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$225+ Cheap flights from Chicago (CHI) to Sao Paulo, Brazil (SAO)

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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAO
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sao Paulo are usually found in March or February, booked 55 days in advance, depart on a Thursday or Tuesday and return on a Tuesday

Cheap flight deals from Chicago to Sao Paulo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sao Paulo (SAO). 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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$564
(Trip.com)

One-way from

$225
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$873

Good round-trip deal

$1,098 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
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From Chicago (CHI) to Sao Paulo (SAO)
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One-way flight from Chicago (CHI) to Sao Paulo (SAO)
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo (SAO).
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Find flight deals from Chicago to Sao Paulo

Cheapest flights from Chicago to Sao Paulo
Explore the most affordable flight options available from Chicago to Sao Paulo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Trip.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2412:41 pmORD - VCP
1 stop28h 04mMultiple Airlines
Sat 5/319:30 amVCP - ORD
1 stop16h 35mMultiple Airlines
Deal found 4/23$564
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Wed 5/75:05 amORD - GRU
2 stops22h 30mMultiple Airlines
Mon 5/128:55 pmGRU - ORD
1 stop27h 05mMultiple Airlines
Deal found 4/23$630
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:41 pmORD - CGH
3 stops31h 24mMultiple Airlines
Sat 6/142:15 pmCGH - ORD
3 stops35h 30mMultiple Airlines
Deal found 4/23$663
This Air Canada deal was found by Cheapflights users on 4/23. 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.
Sun 5/253:35 pmORD - GRU
1 stop16h 10mAir Canada
Wed 6/49:00 pmGRU - ORD
1 stop19h 55mAir Canada
Deal found 4/23$686
This Avianca deal was found by Cheapflights users on 4/23. 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 5/92:35 pmORD - GRU
1 stop13h 00mAvianca
Sat 5/171:45 amGRU - ORD
1 stop13h 30mAvianca
Deal found 4/23$691
This Mytrip deal was found by Cheapflights users on 4/22. 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 5/305:50 pmMDW - GRU
2 stops30h 25mMultiple Airlines
Mon 6/98:55 pmGRU - MDW
2 stops21h 29mMultiple Airlines
Deal found 4/22$694
This Copa Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 6/47:54 amORD - GRU
1 stop14h 36mCopa Airlines
Tue 6/171:30 amGRU - ORD
1 stop14h 17mCopa Airlines
Deal found 4/23$696
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Mon 6/28:04 pmMDW - VCP
2 stops30h 56mMultiple Airlines
Thu 6/1212:00 pmVCP - MDW
2 stops28h 03mMultiple Airlines
Deal found 4/23$720
This GOL deal was found by Cheapflights users on 4/22. 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 9/82:25 pmORD - CGH
2 stops20h 10mGOL
Mon 9/156:15 pmCGH - ORD
2 stops45h 00mGOL
Deal found 4/22$828
This KAYAK deal was found by Cheapflights users on 4/23. 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.
Wed 10/226:50 pmMDW - GRU
2 stops18h 05mLATAM Airlines
Tue 10/287:25 pmGRU - MDW
2 stops18h 30mLATAM Airlines
Deal found 4/23$905
This GOL deal was found by Cheapflights users on 4/23. 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 5/62:35 pmORD - VCP
2 stops25h 50mGOL
Wed 5/217:05 pmVCP - ORD
2 stops44h 10mGOL
Deal found 4/23$907
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 6/412:48 pmMDW - GRU
1 stop14h 52mDelta
Wed 6/1110:05 amGRU - MDW
1 stop13h 40mDelta
Deal found 4/22$1,212

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Sao Paulo 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 April 24, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo that are best for you.

