Cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago from $267

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 2/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:45 pm - 1:15 pm
GRU
-
ORD
18h 30m
2 stops
Multiple Airlines Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
$579Multiple Airlines
Mon, May 4 - Mon, Jun 1
Multiple Airlines Logo
6:00 pm - 10:00 am
GRU
-
ORD
18h 00m
2 stops
Multiple Airlines Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
$580Multiple Airlines
Wed, Mar 25 - Mon, May 18
Multiple Airlines Logo
1:00 am - 10:40 pm
GRU
-
ORD
24h 40m
1 stop
Multiple Airlines Logo
7:23 pm - 10:40 pm
ORD
-
GRU
24h 17m
2 stops
$583Multiple Airlines
Mon, Feb 23 - Tue, Mar 3
Multiple Airlines Logo
5:25 pm - 8:41 am
GRU
-
ORD
17h 16m
2 stops
Multiple Airlines Logo
11:27 am - 2:42 am
ORD
-
GRU
13h 15m
1 stop
$589Multiple Airlines
Tue, Mar 24 - Sat, May 23
Air Canada Logo
9:15 pm - 11:18 am
GRU
-
ORD
16h 03m
1 stop
Air Canada Logo
8:45 am - 9:50 am
ORD
-
GRU
23h 05m
1 stop
$594Air Canada
Wed, Mar 18 - Fri, May 15
Air Canada Logo
9:15 pm - 11:18 am
GRU
-
ORD
16h 03m
1 stop
Air Canada Logo
4:15 pm - 9:50 am
ORD
-
GRU
15h 35m
2 stops
$598Air Canada
Wed, Mar 18 - Wed, Apr 8
Delta Logo
10:40 am - 10:31 pm
GRU
-
MDW
13h 51m
1 stop
Delta Logo
1:05 pm - 5:40 am
MDW
-
GRU
14h 35m
1 stop
$798Delta
Wed, Mar 25 - Mon, May 11
Delta Logo
9:00 pm - 12:46 pm
GRU
-
MDW
18h 46m
2 stops
Delta Logo
12:45 pm - 5:40 am
MDW
-
GRU
13h 55m
1 stop
$799Delta
Tue, Feb 10 - Wed, Feb 18
LATAM Airlines Logo
9:15 pm - 9:53 am
GRU
-
MDW
15h 38m
1 stop
LATAM Airlines Logo
12:45 pm - 5:40 am
MDW
-
GRU
13h 55m
1 stop
$808LATAM Airlines
Tue, Feb 10 - Wed, Feb 18
LATAM Airlines Logo
11:00 pm - 11:56 am
GRU
-
MDW
14h 56m
2 stops
LATAM Airlines Logo
1:05 pm - 7:50 am
MDW
-
GRU
16h 45m
2 stops
$812LATAM Airlines
Mon, Jun 1 - Sun, Jun 21

Air Canada flights from Sao Paulo Guarulhos Intl Airport to Chicago

Our best Air Canada deals on Sao Paulo Guarulhos Intl Airport to Chicago flight tickets
Air Canada
Jan 21
GRU9:45 pmSao Paulo Guarulhos Intl
25h 25m
1 stop
ORD8:10 pmChicago O'Hare Intl
Jan 31
ORD8:45 pmChicago O'Hare Intl
34h 50m
1 stop
GRU10:35 amSao Paulo Guarulhos Intl
$594
Air Canada
Mar 18
GRU9:15 pmSao Paulo Guarulhos Intl
16h 03m
1 stop
ORD11:18 amChicago O'Hare Intl
Apr 8
ORD4:15 pmChicago O'Hare Intl
15h 35m
2 stops
GRU9:50 amSao Paulo Guarulhos Intl
$598
Air Canada
Jan 21
GRU9:45 pmSao Paulo Guarulhos Intl
25h 25m
1 stop
ORD8:10 pmChicago O'Hare Intl
Jan 31
ORD8:45 pmChicago O'Hare Intl
34h 50m
1 stop
GRU10:35 amSao Paulo Guarulhos Intl
$599

