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$313+ Cheap flights from Sao Paulo, Brazil (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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
SAO — CHI
févr. 27 — mars 61
jeu. 2/27
jeu. 3/6
1 adult, Economy
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The best prices from Sao Paulo to Chicago are usually found in September or March, booked 32 days in advance, depart on a Monday or Sunday 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 février 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$634
(Mytrip)

One-way from

$313
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$986

Good round-trip deal

$747 or less

Good one-way deal

$367 or less
Provider with most accurate pricing for Sao Paulo (SAO)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Sao Paulo (SAO)-Chicago (CHI) flights.
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From Sao Paulo (SAO) to Chicago (CHI)
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One-way flight from Sao Paulo (SAO) to Chicago (CHI)
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Highest demand for flights based on searches. 3% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Sao Paulo (SAO) to Chicago (CHI).
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Price to beat on a one-way flight from Sao Paulo (SAO) to Chicago (CHI).
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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 février 22, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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.
mer. 5/216:00 amGRU - ORD
2 stops39h 58mMultiple Airlines
mer. 5/285:05 amORD - GRU
2 stops32h 15mMultiple Airlines
Deal found 2/20$634
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/2310:15 amVCP - ORD
1 stop16h 26mMultiple Airlines
jeu. 4/247:49 pmORD - VCP
1 stop20h 56mMultiple Airlines
Deal found 2/21$655
This Gurufare deal was found by Cheapflights users on 2/20. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 2/229:00 amGRU - ORD
2 stops27h 02mGOL
lun. 2/2410:10 amORD - GRU
2 stops18h 55mGOL
Deal found 2/20$684
This GOL deal was found by Cheapflights users on 2/21. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/116:30 amCGH - ORD
2 stops18h 09mGOL
mar. 5/201:18 pmORD - CGH
2 stops38h 47mGOL
Deal found 2/21$710
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/239:25 amCGH - ORD
2 stops24h 39mMultiple Airlines
jeu. 4/241:47 pmORD - CGH
2 stops19h 03mMultiple Airlines
Deal found 2/21$784
This 123 Milhas deal was found by Cheapflights users on 2/19. 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 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/251:30 amGRU - ORD
1 stop14h 12mCopa Airlines
mer. 10/87:54 amORD - GRU
1 stop14h 36mCopa Airlines
Deal found 2/19$792
This Priceline deal was found by Cheapflights users on 2/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 4/61:45 amGRU - ORD
1 stop13h 30mAvianca
ven. 4/112:35 pmORD - GRU
1 stop13h 00mAvianca
Deal found 2/21$805
This Air Canada deal was found by Cheapflights users on 2/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/259:45 pmGRU - ORD
1 stop16h 09mAir Canada
lun. 3/33:35 pmORD - GRU
1 stop15h 55mAir Canada
Deal found 2/21$880
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 3/2810:15 pmGRU - ORD
Nonstop10h 40mUnited Airlines
lun. 4/79:20 pmORD - GRU
Nonstop10h 10mUnited Airlines
Deal found 2/21$903
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/2610:50 pmGRU - MDW
1 stop15h 16mDelta
mer. 4/24:59 pmMDW - GRU
1 stop14h 01mDelta
Deal found 2/21$909
This Delta deal was found by Cheapflights users on 2/20. 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.
jeu. 4/1710:50 pmGRU - ORD
2 stops21h 20mDelta
sam. 4/2611:10 amORD - GRU
2 stops19h 50mDelta
Deal found 2/20$910
This LATAM Airlines deal was found by Cheapflights users on 2/21. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/312:15 pmGRU - MDW
2 stops20h 54mLATAM Airlines
mer. 4/309:52 amMDW - GRU
2 stops17h 23mLATAM Airlines
Deal found 2/21$918

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 2,558,603 searches. Data last updated février 22, 2025.