Fly from

Chicago

Fly to

Sao Paulo

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 5/24

12:41 pm-6:45 pm

1 stop28h 04m

Sao Paulo Viracopos

Sat 5/31

9:30 am-12:05 am

1 stop16h 35m

$564

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 5/7

5:05 am-5:35 am

2 stops22h 30m

Sao Paulo Guarulhos Intl

Mon 5/12

8:55 pm-10:00 pm

1 stop27h 05m

$630

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Sat 6/7

12:41 pm-10:05 pm

3 stops31h 24m

Sao Paulo Congonhas

Sat 6/14

2:15 pm-11:45 pm

3 stops35h 30m

$663

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 5/25

3:35 pm-9:45 am

1 stop16h 10m

Sao Paulo Guarulhos Intl

Wed 6/4

9:00 pm-2:55 pm

1 stop19h 55m

$686

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Fri 5/9

2:35 pm-5:35 am

1 stop13h 00m

Sao Paulo Guarulhos Intl

Sun 5/18

1:45 am-1:15 pm

1 stop13h 30m

$691

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Fri 5/30

5:50 pm-2:15 am

2 stops30h 25m

Sao Paulo Guarulhos Intl

Mon 6/9

8:55 pm-4:24 pm

2 stops21h 29m

$694

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 6/4

7:54 am-12:30 am

1 stop14h 36m

Sao Paulo Guarulhos Intl

Tue 6/17

1:30 am-1:47 pm

1 stop14h 17m

$696

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

Mon 6/2

8:04 pm-5:00 am

2 stops30h 56m

Sao Paulo Viracopos

Thu 6/12

12:00 pm-2:03 pm

2 stops28h 03m

$720

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Mon 9/8

2:25 pm-12:35 pm

2 stops20h 10m

Sao Paulo Congonhas

Mon 9/15

6:15 pm-1:15 pm

2 stops45h 00m

$828

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 7/8

1:05 pm-5:40 am

1 stop14h 35m

Sao Paulo Guarulhos Intl

Sat 7/12

4:35 pm-9:51 am

2 stops19h 16m

$905

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 33 results
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Compare providers for flights from Chicago to Sao Paulo

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 Sao Paulo in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Sao Paulo flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Sao Paulo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sao Paulo flights, Cheapflights users trust AranGrant the most. AranGrant 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 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 Sao Paulo

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sao Paulo. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Sao Paulo, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, October is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $691). Flying from Chicago to Sao Paulo in December is currently the most expensive (average of $1,209). 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 SAO?

Find hourly flight availability from Chicago to Sao Paulo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 39% on flights from Chicago to Sao Paulo by exploring options for tickets at noon.

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

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

Travelers seeking maximum savings on their Chicago to Sao Paulo flight should consider departing on Sunday at noon when fares are most often at their lowest. Wednesday 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

Explore weekly flight availability from Chicago to Sao Paulo. 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 April 24, 2025.

The most flights from CHI to SAO 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 Sao Paulo by month

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

In terms of precipitation, rainfall in Sao Paulo ranges from 0.8 - 9.4 inches per month. January is typically the wettest month, when rainfall can reach 9.4 in. July is typically the driest time to visit Sao Paulo when rainfall is around 0.8 in.

Temperature in Sao Paulo by month

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

If weather is an important factor for your trip to Sao Paulo, use this chart to help with planning. For those seeking warmer temperatures, January 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 June, when temperatures are typically at their lowest (around 62.6 F).

Reviews of airlines servicing Sao Paulo

Get insights into the airlines that provide service to Sao Paulo. 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 Sao Paulo. Reviews last updated April 24, 2025.
Get a feel of what it's like to fly with Azul, Delta and Copa Airlines from Chicago to Sao Paulo by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.
Azul
8.0
Very good
775 reviews
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.
Delta
8.0
Very good
7,920 reviews
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.
Copa Airlines
7.6
Good
1,411 reviews
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.
LATAM Airlines
7.5
Good
1,765 reviews
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.
Aeromexico
7.5
Good
1,700 reviews
Azul
8.0
Very good
775 reviews

Crew

8.6

Food

7.1

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 14
2.0
Mediocre

Mike,Feb 2025

NVT - LIS

Experience was terrible. Flight cancelled. Missed connection. Replace service with EuroAtlantic airlines. Awful seats, awful food.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sao Paulo. 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 Chicago to Sao Paulo round-trip?

    According to our current data, Avianca ($669), Air Canada ($686), and Copa Airlines ($696) offers the cheapest pricing from Chicago to Sao Paulo. Avianca is priced at 33% lower than the current average price of a flight leaving 3 months from now.

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

    The cheapest airline one-way is Avianca, with whom users have recently found tickets for as low as $318. However, be on the lookout for offers from Copa Airlines and GOL, as they are both options that can get you from Chicago to Sao Paulo for a low price.

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

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

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

    While on average a flight from Chicago to Sao Paulo is generally $1,198, our data shows the cheapest flight currently is $943. When looking at the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), you can expect to pay $586 for that flight.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $691). Flying from Chicago to Sao Paulo in December is currently the most expensive (average of $1,209). 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.

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Top 8 airlines flying from Chicago to Sao Paulo

Discover the top 8 airlines that operate flights from Chicago to Sao Paulo. 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$376Average$746FlexibilityNo cancel feeOn-time70%
AzulCheapest$450Average$1,592FlexibilityNo cancel feeOn-time82%
DeltaCheapest$487Average$677FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$648FlexibilityNo cancel feeOn-time81%
AviancaCheapest$605Average$880FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$727Average$988FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$758Average$1,255FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$773Average$1,209FlexibilityNo cancel feeOn-time69%

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