Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Sao Paulo from $203

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 11/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Sao Paulo

Cheap round-trip flights

Copa Airlines Logo
7:59 am - 12:30 amORD-GRU
14h 31m1 stop
Copa Airlines Logo
3:10 am - 12:56 amGRU-ORD
23h 46m1 stop
$388Copa Airlines
Find Deal
Tue, Oct 21 - Thu, Oct 30
Copa Airlines Logo
8:02 am - 12:30 amORD-GRU
14h 28m1 stop
Copa Airlines Logo
3:10 am - 12:21 amGRU-ORD
23h 11m1 stop
$408Copa Airlines
Find Deal
Fri, Sep 26 - Wed, Oct 1
United Airlines Logo
6:50 pm - 7:15 amORD-GRU
10h 25mnonstop
United Airlines Logo
9:45 pm - 5:30 amGRU-ORD
10h 45mnonstop
$435United Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 23
United Airlines Logo
8:00 am - 9:30 amORD-GRU
23h 30m1 stop
United Airlines Logo
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$440United Airlines
Find Deal
Mon, Oct 6 - Thu, Oct 16
Multiple Airlines Logo
4:35 am - 10:20 pmORD-GRU
14h 45m1 stop
Multiple Airlines Logo
12:00 pm - 3:55 pmGRU-ORD
30h 55m2 stops
$494Multiple Airlines
Find Deal
Tue, Nov 25 - Thu, Feb 5
Multiple Airlines Logo
10:27 am - 3:10 amORD-GRU
13h 43m1 stop
Multiple Airlines Logo
12:00 pm - 3:55 pmGRU-ORD
30h 55m2 stops
$533Multiple Airlines
Find Deal
Sat, Nov 29 - Thu, Feb 5
LATAM Airlines Logo
5:25 pm - 9:35 amMDW-GRU
13h 10m1 stop
LATAM Airlines Logo
5:45 pm - 9:56 amGRU-MDW
19h 11m2 stops
$606LATAM Airlines
Find Deal
Mon, Mar 2 - Fri, Mar 6
LATAM Airlines Logo
10:35 am - 7:30 amMDW-GRU
17h 55m2 stops
LATAM Airlines Logo
1:35 pm - 3:25 pmGRU-MDW
28h 50m2 stops
$607LATAM Airlines
Find Deal
Mon, Mar 2 - Fri, Mar 6
Delta Logo
12:47 pm - 5:40 amMDW-GRU
13h 53m1 stop
Delta Logo
10:50 pm - 11:52 amGRU-MDW
16h 02m2 stops
$1,065Delta
Find Deal
Thu, Nov 13 - Thu, Nov 20
Delta Logo
10:35 am - 5:40 amMDW-GRU
17h 05m1 stop
Delta Logo
10:50 pm - 4:09 pmGRU-MDW
19h 19m1 stop
$1,086Delta
Find Deal
Mon, Oct 6 - Mon, Oct 20

Copa Airlines flights from Chicago to Sao Paulo

Our best Copa Airlines deals on Chicago to Sao Paulo flight tickets
Copa Airlines
Oct 21
ORD7:59 amChicago O'Hare Intl
14h 31m
1 stop
GRU12:30 amSao Paulo Guarulhos Intl
Oct 30
GRU3:10 amSao Paulo Guarulhos Intl
23h 46m
1 stop
ORD12:56 amChicago O'Hare Intl
$388
Find similar
Copa Airlines
Sep 26
ORD8:02 amChicago O'Hare Intl
14h 28m
1 stop
GRU12:30 amSao Paulo Guarulhos Intl
Oct 1
GRU3:10 amSao Paulo Guarulhos Intl
23h 11m
1 stop
ORD12:21 amChicago O'Hare Intl
$408
Find similar
Copa Airlines
Oct 6
ORD7:59 amChicago O'Hare Intl
14h 31m
1 stop
GRU12:30 amSao Paulo Guarulhos Intl
Oct 16
GRU5:25 amSao Paulo Guarulhos Intl
20h 56m
1 stop
ORD12:21 amChicago O'Hare Intl
$438
Find similar

