What airlines fly to Chicago?

United Airlines, Avianca and Copa Airlines are the top three most popular airlines that fly to Chicago from Sao Paulo Guarulhos Intl Airport according to our data. United Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

How many flights depart from Sao Paulo Guarulhos Intl Airport to Chicago on average per day?

The number of flights available between Sao Paulo Guarulhos Intl Airport and Chicago is 2 per day as of May 2026. The most frequent departure time is 10:00PM, with 100% of daily flights leaving in the evening.

What is the most punctual flight time for Sao Paulo to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Sao Paulo to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 13% of their flights experiencing any sort of delay.

What is the cheapest airline that flies from Sao Paulo Guarulhos Intl to Chicago?

Arajet, Copa Airlines, and Delta are the most popular carriers operating from Sao Paulo Guarulhos Intl to Chicago

How many flights depart from Sao Paulo Guarulhos Intl Airport to Chicago on average per week?

As of May 2026, there are 14 flights per week flying from Sao Paulo Guarulhos Intl Airport to Chicago. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

How often are flights from Sao Paulo to Chicago delayed?

Historically, on average around 13% of flights between Sao Paulo and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

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

There are 3 operators available for flights from Sao Paulo Guarulhos Intl Airport to Chicago as of May 2026.

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.

$292 Cheap Flights from Sao Paulo Guarulhos Intl Airport to Chicago in 2026

Q: What is the typical price of a round-trip flight between Sao Paulo Guarulhos Intl Airport and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $1,032 to $650. The lowest price recently found on this route was $659.

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Find the cheapest flights from Sao Paulo Guarulhos Intl Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:37 pm - 9:57 am

