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Cheap flights from Chicago to Sao Paulo from $201

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 5/25. 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

Enter your travel dates to find the best prices.
Avianca Logo
11:20 pm - 1:10 am
ORD
-
GRU
23h 50m
1 stop
Avianca Logo
5:15 pm - 9:20 pm
GRU
-
ORD
30h 05m
1 stop
$626Avianca
Tue, Mar 31 - Tue, Apr 7
Multiple Airlines Logo
11:20 pm - 4:15 pm
ORD
-
GRU
14h 55m
1 stop
Multiple Airlines Logo
10:37 pm - 9:57 am
GRU
-
ORD
13h 20m
1 stop
$628Multiple Airlines
Sun, Mar 8 - Fri, Sep 4
Multiple Airlines Logo
5:45 am - 10:20 pm
ORD
-
GRU
13h 35m
1 stop
Multiple Airlines Logo
5:25 pm - 8:20 pm
GRU
-
ORD
29h 55m
1 stop
$630Multiple Airlines
Mon, Feb 16 - Sun, Mar 1
Multiple Airlines Logo
11:20 pm - 4:15 pm
ORD
-
GRU
14h 55m
1 stop
Multiple Airlines Logo
1:00 am - 6:15 pm
GRU
-
ORD
19h 15m
2 stops
$631Multiple Airlines
Sun, Mar 8 - Wed, Sep 2
Multiple Airlines Logo
5:35 am - 10:25 pm
ORD
-
GRU
14h 50m
1 stop
Multiple Airlines Logo
1:45 am - 1:15 pm
GRU
-
ORD
13h 30m
1 stop
$632Multiple Airlines
Wed, Apr 1 - Tue, Apr 7
Copa Airlines Logo
2:22 pm - 3:50 am
ORD
-
GRU
34h 28m
1 stop
Copa Airlines Logo
3:10 am - 12:31 pm
GRU
-
ORD
36h 21m
1 stop
$636Copa Airlines
Sun, Feb 22 - Thu, Feb 26
LATAM Airlines Logo
12:45 pm - 12:45 pm
MDW
-
GRU
21h 00m
2 stops
LATAM Airlines Logo
11:55 pm - 5:22 pm
GRU
-
MDW
19h 27m
2 stops
$699LATAM Airlines
Tue, Feb 24 - Sat, Mar 21
Delta Logo
10:45 am - 5:40 am
MDW
-
GRU
16h 55m
1 stop
Delta Logo
10:40 am - 10:31 pm
GRU
-
MDW
13h 51m
1 stop
$700Delta
Fri, Mar 13 - Fri, Mar 20
LATAM Airlines Logo
6:07 pm - 9:35 am
MDW
-
GRU
13h 28m
1 stop
LATAM Airlines Logo
11:45 pm - 12:02 pm
GRU
-
MDW
14h 17m
1 stop
$701LATAM Airlines
Wed, Mar 18 - Wed, Mar 25
Delta Logo
1:10 pm - 5:55 am
MDW
-
GRU
14h 45m
2 stops
Delta Logo
11:45 pm - 5:54 pm
GRU
-
MDW
20h 09m
2 stops
$705Delta
Fri, Mar 13 - Fri, Mar 20

United Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best United Airlines deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
United Airlines
Mar 17
ORD6:50 pmChicago O'Hare Intl
10h 25m
GRU7:15 amSao Paulo Guarulhos Intl
Mar 25
GRU10:15 pmSao Paulo Guarulhos Intl
10h 45m
ORD7:00 amChicago O'Hare Intl
$686
United Airlines
Mar 17
ORD1:06 pmChicago O'Hare Intl
19h 14m
1 stop
GRU10:20 amSao Paulo Guarulhos Intl
Mar 24
GRU10:15 pmSao Paulo Guarulhos Intl
10h 45m
ORD7:00 amChicago O'Hare Intl
$690
United Airlines
Mar 13
ORD6:50 pmChicago O'Hare Intl
10h 25m
GRU7:15 amSao Paulo Guarulhos Intl
Mar 22
GRU9:30 pmSao Paulo Guarulhos Intl
19h 03m
1 stop
ORD2:33 pmChicago O'Hare Intl
$696

LATAM Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best LATAM Airlines deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
LATAM Airlines
Feb 24
ORD5:25 amChicago O'Hare Intl
21h 20m
2 stops
GRU5:45 amSao Paulo Guarulhos Intl
Mar 21
GRU11:55 pmSao Paulo Guarulhos Intl
25h 59m
2 stops
ORD11:54 pmChicago O'Hare Intl
$699
LATAM Airlines
Mar 18
MDW6:07 pmChicago Midway
13h 28m
1 stop
GRU9:35 amSao Paulo Guarulhos Intl
Mar 25
GRU11:45 pmSao Paulo Guarulhos Intl
14h 17m
1 stop
MDW12:02 pmChicago Midway
$701
LATAM Airlines
Mar 4
MDW12:45 pmChicago Midway
17h 50m
1 stop
GRU9:35 amSao Paulo Guarulhos Intl
Mar 14
GRU10:40 amSao Paulo Guarulhos Intl
25h 16m
1 stop
MDW9:56 amChicago Midway
$728

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Sao Paulo Guarulhos Intl Airport 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to Sao Paulo Guarulhos Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 3/31

11:20 pm-1:10 am

1 stop23h 50m

Sao Paulo Guarulhos Intl

Tue 4/7

5:15 pm-9:20 pm

1 stop30h 05m

$626

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 3/8

11:20 pm-4:15 pm

1 stop14h 55m

Sao Paulo Guarulhos Intl

Fri 9/4

10:37 pm-9:57 am

1 stop13h 20m

$628

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Mon 2/16

5:45 am-10:20 pm

1 stop13h 35m

Sao Paulo Guarulhos Intl

Sun 3/1

5:25 pm-8:20 pm

1 stop29h 55m

$630

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 3/8

11:20 pm-4:15 pm

1 stop14h 55m

Sao Paulo Guarulhos Intl

Wed 9/2

1:00 am-6:15 pm

2 stops19h 15m

$631

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 4/1

5:35 am-10:25 pm

1 stop14h 50m

Sao Paulo Guarulhos Intl

Tue 4/7

1:45 am-1:15 pm

1 stop13h 30m

$632

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 2/22

2:22 pm-3:50 am

1 stop34h 28m

Sao Paulo Guarulhos Intl

Thu 2/26

3:10 am-12:31 pm

1 stop36h 21m

$636

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 2/24

12:45 pm-12:45 pm

2 stops21h 00m

Sao Paulo Guarulhos Intl

Sat 3/21

11:55 pm-5:22 pm

2 stops19h 27m

$699

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 3/13

10:45 am-5:40 am

1 stop16h 55m

Sao Paulo Guarulhos Intl

Fri 3/20

10:40 am-10:31 pm

1 stop13h 51m

$700

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 3/18

6:07 pm-9:35 am

1 stop13h 28m

Sao Paulo Guarulhos Intl

Wed 3/25

11:45 pm-12:02 pm

1 stop14h 17m

$701

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 3/13

1:10 pm-5:55 am

2 stops14h 45m

Sao Paulo Guarulhos Intl

Fri 3/20

11:45 pm-5:54 pm

2 stops20h 09m

$705

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Sao Paulo from

How to get the cheapest flight ticket from Chicago to Sao Paulo Guarulhos Intl Airport

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 Guarulhos Intl Airport?

In general, April is the cheapest month to fly from Chicago to Sao Paulo Guarulhos Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $604. If you don’t want to visit Sao Paulo Guarulhos Intl Airport in April, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $694.

What is the cheapest day to depart on your flight to Sao Paulo Guarulhos Intl Airport?

On average, the least expensive day to fly to Sao Paulo Guarulhos Intl Airport from Chicago is on a Monday. momondo users have found tickets for Monday departures for as low as $861. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Sao Paulo Guarulhos Intl Airport is Friday, with ticket prices averaging around $1,079.

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

Our data shows that the cheapest Chicago to Sao Paulo Guarulhos Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Sao Paulo Guarulhos Intl Airport in the evening for as low as $999. Flights in the afternoon are often more expensive with an average ticket price of $1,008.

What is the cheapest Chicago to Sao Paulo Guarulhos Intl flight route?

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

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

You are more likely to see cheaper flights to Sao Paulo Guarulhos Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo Guarulhos Intl Airport for around $848 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sao Paulo Guarulhos Intl Airport from Chicago for as low as $695 on momondo.

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

There are 2 cabin classes available to choose from on Chicago to Sao Paulo Guarulhos Intl 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 Guarulhos Intl Airport flights?

You could potentially save up to 59% on your flight if you consider stops on a Chicago to Sao Paulo Guarulhos Intl Airport flight.

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

As of January 2026, prices for Chicago to Sao Paulo Guarulhos Intl Airport flights are approximately 6% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Sao Paulo Guarulhos Intl Airport

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

Cheap Chicago to Sao Paulo Guarulhos Intl Airport (CHI to GRU) flight deals and tips

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

Best Price Found

$770

Fastest flight time

10h 15m

Direct flights

Every day
The best one-way flight to Sao Paulo Guarulhos Intl Airport from Chicago in the past 72 hours is $770. The best round-trip flight deal from Chicago to Sao Paulo Guarulhos Intl Airport found on momondo in the last 72 hours is $893.
The fastest flight from Chicago to Sao Paulo Guarulhos Intl Airport takes 10h 15m
Direct flights go from Chicago to Sao Paulo Guarulhos Intl Airport every day.
Search flight deals

  • How far is Chicago to Sao Paulo Guarulhos Intl by plane?

    Chicago and Sao Paulo Guarulhos Intl are 5218.7 mi apart from one another. Flights usually cover this in 10h 15m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Sao Paulo Guarulhos Intl Airport are updated daily.

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

  • How old do you have to be to fly from Chicago to Sao Paulo Guarulhos Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Sao Paulo Guarulhos Intl Airport.

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

    The required travel and health documents for your Sao Paulo Guarulhos Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sao Paulo Guarulhos Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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

Best airlines flying from Chicago to Sao Paulo Guarulhos Intl Airport

Compare and see reviews for airlines that fly from Chicago to Sao Paulo Guarulhos Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $359Free CancellationRating
7.5
1,560 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $435Free CancellationRating
7.4
9,216 reviews
Search United Airlines flights
AviancaPriceFrom $485Free CancellationRating
6.6
2,490 reviews
Search Avianca flights
American AirlinesPriceFrom $500Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
LATAM AirlinesPriceFrom $531Free CancellationRating
7.5
1,917 reviews
Search LATAM Airlines flights
GOLPriceFrom $596Free CancellationRating
7.3
1,160 reviews
Search GOL flights
Air CanadaPriceFrom $615Free CancellationRating
7.1
10,666 reviews
Search Air Canada flights

  • United Airlines Flights From Chicago to Sao Paulo Guarulhos Intl Airport

    Across 7 United Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport this week, the average price was $950, with the best United Airlines deals starting from $435 round-trip. 9,216 users have rated United Airlines on momondo, with an average score of 7.4/10.

Traveling to a place near Sao Paulo?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Sao Paulo. momondo saves you time and could save you money on your trip.

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?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Sao Paulo from Chicago.

I’m not ready to book a flight from Chicago to Sao Paulo right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Sao Paulo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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