HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$333+ Cheap flights from Guarulhos Intl, Brazil (GRU) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Guarulhos Intl to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Sao Paulo Guarulhos Intl to Chicago are usually found in September or August, booked 35 days in advance, depart on a Wednesday or Monday and return on a Thursday

Cheap flight deals from Guarulhos Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Guarulhos Intl (GRU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$643
(CheapTickets.ch)

One-way from

$333
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$821

Good round-trip deal

$802 or less

Good one-way deal

$251 or less
From Sao Paulo Guarulhos Intl to Chicago (CHI)
Search Deals
One-way flight from Sao Paulo Guarulhos Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals
Price to beat on a round-trip flight from Sao Paulo Guarulhos Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Sao Paulo Guarulhos Intl to Chicago (CHI).
Search Deals

Find flight deals from Guarulhos Intl to Chicago

Cheapest flights from Guarulhos Intl to Chicago
Explore the most affordable flight options available from Guarulhos Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This CheapTickets.ch deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:10 amGRU - ORD
2 stops27h 08mMultiple Airlines
Thu 10/910:27 amORD - GRU
1 stop17h 13mMultiple Airlines
Deal found 8/18$643
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/241:00 amGRU - ORD
1 stop24h 40mMultiple Airlines
Mon 12/81:35 pmORD - GRU
2 stops34h 05mMultiple Airlines
Deal found 8/15$648
This Mytrip deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/147:20 amGRU - ORD
2 stops27h 58mMultiple Airlines
Tue 9/166:44 pmORD - GRU
3 stops32h 51mMultiple Airlines
Deal found 8/16$655
This Mytrip deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/111:45 amGRU - ORD
2 stops33h 33mMultiple Airlines
Tue 9/166:44 pmORD - GRU
3 stops32h 51mMultiple Airlines
Deal found 8/15$656
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/73:40 amGRU - ORD
2 stops31h 38mMultiple Airlines
Mon 9/2210:27 amORD - GRU
1 stop17h 13mMultiple Airlines
Deal found 8/17$660
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/710:35 amGRU - ORD
1 stop24h 43mMultiple Airlines
Sat 9/205:17 pmORD - GRU
2 stops54h 53mMultiple Airlines
Deal found 8/17$667
This Mytrip deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:50 pmGRU - ORD
2 stops18h 28mMultiple Airlines
Fri 10/318:56 pmORD - GRU
3 stops28h 14mMultiple Airlines
Deal found 8/17$672
This Mytrip deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/131:45 amGRU - ORD
2 stops22h 13mMultiple Airlines
Sun 9/2110:27 amORD - GRU
2 stops18h 33mMultiple Airlines
Deal found 8/17$674
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/61:45 amGRU - MDW
2 stops36h 59mMultiple Airlines
Sat 9/2010:51 amMDW - GRU
1 stop17h 59mMultiple Airlines
Deal found 8/17$762
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/78:30 pmGRU - MDW
2 stops17h 58mDelta
Thu 10/1612:48 pmMDW - GRU
1 stop14h 52mDelta
Deal found 8/18$864
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/78:30 pmGRU - MDW
2 stops17h 58mDelta
Fri 10/179:35 amMDW - GRU
2 stops18h 05mDelta
Deal found 8/15$866
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1410:50 pmGRU - MDW
1 stop14h 58mLATAM Airlines
Sun 9/2112:43 pmMDW - GRU
1 stop14h 57mLATAM Airlines
Deal found 8/17$867

Cheapflights Fare Finder

 
Customize your flight search to find flights from Guarulhos Intl 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, Cheapflights users made 2,558,603 searches. Data last updated August 18, 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

