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Cheap flights from Chicago to Sao Paulo from $225

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 10/15. 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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0 bags

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Find the cheapest flights from Chicago to Sao Paulo

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Sao Paulo.
 Logo
12:41 pm - 6:45 pmORD-VCP
28h 04m1 stop
 Logo
4:55 pm - 11:45 pmVCP-ORD
32h 50m2 stops
Sat, Jun 7 - Sat, Jun 14
 Logo
12:41 pm - 6:45 pmORD-VCP
28h 04m1 stop
 Logo
4:55 pm - 11:45 pmVCP-ORD
32h 50m2 stops
Sat, Jun 7 - Sat, Jun 14
Air Canada Logo
3:35 pm - 9:45 amORD-GRU
16h 10m1 stop
Air Canada Logo
9:00 pm - 2:55 pmGRU-ORD
19h 55m1 stop
$686Air Canada
Find Deal
Sun, May 25 - Wed, Jun 4
Air Canada Logo
3:35 pm - 9:45 amORD-GRU
16h 10m1 stop
Air Canada Logo
9:00 pm - 9:52 amGRU-ORD
14h 52m1 stop
$689Air Canada
Find Deal
Wed, May 14 - Wed, Jun 4
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$691Avianca
Find Deal
Fri, May 9 - Sun, May 18
Avianca Logo
2:35 pm - 3:20 pmORD-GRU
22h 45m1 stop
Avianca Logo
4:50 pm - 1:15 pmGRU-ORD
22h 25m1 stop
$693Avianca
Find Deal
Wed, May 7 - Wed, May 14
Copa Airlines Logo
7:54 am - 12:30 amORD-GRU
14h 36m1 stop
Copa Airlines Logo
1:30 am - 1:47 pmGRU-ORD
14h 17m1 stop
$696Copa Airlines
Find Deal
Wed, Jun 4 - Tue, Jun 17
Copa Airlines Logo
3:07 pm - 8:50 pmORD-GRU
27h 43m1 stop
Copa Airlines Logo
5:25 am - 12:34 amGRU-ORD
21h 09m1 stop
$706Copa Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
LATAM Airlines Logo
3:40 pm - 4:40 pmMDW-GRU
23h 00m2 stops
LATAM Airlines Logo
10:50 pm - 11:55 amGRU-MDW
15h 05m1 stop
$905LATAM Airlines
Find Deal
Mon, Jul 21 - Fri, Jul 25
LATAM Airlines Logo
3:40 pm - 2:55 pmMDW-GRU
21h 15m2 stops
LATAM Airlines Logo
10:05 am - 9:44 pmGRU-MDW
13h 39m1 stop
$965LATAM Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9

Copa Airlines flights from Chicago to Sao Paulo

Our best Copa Airlines deals on Chicago to Sao Paulo flight tickets
Copa Airlines
Jun 4
ORD7:54 amChicago O'Hare Intl
14h 36m
1 stop
GRU12:30 amSao Paulo Guarulhos Intl
Jun 17
GRU1:30 amSao Paulo Guarulhos Intl
14h 17m
1 stop
ORD1:47 pmChicago O'Hare Intl
Copa Airlines
Jun 7
ORD3:07 pmChicago O'Hare Intl
27h 43m
1 stop
GRU8:50 pmSao Paulo Guarulhos Intl
Jun 14
GRU5:25 amSao Paulo Guarulhos Intl
21h 09m
1 stop
ORD12:34 amChicago O'Hare Intl
Copa Airlines
Jun 7
ORD3:07 pmChicago O'Hare Intl
27h 43m
1 stop
GRU8:50 pmSao Paulo Guarulhos Intl
Jun 14
GRU5:25 amSao Paulo Guarulhos Intl
21h 09m
1 stop
ORD12:34 amChicago O'Hare Intl

GOL flights from Chicago to Sao Paulo

Our best GOL deals on Chicago to Sao Paulo flight tickets
GOL
Sep 8
ORD2:25 pmChicago O'Hare Intl
18h 15m
2 stops
VCP10:40 amSao Paulo Viracopos
Sep 15
VCP9:45 amSao Paulo Viracopos
53h 30m
2 stops
ORD1:15 pmChicago O'Hare Intl
GOL
Sep 8
ORD2:25 pmChicago O'Hare Intl
20h 10m
2 stops
CGH12:35 pmSao Paulo Congonhas
Sep 15
CGH6:15 pmSao Paulo Congonhas
45h 00m
2 stops
ORD1:15 pmChicago O'Hare Intl
GOL
Sep 3
ORD5:00 amChicago O'Hare Intl
33h 45m
2 stops
GRU4:45 pmSao Paulo Guarulhos Intl
Sep 8
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl

See travel insights to Sao Paulo from

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 to Sao Paulo?

The cheapest month to fly to Sao Paulo from Chicago is in March. Flight prices, which tend to average around $683, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in March, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $774.

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 $1,086. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,589.

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 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 evening, with an average ticket price of $1,489. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Sao Paulo flight route?

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

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

You are more likely to see cheaper flights to Sao Paulo from Chicago when booking 14 weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo for around $1,058 when searching 14 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sao Paulo from Chicago for as low as $705 on momondo.

What cabin class options are available on Chicago to Sao Paulo flights?

There are 3 cabin classes available to choose from on Chicago to Sao Paulo flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of April 2025, prices for Chicago to Sao Paulo flights are approximately 11% more expensive 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

$225

Fastest flight time

10h 10m

Direct flights

Every day

Airports in Sao Paulo

3 airports
The best one-way flight to Sao Paulo from Chicago in the past 72 hours is $225. The best round-trip flight deal from Chicago to Sao Paulo found on momondo in the last 72 hours is $611.
The fastest flight from Chicago to Sao Paulo takes 10h 10m
Direct flights go from Chicago to Sao Paulo every day.
There are 3 airports near Sao Paulo: Sao Paulo Viracopos (VCP), Sao Paulo Congonhas (CGH), 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 22m 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 $376Free CancellationRating
7.6
1,410 reviews
Search Copa Airlines flights
AzulPriceFrom $450Free CancellationRating
8.0
775 reviews
Search Azul flights
DeltaPriceFrom $487Free CancellationRating
8.0
7,920 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,765 reviews
Search LATAM Airlines flights
AviancaPriceFrom $605Free CancellationRating
6.7
2,319 reviews
Search Avianca flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $758Free CancellationRating
7.0
9,189 reviews
Search Air Canada flights
United AirlinesPriceFrom $773Free CancellationRating
7.4
8,685 reviews
Search United Airlines 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 $773 round-trip, up to an average price of $1,209. Our users have rated United Airlines at 7.4/10.


Traveling to a place near Sao Paulo?

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

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.


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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