Chicago

$345+ Cheap flights from Sao Paulo (SAO) 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — CHI
Nov 26 — Dec 31
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The best prices from Sao Paulo to Chicago are usually found in September or August, booked 77 days in advance, depart on a Wednesday or Friday and return on a Thursday

Cheap flight deals from Sao Paulo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Sao Paulo (SAO) 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 November 21, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

January

Cheapest in

September

Round-trip from

$775
(GOL)

One-way from

$345
(Kiwi.com)
Provider with most accurate pricing for Sao Paulo (SAO)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Sao Paulo (SAO)-Chicago (CHI) flights.
High demand for flights, 22% potential price rise
Best time to find cheap flights, 12% potential price drop
From Sao Paulo (SAO) to Chicago (CHI)
One-way flight from Sao Paulo (SAO) to Chicago (CHI)

Find flight deals from Sao Paulo to Chicago

Cheapest flights from Sao Paulo to Chicago
Explore the most affordable flight options available from Sao Paulo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Mytrip deal was found by Cheapflights users on 11/20. 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 12/310:45 pmGRU - ORD
3 stops27h 22mMultiple Airlines
Sun 1/191:35 pmORD - GRU
1 stop33h 45mMultiple Airlines
Deal found 11/20$857
This Avianca deal was found by Cheapflights users on 11/19. 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 11/211:50 amGRU - ORD
1 stop13h 25mAvianca
Mon 12/91:35 pmORD - GRU
1 stop13h 15mAvianca
Deal found 11/19$876
This Air Canada deal was found by Cheapflights users on 11/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/39:25 pmGRU - ORD
1 stop14h 32mAir Canada
Tue 2/42:05 pmORD - GRU
2 stops17h 25mAir Canada
Deal found 11/20$919
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Fri 12/62:05 pmVCP - ORD
1 stop23h 46mMultiple Airlines
Tue 12/2412:09 pmORD - VCP
1 stop13h 36mMultiple Airlines
Deal found 11/19$978
This GOL deal was found by Cheapflights users on 11/20. 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.
Tue 12/310:45 pmGRU - ORD
2 stops22h 14mGOL
Tue 2/45:52 pmORD - GRU
2 stops35h 18mGOL
Deal found 11/20$990
This Copa Airlines deal was found by Cheapflights users on 11/20. 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.
Fri 11/225:10 amGRU - ORD
1 stop21h 11mCopa Airlines
Mon 12/96:54 amORD - GRU
1 stop17h 31mCopa Airlines
Deal found 11/20$1,003
This MaxMilhas deal was found by Cheapflights users on 11/21. 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.
Wed 12/2510:40 amGRU - ORD
1 stop16h 16mLATAM Airlines
Wed 1/15:57 pmORD - GRU
2 stops23h 23mLATAM Airlines
Deal found 11/21$1,131
This United deal was found by Cheapflights users on 11/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/159:45 pmGRU - ORD
Nonstop10h 40mUnited Airlines
Mon 12/304:48 pmORD - GRU
1 stop13h 42mUnited Airlines
Deal found 11/19$1,189
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/1311:10 pmGRU - MDW
2 stops20h 02mDelta
Sat 1/113:41 pmMDW - GRU
1 stop14h 54mDelta
Deal found 11/20$1,201
This LATAM Airlines deal was found by Cheapflights users on 11/20. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/231:00 amGRU - MDW
2 stops24h 06mLATAM Airlines
Sun 1/193:41 pmMDW - GRU
1 stop14h 54mLATAM Airlines
Deal found 11/20$1,207
This Expedia deal was found by Cheapflights users on 11/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1611:05 amVCP - ORD
1 stop27h 41mAzul
Sat 1/112:10 pmORD - VCP
2 stops18h 30mAzul
Deal found 11/20$1,538
This GOL deal was found by Cheapflights users on 11/20. 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.
Mon 12/236:00 amVCP - ORD
2 stops21h 26mGOL
Wed 1/15:35 pmORD - VCP
2 stops26h 10mGOL
Deal found 11/20$1,586

Find flights from Sao Paulo to Chicago within your budget

Customize your flight search to find flights from Sao Paulo 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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 3/11