Fly from

Sao Paulo

Fly to

Chicago

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

mer. 5/21

6:00 am-7:58 pm

2 stops39h 58m

Chicago O'Hare Intl

mer. 5/28

5:05 am-3:20 pm

2 stops32h 15m

$634

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

mer. 4/23

10:15 am-12:41 am

1 stop16h 26m

Chicago O'Hare Intl

jeu. 4/24

7:49 pm-6:45 pm

1 stop20h 56m

$655

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

mar. 5/13

6:00 am-9:25 pm

2 stops17h 25m

Chicago O'Hare Intl

mar. 5/27

5:10 pm-4:05 pm

2 stops20h 55m

$703

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

ven. 4/11

6:30 am-10:39 pm

2 stops18h 09m

Chicago O'Hare Intl

mar. 5/20

1:18 pm-6:05 am

2 stops38h 47m

$710

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

mer. 4/23

9:25 am-8:04 am

2 stops24h 39m

Chicago O'Hare Intl

jeu. 4/24

1:47 pm-10:50 am

2 stops19h 03m

$784

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

jeu. 5/22

3:10 am-12:34 am

1 stop23h 24m

Chicago O'Hare Intl

ven. 5/30

3:07 pm-12:30 am

1 stop31h 23m

$796

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

dim. 4/6

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

ven. 4/11

2:35 pm-5:35 am

1 stop13h 00m

$805

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

mar. 2/25

9:45 pm-10:54 am

1 stop16h 09m

Chicago O'Hare Intl

lun. 3/3

3:35 pm-10:30 am

1 stop15h 55m

$880

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

ven. 3/28

10:15 pm-6:55 am

Nonstop10h 40m

Chicago O'Hare Intl

mar. 4/8

12:45 pm-7:35 am

1 stop16h 50m

$903

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

mer. 3/26

10:50 pm-12:06 pm

1 stop15h 16m

Chicago Midway

mer. 4/2

4:59 pm-9:00 am

1 stop14h 01m

$909

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 41 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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*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 February 14, 2025.

The best time to book flights from Sao Paulo to Chicago is 32 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, August is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $245). Flying from Sao Paulo 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 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 février 22, 2025.

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 23% 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 février 22, 2025.

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 février 22, 2025.
Read reviews from past customers who have flown Azul, Delta and Copa Airlines from Sao Paulo to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Azul
8.0
Very good
792 reviews
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Delta
8.0
Very good
8,212 reviews
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Copa Airlines
7.6
Good
1,502 reviews
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

LATAM Airlines
7.5
Good
1,793 reviews
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

United Airlines
7.4
Good
8,759 reviews
Azul
8.0
Very good
792 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.2

Comfort

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

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 $703, 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 Copa Airlines and Avianca - these airlines can fly you to your destination from $796 and $805, respectively. You may be able to fly from Sao Paulo to Chicago for 29% 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 GOL, with whom users have recently found tickets for as low as $379. However, be on the lookout for offers from Avianca and Copa Airlines, 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?

    When deciding which route to take from Sao Paulo to Chicago consider Sao Paulo Guarulhos Intl - Chicago O'Hare Intl, Sao Paulo Guarulhos Intl - Chicago Midway or Sao Paulo Viracopos - Chicago O'Hare Intl as they are the most popular.

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

    The cheapest flight price from Sao Paulo to Chicago is $270. On average you can expect to pay $754. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $550.

  • 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, August is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $245). Flying from Sao Paulo 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 Sao Paulo?

Book flights to Sao Paulo if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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.
Guarulhos Intl to O'Hare Intl flights
Viracopos to O'Hare Intl flights
Guarulhos Intl to St. Louis flights

Top 5 airlines flying from Sao Paulo to Chicago

Discover the top 5 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 2,558,603 searches. Data last updated février 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$650Average$897FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$851Average$918FlexibilityNo cancel feeOn-time67%
AzulCheapest$863Average$869FlexibilityNo cancel feeOn-time82%
LATAM AirlinesCheapest$973Average$1,129FlexibilityNo cancel feeOn-time81%
United AirlinesCheapest$1,055Average$1,584FlexibilityNo cancel feeOn-time69%
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