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Guarulhos Intl

$233+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GRU
Jan 4 — Jan 111
Sun 1/4
Sun 1/11
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Sao Paulo Guarulhos Intl are usually found in February or April, booked 90 days in advance, depart on a Thursday or Wednesday and return on a Sunday

Cheap 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 December 5, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/77:20 amORD - GRU
2 stops19h 20mMultiple Airlines
Mon 12/83:10 amGRU - ORD
1 stop23h 55mMultiple Airlines
Deal found 12/3$671
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 12/85:45 amORD - GRU
1 stop13h 35mMultiple Airlines
Wed 12/105:25 amGRU - ORD
1 stop21h 40mMultiple Airlines
Deal found 12/4$688
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/72:07 pmORD - GRU
1 stop13h 23mCopa Airlines
Tue 12/95:25 amGRU - ORD
1 stop21h 40mCopa Airlines
Deal found 12/3$755
This Mytrip deal was found by Cheapflights users on 12/4. 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.
Tue 12/97:41 pmORD - GRU
2 stops17h 34mMultiple Airlines
Thu 12/114:05 amGRU - ORD
2 stops20h 43mMultiple Airlines
Deal found 12/4$762
This Avianca deal was found by Cheapflights users on 12/4. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:20 pmORD - GRU
1 stop14h 55mAvianca
Fri 2/61:20 amGRU - ORD
1 stop22h 00mAvianca
Deal found 12/4$787
This Priceline deal was found by Cheapflights users on 12/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/910:20 pmORD - GRU
1 stop14h 55mAvianca
Fri 12/127:35 amGRU - ORD
1 stop15h 45mAvianca
Deal found 12/4$823
This Kiwi.com deal was found by Cheapflights users on 12/4. 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.
Fri 12/512:09 pmORD - GRU
2 stops29h 41mMultiple Airlines
Thu 12/114:05 amGRU - ORD
1 stop20h 55mMultiple Airlines
Deal found 12/4$825
This Avianca deal was found by Cheapflights users on 12/3. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:20 pmORD - GRU
1 stop14h 55mAvianca
Thu 1/221:20 amGRU - ORD
1 stop22h 00mAvianca
Deal found 12/3$826
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 12/83:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Wed 12/1011:59 pmGRU - MDW
2 stops24h 54mMultiple Airlines
Deal found 12/4$881
This KAYAK deal was found by Cheapflights users on 12/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:50 pmMDW - GRU
2 stops18h 05mLATAM Airlines
Wed 12/103:45 pmGRU - MDW
2 stops21h 09mLATAM Airlines
Deal found 12/4$996
This Orbitz deal was found by Cheapflights users on 12/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:50 amMDW - GRU
1 stop16h 50mLATAM Airlines
Sat 1/1012:55 pmGRU - MDW
2 stops36h 12mLATAM Airlines
Deal found 12/4$999
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 12/76:37 pmMDW - GRU
2 stops30h 13mMultiple Airlines
Sat 12/1310:20 amGRU - MDW
1 stop15h 10mMultiple Airlines
Deal found 12/4$1,117

Find 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 December 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$541
(Trip.com)

One-way from

$233
(Arajet)

Popular in

December

Cheapest in

February

Average price

$1,158

Good round-trip deal

$915 or less

Good one-way deal

$2,413 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo Guarulhos Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo Guarulhos Intl flights.
Search Deals
From Chicago (CHI) to Sao Paulo Guarulhos Intl
Search Deals
One-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.
Search Deals

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 December 5, 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

Sun 4/12

2:35 pm-3:20 pm

1 stop22h 45m

Sao Paulo Guarulhos Intl

Sat 4/25

7:20 am-1:15 pm

1 stop31h 55m

$698

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 5/8

2:35 pm-3:20 pm

1 stop22h 45m

Sao Paulo Guarulhos Intl

Sat 5/23

1:45 am-1:15 pm

1 stop13h 30m

$698

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Thu 2/19

7:34 am-12:10 am

1 stop13h 36m

Sao Paulo Guarulhos Intl

Sun 2/22

3:10 am-12:04 am

1 stop23h 54m

$700

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 2/13

7:34 am-6:30 am

1 stop19h 56m

Sao Paulo Guarulhos Intl

Sat 2/21

1:30 am-12:31 pm

1 stop14h 01m

$740

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sat 5/16

2:50 pm-9:10 pm

2 stops28h 20m

Sao Paulo Guarulhos Intl

Fri 5/29

1:45 am-1:15 pm

1 stop13h 30m

$756

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 5/6

2:50 pm-7:50 pm

2 stops27h 00m

Sao Paulo Guarulhos Intl

Wed 5/20

4:45 pm-9:25 pm

2 stops30h 40m

$764

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Mon 1/26

7:35 am-12:15 am

1 stop13h 40m

Sao Paulo Guarulhos Intl

Thu 1/29

5:25 am-10:21 pm

1 stop19h 56m

$794

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sat 1/24

5:50 pm-7:15 am

Nonstop10h 25m

Sao Paulo Guarulhos Intl

Wed 2/4

9:45 pm-5:30 am

Nonstop10h 45m

$798

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 2/27

5:50 pm-7:15 am

Nonstop10h 25m

Sao Paulo Guarulhos Intl

Sat 3/7

10:15 pm-6:00 am

Nonstop10h 45m

$798

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 3/18

6:50 pm-7:15 am

Nonstop10h 25m

Sao Paulo Guarulhos Intl

Sun 3/29

10:20 pm-6:45 am

Nonstop10h 25m

$798

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 42 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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Sao Paulo Guarulhos Intl Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 28, 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 December 5, 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 December 5, 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?

How often are flights from Chicago to Sao Paulo delayed?

About 39% of weekly flights between Chicago and Sao Paulo have experienced delays in the past year, with the average delay time being 168 minutes.

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

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

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

Thursday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.

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

Over the last year, United Airlines have had the lowest number of delays on this route, with just 39% of flights being delayed.

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 December 5, 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
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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
1,554 reviews
Copa Airlines
7.6
Good
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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
1,890 reviews
Copa Airlines
7.6
Good
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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
9,064 reviews
Copa Airlines
7.6
Good
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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
10,500 reviews
Copa Airlines
7.6
Good
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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
2,480 reviews
Copa Airlines
7.6
Good
1,554 reviews

Overall

7.6

Food

6.9

Entertainment

6.8

Comfort

7.4

Crew

8.1

Boarding

7.8

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 13h 36m. 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 Avianca, from $485. Users have found that Copa Airlines is 53% 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 Copa Airlines, which is currently one of the cheapest options available, starting at $219. Avianca flights start at $234 while deals on United Airlines start at $523 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 $677. On average you can expect to pay $2,007. The most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), can usually be booked for $437.

  • 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

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Top 8 airlines flying from Chicago to Guarulhos Intl

Discover the top 8 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 December 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$376Average$677FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$435Average$998FlexibilityNo cancel feeOn-time69%
DeltaCheapest$487Average$627FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$602FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$500Average$893FlexibilityNo cancel feeOn-time71%
AviancaCheapest$572Average$807FlexibilityNo cancel feeOn-time71%
GOLCheapest$596Average$610FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$696Average$826FlexibilityNo cancel feeOn-time67%

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