Guarulhos Intl

Fly to

Chicago

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 10/1

4:50 pm-9:18 am

2 stops18h 28m

Chicago O'Hare Intl

Fri 10/31

8:56 pm-3:10 am

3 stops28h 14m

$672

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 9/12

7:20 am-9:18 am

2 stops27h 58m

Chicago O'Hare Intl

Tue 9/16

2:35 pm-5:35 am

1 stop13h 00m

$675

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 9/24

4:50 pm-6:50 pm

2 stops28h 00m

Chicago O'Hare Intl

Sun 9/28

8:56 pm-5:35 am

3 stops30h 39m

$690

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 11/24

1:00 am-10:40 pm

1 stop24h 40m

Chicago O'Hare Intl

Sun 12/7

10:18 am-9:35 am

2 stops20h 17m

$755

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 9/6

1:45 am-12:44 pm

2 stops36h 59m

Chicago Midway

Sat 9/20

10:51 am-6:50 am

1 stop17h 59m

$762

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 10/2

4:50 pm-1:15 pm

1 stop22h 25m

Chicago O'Hare Intl

Sat 10/11

2:35 pm-2:10 am

1 stop33h 35m

$763

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 9/12

4:50 pm-1:15 pm

1 stop22h 25m

Chicago O'Hare Intl

Tue 9/16

2:35 pm-3:20 pm

1 stop22h 45m

$787

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 11/1

11:45 pm-1:28 pm

2 stops15h 43m

Chicago Midway

Wed 11/19

1:05 pm-5:40 am

1 stop13h 35m

$864

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 12/17

7:25 pm-9:51 am

2 stops17h 26m

Chicago Midway

Thu 12/25

6:00 am-5:00 am

2 stops20h 00m

$864

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 12/13

9:15 pm-12:32 pm

2 stops18h 17m

Chicago Midway

Sat 1/17

9:30 am-5:40 am

2 stops17h 10m

$864

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 26 results
1
2
3

Best time to book a flight from Guarulhos Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Guarulhos Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sao Paulo Guarulhos Intl Airport to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Guarulhos Intl to Chicago. Price data was last updated on August 8, 2025.

Booking 35 days in advance of your planned departure date is, on average, the best time to get cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $245). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from GRU to CHI?

Find hourly flight availability from Guarulhos Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

It’s typically best to fly out from Sao Paulo Guarulhos Intl Airport to Chicago in the morning. Doing so could potentially save you 8% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Sao Paulo Guarulhos Intl Airport to Chicago

Explore weekly flight availability from Guarulhos Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 18, 2025.

The most flights from GRU to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 18, 2025.
Read reviews from past customers who have flown Copa Airlines and United Airlines from Sao Paulo Guarulhos Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,510 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,510 reviews
Copa Airlines
7.5
Good
1,510 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,925 reviews
Copa Airlines
7.5
Good
1,510 reviews

Food

6.8

Boarding

7.8

Overall

7.5

Comfort

7.4

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Related info for your journey

Find useful and relevant information for your journey from Guarulhos Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Sao Paulo Guarulhos Intl Airport to Chicago?

    A quick flight from Sao Paulo Guarulhos Intl Airport to Chicago can take about 15h 43m. Delta provides one of the quickest options available for as low as $864. The distance between Sao Paulo Guarulhos Intl Airport and Chicago is about 5218 mi.

  • What are the cheapest airlines flying from Sao Paulo Guarulhos Intl Airport to Chicago round-trip?

    Cheapflights users have booked flights from Sao Paulo Guarulhos Intl Airport to Chicago round-trip from $606. Other airlines that can offer you cheap pricing are Copa Airlines, from $609, and United Airlines, from $687. These flights start at 33% lower than the current average price 3 months from now.

  • What are the cheapest flights from Sao Paulo Guarulhos Intl Airport to Chicago?

    On average you can expect to pay $592 for a flight from Sao Paulo Guarulhos Intl Airport to Chicago. The cheapest flight overall is $246 while the most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl) is currently priced at $596.

  • Can I find deals for flights from Guarulhos Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Guarulhos Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Guarulhos Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Guarulhos Intl to Chicago.

  • Can I find deals for business class flights from Guarulhos Intl to Chicago?

    Yes. Cheapflights offers flight deals from Guarulhos Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $245). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Guarulhos Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Guarulhos Intl to O'Hare Intl flights
Viracopos to O'Hare Intl flights
Guarulhos Intl to St. Louis flights

Top 4 airlines flying from Guarulhos Intl to Chicago

Discover the top 4 airlines that operate flights from Guarulhos Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$606Average$770FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$609Average$772FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$687Average$1,016FlexibilityNo cancel feeOn-time69%
LATAM AirlinesCheapest$844Average$1,110FlexibilityNo cancel feeOn-time81%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.