United Airlines flights from Chicago to Sao Paulo

Our best United Airlines deals on Chicago to Sao Paulo flight tickets
United Airlines
Oct 30
ORD6:50 pmChicago O'Hare Intl
10h 25m
GRU7:15 amSao Paulo Guarulhos Intl
Nov 23
GRU9:45 pmSao Paulo Guarulhos Intl
10h 45m
ORD5:30 amChicago O'Hare Intl
$435
Find similar
United Airlines
Oct 6
ORD8:00 amChicago O'Hare Intl
23h 30m
1 stop
GRU9:30 amSao Paulo Guarulhos Intl
Oct 16
GRU10:20 pmSao Paulo Guarulhos Intl
10h 25m
ORD6:45 amChicago O'Hare Intl
$440
Find similar
United Airlines
Oct 30
ORD6:50 pmChicago O'Hare Intl
10h 25m
GRU7:15 amSao Paulo Guarulhos Intl
Nov 25
GRU10:15 pmSao Paulo Guarulhos Intl
19h 39m
1 stop
ORD2:54 pmChicago O'Hare Intl
$446
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Sao Paulo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 10/21

7:59 am-12:30 am

1 stop14h 31m

Sao Paulo Guarulhos Intl

Thu 10/30

3:10 am-12:56 am

1 stop23h 46m

$388

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 9/26

8:02 am-12:30 am

1 stop14h 28m

Sao Paulo Guarulhos Intl

Wed 10/1

3:10 am-12:21 am

1 stop23h 11m

$408

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Thu 10/30

6:50 pm-7:15 am

Nonstop10h 25m

Sao Paulo Guarulhos Intl

Sun 11/23

9:45 pm-5:30 am

Nonstop10h 45m

$435

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Mon 10/6

8:00 am-9:30 am

1 stop23h 30m

Sao Paulo Guarulhos Intl

Thu 10/16

10:20 pm-6:45 am

Nonstop10h 25m

$440

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 11/25

4:35 am-10:20 pm

1 stop14h 45m

Sao Paulo Guarulhos Intl

Thu 2/5

12:00 pm-3:55 pm

2 stops30h 55m

$494

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sat 11/29

10:27 am-3:10 am

1 stop13h 43m

Sao Paulo Guarulhos Intl

Thu 2/5

12:00 pm-3:55 pm

2 stops30h 55m

$533

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

5:25 pm-9:35 am

1 stop13h 10m

Sao Paulo Guarulhos Intl

Fri 3/6

5:45 pm-9:56 am

2 stops19h 11m

$606

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

10:35 am-7:30 am

2 stops17h 55m

Sao Paulo Guarulhos Intl

Fri 3/6

1:35 pm-3:25 pm

2 stops28h 50m

$607

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 11/13

12:47 pm-5:40 am

1 stop13h 53m

Sao Paulo Guarulhos Intl

Thu 11/20

10:50 pm-11:52 am

2 stops16h 02m

$1,065

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 10/6

10:35 am-5:40 am

1 stop17h 05m

Sao Paulo Guarulhos Intl

Mon 10/20

10:50 pm-4:09 pm

1 stop19h 19m

$1,086

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 January. Flight prices, which tend to average around $654, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in January, then you should wait until March to fly from Chicago, when ticket prices are also cheap, with an average price of $689.

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 $1,007. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,192.

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 afternoon, with an average ticket price of $1,082. Departure times in the afternoon 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 weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo for around $900 when searching 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 $755 on momondo.

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

There are 2 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.

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

You could potentially save up to 58% 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 September 2025, prices for Chicago to Sao Paulo flights are approximately 12% 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

$345

Fastest flight time

10h 15m

Direct flights

Every day

Airports in Sao Paulo

1 airport
The best one-way flight to Sao Paulo from Chicago in the past 72 hours is $345. The best round-trip flight deal from Chicago to Sao Paulo found on momondo in the last 72 hours is $525.
The fastest flight from Chicago to Sao Paulo takes 10h 15m
Direct flights go from Chicago to Sao Paulo every day.
There is 1 airport near Sao Paulo: Sao Paulo Guarulhos Intl (GRU)
Search flight deals

  • How far is Chicago to Sao Paulo by plane?

    The straight-line distance from Chicago to Sao Paulo is 5220.4 mi. 10h 15m 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
1,531 reviews
Search Copa Airlines flights
AzulPriceFrom $450Free CancellationRating
8.0
808 reviews
Search Azul flights
DeltaPriceFrom $487Free CancellationRating
7.9
7,954 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,847 reviews
Search LATAM Airlines flights
AviancaPriceFrom $605Free CancellationRating
6.7
2,435 reviews
Search Avianca flights
Air CanadaPriceFrom $696Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $761Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
American AirlinesPriceFrom $849Free CancellationRating
7.2
10,000 reviews
Search American 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 $761 round-trip, up to an average price of $1,081. 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.

An easier way to manage your Sao Paulo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 10/16
Thu 10/23
By creating a price alert you accept our terms of use and privacy policy.

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