9:50 pm-9:46 pm

2 stops25h 56m

Chicago O'Hare Intl

Mon 3/17

6:54 pm-8:25 pm

2 stops47h 31m

$775

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Mon 2/3

6:05 pm-10:47 am

2 stops19h 42m

Chicago O'Hare Intl

Tue 2/11

1:06 pm-10:40 am

2 stops18h 34m

$776

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Mon 2/3

7:35 pm-11:40 am

2 stops19h 05m

Chicago O'Hare Intl

Tue 2/11

5:52 pm-10:25 pm

2 stops25h 33m

$781

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 2/23

10:50 pm-10:06 am

1 stop14h 16m

Chicago O'Hare Intl

Fri 2/28

2:03 pm-9:55 am

1 stop16h 52m

$830

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 12/3

10:45 pm-11:07 pm

3 stops27h 22m

Chicago O'Hare Intl

Sun 1/19

1:35 pm-2:20 am

1 stop33h 45m

$857

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 12/2

1:50 am-12:15 pm

1 stop13h 25m

Chicago O'Hare Intl

Sun 1/19

2:35 pm-2:20 am

2 stops32h 45m

$882

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 4/10

9:00 pm-10:54 am

1 stop15h 54m

Chicago O'Hare Intl

Sun 4/20

3:35 pm-8:35 am

1 stop15h 00m

$907

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 2/2

3:15 am-11:27 pm

1 stop23h 12m

Chicago O'Hare Intl

Mon 2/10

6:55 am-12:15 am

1 stop14h 20m

$936

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Mon 2/10

6:45 pm-2:55 pm

2 stops23h 10m

Chicago O'Hare Intl

Sun 2/16

10:35 am-4:45 am

1 stop15h 10m

$946

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Fri 12/6

2:05 pm-10:51 am

1 stop23h 46m

Chicago O'Hare Intl

Tue 12/24

12:09 pm-4:45 am

1 stop13h 36m

$978

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 36 results
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Compare providers for flights from Sao Paulo to Chicago

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 Sao Paulo to Chicago in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice 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 Sao Paulo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sao Paulo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sao Paulo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Sao Paulo-Chicago 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 Sao Paulo-Chicago 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 Sao Paulo to Chicago

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

Travel insights for flights from Sao Paulo to Chicago

Get recent, data-driven insights about flights from Sao Paulo to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Sao Paulo to Chicago. Price data was last updated on November 15, 2024.

The best time to book flights from Sao Paulo to Chicago is 50 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, September is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $232). Flying from Sao Paulo to Chicago in June is currently the most expensive (average of $308). 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 SAO to CHI?

Find hourly flight availability from Sao Paulo 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 November 21, 2024.

When flying from Sao Paulo to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 22% versus a flight at noon.

Weekly flight availability from Sao Paulo to Chicago

Explore weekly flight availability from Sao Paulo 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 November 21, 2024.

The most flights from SAO 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).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 21, 2024.
Read reviews from past customers who have flown LATAM Airlines, GOL and Avianca from Sao Paulo to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

8.1
Very good
836 reviews
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

8.0
Very good
8,758 reviews
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

7.8
Good
1,785 reviews
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

7.5
Good
1,939 reviews
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

7.5
Good
2,004 reviews
8.1
Very good
836 reviews

Comfort

8.0

Food

7.3

Overall

8.1

Crew

8.6

Entertainment

7.6

Boarding

8.1

Reviews

1 / 10

My flight was cancelled by Azul and I was never contacted by the company nor Budget Air. I received emails to prepare for my flight 2 days before departure. For my surprise, the flight was cancelled and I couldn’t find anyone at BudgetAir to talk to. (Only email::: Don’t know if it was a Robotic message). When I called Azul, they mentioned the flight was cancelled a month after I purchased the tickets and I was never informed. I had to overpay for another ticket in order to get back to my destination.

Related info for your journey

Find useful and relevant information for your journey from Sao Paulo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from Sao Paulo to Chicago round-trip?

    Currently priced at $775, GOL will fly you from Sao Paulo to Chicago and back. In addition to GOL, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from LATAM Airlines and Avianca - these airlines can fly you to your destination from $830 and $882, respectively. You may be able to fly from Sao Paulo to Chicago for 24% less than the average price by searching for these airlines.

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

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as $372. However, be on the lookout for offers from GOL and Avianca, as they are both options that can get you from Sao Paulo to Chicago for a low price.

  • What are the most popular routes from Sao Paulo to Chicago?

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

    The cheapest flight price from Sao Paulo to Chicago is $300. On average you can expect to pay $780. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $717.

  • Can I find deals for flights from Sao Paulo to Chicago that include hotel bookings?

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

  • How can I find direct flights from Sao Paulo to Chicago?

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

  • Can I find deals for business class flights from Sao Paulo to Chicago?

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

    Currently, September is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $232). Flying from Sao Paulo to Chicago in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sao Paulo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Sao Paulo to Chicago

Discover the top 4 airlines that operate flights from Sao Paulo 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$651Average$909FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$851Average$918FlexibilityNo cancel feeOn-time67%
AzulCheapest$863Average$869FlexibilityNo cancel feeOn-time82%
United AirlinesCheapest$951Average$1,514FlexibilityNo cancel feeOn-time69%
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