights
  • United Airlines Flights From Chicago to Sao Paulo

    United Airlines is one of the most popular airlines flying from Chicago to Sao Paulo, operating 7 flights/week on average for this route. A good United Airlines flight deal for Chicago to Sao Paulo starts from $923 round-trip, up to an average price of $1,579. Our users have rated United Airlines at 7.4/10.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sao Paulo?

Finding the right flight to Sao Paulo from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Sao Paulo quick and easy, saving you time and money.

Can I find flights from Chicago to Sao Paulo with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Sao Paulo from Chicago with this policy.

How can momondo help me find flights from Chicago to Sao Paulo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Sao Paulo.

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.


An easier way to manage your Sao Paulo trip

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Find better results for your trip to Brazil

Fly into one of these airports located in Sao Paulo

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