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
Apr 1
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl
Apr 6
ORD2:35 pmChicago O'Hare Intl
22h 45m
1 stop
GRU3:20 pmSao Paulo Guarulhos Intl
$651
Avianca
Jan 25
GRU2:40 amSao Paulo Guarulhos Intl
20h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
Jan 29
ORD8:52 amChicago O'Hare Intl
17h 48m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
$680
Avianca
Jan 23
GRU2:40 amSao Paulo Guarulhos Intl
20h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
Feb 14
ORD8:50 amChicago O'Hare Intl
17h 50m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
$835

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 January 12, 2026.
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

Mon 5/4

8:45 pm-1:15 pm

2 stops18h 30m

Chicago O'Hare Intl

Mon 6/1

4:30 am-10:25 pm

1 stop15h 55m

$579

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 3/25

6:00 pm-10:00 am

2 stops18h 00m

Chicago O'Hare Intl

Mon 5/18

4:30 am-10:25 pm

1 stop15h 55m

$580

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 2/23

1:00 am-10:40 pm

1 stop24h 40m

Chicago O'Hare Intl

Tue 3/3

7:23 pm-10:40 pm

2 stops24h 17m

$583

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 3/24

5:25 pm-8:41 am

2 stops17h 16m

Chicago O'Hare Intl

Sat 5/23

11:27 am-2:42 am

1 stop13h 15m

$589

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 3/18

9:15 pm-11:18 am

1 stop16h 03m

Chicago O'Hare Intl

Fri 5/15

8:45 am-9:50 am

1 stop23h 05m

$594

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 3/18

9:15 pm-11:18 am

1 stop16h 03m

Chicago O'Hare Intl

Wed 4/8

4:15 pm-9:50 am

2 stops15h 35m

$598

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 3/25

10:40 am-10:31 pm

1 stop13h 51m

Chicago Midway

Mon 5/11

1:05 pm-5:40 am

1 stop14h 35m

$798

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 2/10

9:00 pm-12:46 pm

2 stops18h 46m

Chicago Midway

Wed 2/18

12:45 pm-5:40 am

1 stop13h 55m

$799

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 2/10

9:15 pm-9:53 am

1 stop15h 38m

Chicago Midway

Wed 2/18

12:45 pm-5:40 am

1 stop13h 55m

$808

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 6/1

11:00 pm-11:56 am

2 stops14h 56m

Chicago Midway

Sun 6/21

1:05 pm-7:50 am

2 stops16h 45m

$812

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 November is, on average, the cheapest month to fly to Chicago from Sao Paulo Guarulhos Intl Airport, with most prices found around $778. If you’re not able to fly to Chicago in November, then August is your next best option. Flight prices from Sao Paulo Guarulhos Intl Airport to Chicago during August average around $780.

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 Sunday when prices can be found for as low as $827. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, 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 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 $879 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 $769 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 82% on your flight if you consider stops on a Sao Paulo Guarulhos Intl Airport to Chicago flight.

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

As of January 2026, prices for Sao Paulo Guarulhos Intl Airport to Chicago flights are approximately 31% cheaper when compared to flights at the same time last year.

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

$413

Fastest flight time

10h 25m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Sao Paulo Guarulhos Intl Airport in the past 72 hours is $413. The best round-trip flight deal from Sao Paulo Guarulhos Intl Airport to Chicago found on momondo in the last 72 hours is $771.
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 are 3 airports in Chicago. From Sao Paulo Guarulhos Intl Airport there are direct flights to Chicago O'Hare Intl (ORD).
  • 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 10h 25m.

  • 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 $605Free CancellationRating
6.6
2,489 reviews
Search Avianca flights
Copa AirlinesPriceFrom $608Free CancellationRating
7.6
1,558 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $684Free CancellationRating
7.4
9,147 reviews
Search United 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 $684 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $933 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
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
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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1 adult
Wed 2/11
Wed 2/18

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