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Guarulhos Intl

$203+ Cheap flights from Chicago (CHI) to Guarulhos Intl, Brazil (GRU)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GRU
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sao Paulo Guarulhos Intl are usually found in April or September, booked 90 days in advance, depart on a Thursday or Saturday and return on a Monday

Cheap flight deals from Chicago to Guarulhos Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Guarulhos Intl (GRU). 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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$471
(MaxMilhas)

One-way from

$203
(Arajet)

Popular in

December

Cheapest in

April

Average price

$886

Good round-trip deal

$517 or less

Good one-way deal

$516 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo Guarulhos Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo Guarulhos Intl flights.
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From Chicago (CHI) to Sao Paulo Guarulhos Intl
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One-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl
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Highest demand for flights based on searches. 13% potential increase in price ($131 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.
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Find flight deals from Chicago to Guarulhos Intl

Cheapest flights from Chicago to Guarulhos Intl
Explore the most affordable flight options available from Chicago to Guarulhos Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This MaxMilhas deal was found by Cheapflights users on 10/12. 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 MaxMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:05 pmORD - GRU
1 stop23h 10mGOL
Mon 11/177:35 amGRU - ORD
1 stop31h 40mGOL
Deal found 10/12$471
This Mytrip deal was found by Cheapflights users on 10/12. 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 11/265:45 amORD - GRU
1 stop13h 35mMultiple Airlines
Wed 12/311:59 pmGRU - ORD
2 stops21h 37mMultiple Airlines
Deal found 10/12$472
This Flightnetwork deal was found by Cheapflights users on 10/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2811:20 pmORD - GRU
1 stop21h 20mAvianca
Thu 11/62:40 amGRU - ORD
1 stop20h 40mAvianca
Deal found 10/13$476
This Booking.com deal was found by Cheapflights users on 10/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/210:20 pmORD - GRU
1 stop24h 15mAvianca
Tue 11/112:40 amGRU - ORD
1 stop20h 40mAvianca
Deal found 10/12$477
This FlightHub deal was found by Cheapflights users on 10/11. 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.
Wed 10/2911:20 pmORD - GRU
1 stop21h 20mAvianca
Mon 11/101:20 amGRU - ORD
1 stop22h 00mAvianca
Deal found 10/11$478
This GOL deal was found by Cheapflights users on 10/13. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/71:35 pmORD - GRU
1 stop33h 00mGOL
Mon 11/177:35 amGRU - ORD
1 stop31h 40mGOL
Deal found 10/13$479
This United Airlines deal was found by Cheapflights users on 10/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:50 pmORD - GRU
Nonstop10h 25mUnited Airlines
Wed 11/199:45 pmGRU - ORD
Nonstop10h 45mUnited Airlines
Deal found 10/14$483
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1211:46 amORD - GRU
1 stop17h 24mAmerican Airlines
Sat 11/2210:35 pmGRU - ORD
1 stop15h 16mAmerican Airlines
Deal found 10/12$485
This GOL deal was found by Cheapflights users on 10/13. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/91:35 pmORD - GRU
1 stop23h 40mGOL
Mon 11/177:35 amGRU - ORD
1 stop31h 40mGOL
Deal found 10/13$486
This Copa Airlines deal was found by Cheapflights users on 10/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/287:59 amORD - GRU
1 stop14h 11mCopa Airlines
Sun 11/23:10 amGRU - ORD
1 stop23h 55mCopa Airlines
Deal found 10/12$488
This United Airlines deal was found by Cheapflights users on 10/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/169:00 amORD - GRU
1 stop22h 20mUnited Airlines
Wed 11/269:45 pmGRU - ORD
Nonstop10h 45mUnited Airlines
Deal found 10/14$490
This American Airlines deal was found by Cheapflights users on 10/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1011:48 amORD - GRU
1 stop15h 17mAmerican Airlines
Sun 11/2310:35 pmGRU - ORD
1 stop15h 16mAmerican Airlines
Deal found 10/13$493

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Guarulhos Intl 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 October 14, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo Guarulhos Intl Airport that are best for you.

