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Cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago from $297

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sao Paulo Guarulhos Intl Airport to Chicago departing on 9/29. 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 Sao Paulo Guarulhos Intl Airport to Chicago (GRU-CHI)

Cheap round-trip flights

Copa Airlines Logo
3:10 am - 12:05 amGRU-ORD
23h 55m1 stop
Copa Airlines Logo
6:56 am - 12:10 amORD-GRU
14h 14m1 stop
$720Copa Airlines
Find Deal
Wed, Dec 10 - Fri, Feb 13
Logo
5:25 am - 9:58 pmGRU-ORD
18h 33m2 stops
Logo
3:07 pm - 6:30 amORD-GRU
13h 23m1 stop
$723
Find Deal
Thu, Sep 25 - Tue, Oct 7
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
$727Avianca
Find Deal
Tue, Oct 7 - Tue, Oct 14
Avianca Logo
1:20 am - 8:20 pmGRU-ORD
22h 00m1 stop
Avianca Logo
10:20 pm - 4:15 pmORD-GRU
14h 55m1 stop
$736Avianca
Find Deal
Mon, Feb 2 - Tue, Feb 24
GOL Logo
6:00 am - 11:49 pmGRU-ORD
19h 49m2 stops
GOL Logo
2:35 pm - 2:10 amORD-GRU
33h 35m1 stop
$786GOL
Find Deal
Fri, Sep 26 - Mon, Oct 20
GOL Logo
4:50 pm - 1:15 pmGRU-ORD
22h 25m1 stop
GOL Logo
2:28 pm - 5:10 amORD-GRU
36h 42m2 stops
$787GOL
Find Deal
Sun, Oct 19 - Wed, Oct 22
LATAM Airlines Logo
10:50 pm - 12:39 pmGRU-ORD
16h 49m1 stop
LATAM Airlines Logo
1:09 pm - 5:40 amORD-GRU
13h 31m1 stop
$796LATAM Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 30
LATAM Airlines Logo
10:50 pm - 5:22 pmGRU-ORD
20h 32m1 stop
LATAM Airlines Logo
1:08 pm - 8:50 amORD-GRU
17h 42m1 stop
$802LATAM Airlines
Find Deal
Wed, Oct 8 - Wed, Oct 22
Delta Logo
10:50 pm - 12:28 pmGRU-MDW
15h 38m2 stops
Delta Logo
10:35 am - 5:40 amMDW-GRU
17h 05m1 stop
$843Delta
Find Deal
Tue, Oct 7 - Tue, Oct 28
Delta Logo
9:15 pm - 11:52 amGRU-MDW
17h 37m1 stop
Delta Logo
5:34 pm - 9:35 amMDW-GRU
13h 01m1 stop
$844Delta
Find Deal
Tue, Nov 18 - Tue, Nov 25

Avianca flights from Sao Paulo Guarulhos Intl Airport to Chicago

Our best Avianca deals on Sao Paulo Guarulhos Intl Airport to Chicago flight tickets
Avianca
Oct 7
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl
Oct 14
ORD2:35 pmChicago O'Hare Intl
13h 00m
1 stop
GRU5:35 amSao Paulo Guarulhos Intl
$727
Find similar
Avianca
Feb 2
GRU1:20 amSao Paulo Guarulhos Intl
22h 00m
1 stop
ORD8:20 pmChicago O'Hare Intl
Feb 24
ORD10:20 pmChicago O'Hare Intl
14h 55m
1 stop
GRU4:15 pmSao Paulo Guarulhos Intl
$736
Find similar
Avianca
Feb 2
GRU2:40 amSao Paulo Guarulhos Intl
20h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
Feb 21
ORD10:20 pmChicago O'Hare Intl
21h 20m
1 stop
GRU10:40 pmSao Paulo Guarulhos Intl
$751
Find similar

GOL flights from Sao Paulo Guarulhos Intl Airport to Chicago

Our best GOL deals on Sao Paulo Guarulhos Intl Airport to Chicago flight tickets
GOL
Sep 10
GRU10:40 pmSao Paulo Guarulhos Intl
27h 09m
2 stops
ORD11:49 pmChicago O'Hare Intl
Sep 19
ORD2:35 pmChicago O'Hare Intl
33h 35m
1 stop
GRU2:10 amSao Paulo Guarulhos Intl
$773
Find similar
GOL
Sep 26
GRU6:00 amSao Paulo Guarulhos Intl
19h 49m
2 stops
ORD11:49 pmChicago O'Hare Intl
Oct 20
ORD2:35 pmChicago O'Hare Intl
33h 35m
1 stop
GRU2:10 amSao Paulo Guarulhos Intl
$786
Find similar
GOL
Oct 19
GRU4:50 pmSao Paulo Guarulhos Intl
22h 25m
1 stop
ORD1:15 pmChicago O'Hare Intl
Oct 22
ORD2:28 pmChicago O'Hare Intl
36h 42m
2 stops
GRU5:10 amSao Paulo Guarulhos Intl
$787
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sao Paulo Guarulhos Intl Airport to Chicago 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 3, 2025.
Use the filters below to find and compare flights from Sao Paulo Guarulhos Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 12/10