GRU

ORD

13h 20m

1 stop

3:20 am - 10:25 pm

ORD

GRU

16h 05m

1 stop

$659Arajet

Fri, Oct 30 - Sun, Nov 15

11:55 pm - 11:12 am

GRU

ORD

13h 17m

1 stop

3:20 am - 10:25 pm

ORD

GRU

16h 05m

1 stop

$672Arajet

Fri, Oct 16 - Sun, Nov 15

4:08 am - 10:10 pm

GRU

ORD

20h 02m

1 stop

6:45 am - 10:30 pm

ORD

GRU

13h 45m

1 stop

$677Arajet

Sun, Jun 7 - Fri, Jun 19

11:55 pm - 11:12 am

GRU

ORD

13h 17m

1 stop

6:45 am - 9:37 pm

ORD

GRU

12h 52m

1 stop

$678Arajet

Fri, Oct 16 - Fri, Oct 30

9:00 pm - 2:52 pm

GRU

ORD

19h 52m

1 stop

3:40 pm - 9:50 am

ORD

GRU

16h 10m

1 stop

$683Air Canada

Wed, Sep 23 - Wed, Oct 7

9:00 pm - 2:52 pm

GRU

ORD

19h 52m

1 stop

9:50 am - 9:05 am

ORD

GRU

21h 15m

1 stop

$688Air Canada

Thu, Sep 24 - Thu, Oct 8

9:30 pm - 11:56 am

GRU

MDW

16h 26m

1 stop

10:35 am - 5:40 am

MDW

GRU

16h 05m

1 stop

$967LATAM Airlines

Tue, Oct 27 - Mon, Nov 2

7:30 am - 10:00 am

GRU

MDW

28h 30m

2 stops

12:50 pm - 5:40 am

MDW

GRU

14h 50m

1 stop

$968LATAM Airlines

Thu, Jun 4 - Thu, Jun 18

11:00 pm - 4:16 pm

GRU

MDW

19h 16m

2 stops

11:05 am - 5:40 am

MDW

GRU

16h 35m

1 stop

$976Delta

Sun, Jun 7 - Mon, Jun 15

7:15 pm - 11:56 am

GRU

MDW

18h 41m

2 stops

11:05 am - 5:05 am

MDW

GRU

16h 00m

2 stops

$977Delta

Mon, Jun 1 - Mon, Jun 22

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

Oct 27

GRU7:35 amSao Paulo Guarulhos Intl

15h 45m

1 stop

ORD9:20 pmChicago O'Hare Intl

Nov 2

ORD10:20 pmChicago O'Hare Intl

14h 55m

1 stop

GRU4:15 pmSao Paulo Guarulhos Intl

$708

GOL

Aug 19

GRU7:35 amSao Paulo Guarulhos Intl

15h 45m

1 stop

ORD9:20 pmChicago O'Hare Intl

Sep 2

ORD11:20 pmChicago O'Hare Intl

14h 45m

1 stop

GRU4:05 pmSao Paulo Guarulhos Intl

$711

GOL

Sep 9

GRU7:35 amSao Paulo Guarulhos Intl

15h 45m

1 stop

ORD9:20 pmChicago O'Hare Intl

Sep 15

ORD11:20 pmChicago O'Hare Intl

14h 45m

1 stop

GRU4:05 pmSao Paulo Guarulhos Intl

$714

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

Sep 23

GRU9:00 pmSao Paulo Guarulhos Intl

19h 52m

1 stop

ORD2:52 pmChicago O'Hare Intl

Oct 7

ORD3:40 pmChicago O'Hare Intl

16h 10m

1 stop

GRU9:50 amSao Paulo Guarulhos Intl

$683

Air Canada

Sep 24

GRU9:00 pmSao Paulo Guarulhos Intl

19h 52m

1 stop

ORD2:52 pmChicago O'Hare Intl

Oct 8

ORD9:50 amChicago O'Hare Intl

21h 15m

1 stop

GRU9:05 amSao Paulo Guarulhos Intl

$688

Air Canada

Nov 6

GRU9:45 pmSao Paulo Guarulhos Intl

18h 25m

2 stops

ORD1:10 pmChicago O'Hare Intl

Nov 13

ORD2:00 pmChicago O'Hare Intl

16h 00m

2 stops

GRU9:00 amSao Paulo Guarulhos Intl

$691

momondo Fare Finder

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

Cheapest round-trip

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 10/30

10:37 pm-9:57 am

1 stop13h 20m

Chicago O'Hare Intl

Sun 11/15

3:20 am-10:25 pm

1 stop16h 05m

$659

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 10/16

11:55 pm-11:12 am

1 stop13h 17m

Chicago O'Hare Intl

Sun 11/15

3:20 am-10:25 pm

1 stop16h 05m

$672

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 6/7

4:08 am-10:10 pm

1 stop20h 02m

Chicago O'Hare Intl

Fri 6/19

6:45 am-10:30 pm

1 stop13h 45m

$677

Quickest round-trip

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 10/16

11:55 pm-11:12 am

1 stop13h 17m

Chicago O'Hare Intl

Fri 10/30

6:45 am-9:37 pm

1 stop12h 52m

$678

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 9/23

9:00 pm-2:52 pm

1 stop19h 52m

Chicago O'Hare Intl

Wed 10/7

3:40 pm-9:50 am

1 stop16h 10m

$683

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 9/24

9:00 pm-2:52 pm

1 stop19h 52m

Chicago O'Hare Intl

Thu 10/8

9:50 am-9:05 am

1 stop21h 15m

$688

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 10/27

9:30 pm-11:56 am

1 stop16h 26m

Chicago Midway

Mon 11/2

10:35 am-5:40 am

1 stop16h 05m

$967

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 6/4

7:30 am-10:00 am

2 stops28h 30m

Chicago Midway

Thu 6/18

12:50 pm-5:40 am

1 stop14h 50m

$968

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sun 6/7

11:00 pm-4:16 pm

2 stops19h 16m

Chicago Midway

Mon 6/15

11:05 am-5:40 am

1 stop16h 35m

$976

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 6/1

7:15 pm-11:56 am

2 stops18h 41m

Chicago Midway

Mon 6/22

11:05 am-5:05 am

2 stops16h 00m

$977

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

What is the typical price of a round-trip flight between Sao Paulo Guarulhos Intl Airport and Chicago?

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Sao Paulo Guarulhos Intl Airport, with most prices found around $149. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from Sao Paulo Guarulhos Intl Airport to Chicago during October average around $249.

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 Saturday, 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 $1,010.

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 from Sao Paulo Guarulhos Intl Airport 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 $862 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 $718 on momondo.

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

You could potentially save up to 80% 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 May 2026, prices for Sao Paulo Guarulhos Intl Airport to Chicago flights are approximately 15% 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	$684
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 $684. The best round-trip flight deal from Sao Paulo Guarulhos Intl Airport to Chicago found on momondo in the last 72 hours is $1,165.

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).

Search flight deals

Frequently asked questions about flying from Sao Paulo Guarulhos Intl Airport to Chicago

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?
There are 3 operators available for flights from Sao Paulo Guarulhos Intl Airport to Chicago as of May 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Sao Paulo Guarulhos Intl Airport to Chicago is Boeing 787-9 Dreamliner, representing 41.11% of all bookings. The subsequent popular models are Boeing 787-10 Dreamliner at 28.38%, Airbus A330-900neo at 7.56%, and Airbus A330-200 at 3.58%.
What is the most popular airline from Sao Paulo Guarulhos Intl Airport to Chicago?
momondo data reveals that the most frequently booked airline on the route from Sao Paulo Guarulhos Intl Airport to Chicago is United Airlines, representing 75% of all bookings. The subsequent popular airline is Copa Airlines at 25%.

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
Copa Airlines	PriceFrom $297	Free Cancellation	Rating 7.5 1,585 reviews	Search Copa Airlines flights
Avianca	PriceFrom $605	Free Cancellation	Rating 6.5 2,522 reviews	Search Avianca flights
United Airlines	PriceFrom $684	Free Cancellation	Rating 7.4 9,700 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 $841 round-trip - but some users have found much cheaper deals with momondo.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

Monticello

Chesterton

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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Cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago from $292

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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

What is the typical price of a round-trip flight between Sao Paulo Guarulhos Intl Airport and Chicago?

What is the cheapest month to fly to Chicago?

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

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

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

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

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

What is the cheapest airline that flies from Sao Paulo Guarulhos Intl to Chicago?

What airlines fly to Chicago?

How often are flights from Sao Paulo to Chicago delayed?

What is the most punctual flight time for Sao Paulo to Chicago flights?

What day of the week experiences the fewest flight delays on this route?

Which airline has the best punctuality record on Sao Paulo to Chicago flights?

How many flights depart from Sao Paulo Guarulhos Intl Airport to Chicago on average per day?

How many flights depart from Sao Paulo Guarulhos Intl Airport to Chicago on average per week?

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

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

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying 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

United Airlines Flights From Sao Paulo Guarulhos Intl Airport to Chicago

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An easier way to manage your Chicago trip

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Airports listed have a maximum distance of 78.5 mi from Chicago

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