Fly from

Chicago

Fly to

Guarulhos Intl

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 11/12

5:50 pm-7:15 am

Nonstop10h 25m

Sao Paulo Guarulhos Intl

Wed 11/19

9:45 pm-5:30 am

Nonstop10h 45m

$483

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 11/9

1:35 pm-4:15 pm

1 stop23h 40m

Sao Paulo Guarulhos Intl

Tue 11/18

5:25 pm-12:15 pm

1 stop21h 50m

$486

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 10/29

2:35 pm-4:15 pm

1 stop23h 40m

Sao Paulo Guarulhos Intl

Tue 11/11

5:25 pm-12:15 pm

1 stop21h 50m

$486

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 11/9

8:50 am-10:20 am

1 stop22h 30m

Sao Paulo Guarulhos Intl

Tue 11/18

9:45 pm-5:30 am

Nonstop10h 45m

$490

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 4/10

2:50 pm-4:05 pm

2 stops23h 15m

Sao Paulo Guarulhos Intl

Sat 4/18

4:50 pm-1:15 pm

1 stop22h 25m

$586

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/9

12:47 pm-9:35 am

1 stop17h 48m

Sao Paulo Guarulhos Intl

Tue 11/18

9:15 pm-11:52 am

1 stop17h 37m

$600

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 11/9

6:45 am-5:40 am

2 stops19h 55m

Sao Paulo Guarulhos Intl

Sun 11/16

9:15 pm-4:46 pm

1 stop22h 31m

$605

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 2/4

1:15 pm-10:10 am

1 stop17h 55m

Sao Paulo Guarulhos Intl

Wed 2/18

2:00 pm-10:46 am

2 stops23h 46m

$627

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Thu 11/20

2:07 pm-6:30 am

1 stop13h 23m

Sao Paulo Guarulhos Intl

Mon 12/8

5:25 am-12:05 am

1 stop21h 40m

$658

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 11/23

6:56 am-12:10 am

1 stop14h 14m

Sao Paulo Guarulhos Intl

Mon 12/1

1:30 am-12:52 pm

1 stop14h 22m

$678

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Showing 1-10 of 44 results
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Compare providers for flights from Chicago to Guarulhos Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Guarulhos Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Sao Paulo Guarulhos Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sao Paulo Guarulhos Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sao Paulo Guarulhos Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sao Paulo Guarulhos Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sao Paulo Guarulhos Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Guarulhos Intl

Have a flexible travel schedule? Discover the best time to fly to Guarulhos Intl from Chicago 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 Chicago to Sao Paulo Guarulhos Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Guarulhos Intl. Price data was last updated on October 10, 2025.

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Sao Paulo Guarulhos Intl Airport. 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 Chicago to Sao Paulo Guarulhos Intl Airport?

Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo Guarulhos Intl Airport (average of $376). Flying from Chicago to Sao Paulo Guarulhos Intl Airport in August is currently the most expensive (average of $694). 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 CHI to GRU?

Find hourly flight availability from Chicago to Guarulhos Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Sao Paulo Guarulhos Intl Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Chicago to Sao Paulo Guarulhos Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Guarulhos Intl. Price data was last updated on December 1, 2024.

Travelers seeking maximum savings on their Chicago to Sao Paulo Guarulhos Intl Airport flight should consider departing on Monday afternoons when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Sao Paulo Guarulhos Intl Airport

Explore weekly flight availability from Chicago to Guarulhos Intl. 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 October 14, 2025.

The most flights from CHI to GRU 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).

How much does it cost to fly round-trip from Chicago to Sao Paulo Guarulhos Intl Airport?

Reviews of airlines servicing Guarulhos Intl

Get insights into the airlines that provide service to Guarulhos Intl. 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 Guarulhos Intl. Reviews last updated October 14, 2025.
See what other customers who have flown with Copa Airlines, LATAM Airlines, and United Airlines from Chicago to Sao Paulo Guarulhos Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,549 reviews
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
LATAM Airlines
7.5
Good
1,866 reviews
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,977 reviews
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Air Canada
7.1
Good
10,298 reviews
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,450 reviews
Copa Airlines
7.6
Good
1,549 reviews

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Chicago to Guarulhos Intl. 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 Chicago to Sao Paulo Guarulhos Intl Airport?

    Departing from Chicago to Sao Paulo Guarulhos Intl Airport will take you 10h 25m. There are 5233 mi between Chicago and Sao Paulo Guarulhos Intl Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Chicago to Sao Paulo Guarulhos Intl Airport round-trip from $376. Other airlines that can offer you cheap pricing are United Airlines, from $435, and Delta, from $487. Users have found that Copa Airlines is 55% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Sao Paulo Guarulhos Intl Airport one-way?

    To fly one-way, consider booking your trip with Arajet, which is currently one of the cheapest options available, starting at $203. GOL flights start at $227 while deals on Avianca start at $230 one-way.

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

    The cheapest flight price from Chicago to Sao Paulo Guarulhos Intl Airport is $303. On average you can expect to pay $670. The most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), can usually be booked for $428.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Guarulhos Intl 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 Chicago to Sao Paulo Guarulhos Intl Airport?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo Guarulhos Intl Airport (average of $376). Flying from Chicago to Sao Paulo Guarulhos Intl Airport in August is currently the most expensive (average of $694). 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 Sao Paulo Guarulhos Intl Airport?

Book flights to Sao Paulo Guarulhos Intl Airport if you plan to visit one of these locations
Guarulhos

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Top 7 airlines flying from Chicago to Guarulhos Intl

Discover the top 7 airlines that operate flights from Chicago to Guarulhos Intl. 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$376Average$690FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$435Average$1,003FlexibilityNo cancel feeOn-time69%
DeltaCheapest$487Average$667FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$643FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$500Average$1,058FlexibilityNo cancel feeOn-time71%
AviancaCheapest$605Average$815FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$696Average$836FlexibilityNo cancel feeOn-time67%

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