3:10 am-12:05 am

1 stop23h 55m

Chicago O'Hare Intl

Fri 2/13

6:56 am-12:10 am

1 stop14h 14m

$720

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 9/25

5:25 am-9:58 pm

2 stops18h 33m

Chicago O'Hare Intl

Tue 10/7

3:07 pm-6:30 am

1 stop13h 23m

$723

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 10/7

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

Tue 10/14

2:35 pm-5:35 am

1 stop13h 00m

$727

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 2/2

1:20 am-8:20 pm

1 stop22h 00m

Chicago O'Hare Intl

Tue 2/24

10:20 pm-4:15 pm

1 stop14h 55m

$736

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 9/26

6:00 am-11:49 pm

2 stops19h 49m

Chicago O'Hare Intl

Mon 10/20

2:35 pm-2:10 am

1 stop33h 35m

$786

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 10/19

4:50 pm-1:15 pm

1 stop22h 25m

Chicago O'Hare Intl

Wed 10/22

2:28 pm-5:10 am

2 stops36h 42m

$787

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 11/20

10:50 pm-12:39 pm

1 stop16h 49m

Chicago O'Hare Intl

Sun 11/30

1:09 pm-5:40 am

1 stop13h 31m

$796

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 10/8

10:50 pm-5:22 pm

1 stop20h 32m

Chicago O'Hare Intl

Wed 10/22

1:08 pm-8:50 am

1 stop17h 42m

$802

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 10/7

10:50 pm-12:28 pm

2 stops15h 38m

Chicago Midway

Tue 10/28

10:35 am-5:40 am

1 stop17h 05m

$843

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 11/18

9:15 pm-11:52 am

1 stop17h 37m

Chicago Midway

Tue 11/25

5:34 pm-9:35 am

1 stop13h 01m

$844

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 Chicago from

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

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 Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Sao Paulo Guarulhos Intl Airport, with most prices found around $817. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Sao Paulo Guarulhos Intl Airport to Chicago during August average around $832.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $858. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Sao Paulo Guarulhos Intl Airport to Chicago for around $1,040.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Sao Paulo Guarulhos Intl Airport to Chicago during this time can be as low as $878. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $961.

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

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Sao Paulo Guarulhos Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $952 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sao Paulo Guarulhos Intl Airport for as low as $780 on momondo.

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

There are 3 cabin classes available to choose from on Sao Paulo Guarulhos Intl to Chicago 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 Sao Paulo Guarulhos Intl Airport to Chicago flights?

You could potentially save up to 76% on your flight if you consider stops on a Sao Paulo Guarulhos Intl Airport to Chicago flight.

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

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

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

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

Best Price Found

$450

Fastest flight time

10h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Sao Paulo Guarulhos Intl Airport in the past 72 hours is $450. The best round-trip flight deal from Sao Paulo Guarulhos Intl Airport to Chicago found on momondo in the last 72 hours is $834.
The fastest flight from Sao Paulo Guarulhos Intl Airport to Chicago takes 10h 25m
Direct flights go from Sao Paulo Guarulhos Intl Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

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

    A flight from Sao Paulo Guarulhos Intl to Chicago will travel around 5218.7 mi. By plane, this route typically takes 13h 30m.

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

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

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

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

    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 Sao Paulo Guarulhos Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. 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 Sao Paulo Guarulhos Intl Airport to Chicago?

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

Best airlines flying from Sao Paulo Guarulhos Intl Airport to Chicago

Compare and see reviews for airlines that fly from Sao Paulo Guarulhos Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $606Free CancellationRating
6.7
2,427 reviews
Search Avianca flights
Copa AirlinesPriceFrom $609Free CancellationRating
7.6
1,525 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $687Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
LATAM AirlinesPriceFrom $844Free CancellationRating
7.5
1,846 reviews
Search LATAM Airlines flights

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

    United Airlines flight deals from Sao Paulo Guarulhos Intl Airport to Chicago start from $687 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $1,016 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Sao Paulo to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from Sao Paulo which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Sao Paulo to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Sao Paulo to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport