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$291+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAO
abr. 2 — abr. 91
mié. 4/2
mié. 4/9
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 marzo 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$532
(Avianca)

One-way from

$291
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$708

Good round-trip deal

$934 or less

Good one-way deal

$773 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)
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Highest demand for flights based on searches. 0% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo (SAO).
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Price to beat on a one-way 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 marzo 28, 2025.

This Avianca deal was found by Cheapflights users on 3/26. 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.
lun. 5/52:35 pmORD - GRU
1 stop13h 00mAvianca
lun. 5/191:45 amGRU - ORD
1 stop13h 30mAvianca
Deal found 3/26$532
This Mytrip deal was found by Cheapflights users on 3/26. 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.
jue. 5/87:47 amORD - VCP
2 stops24h 53mMultiple Airlines
mié. 5/214:55 pmVCP - ORD
2 stops33h 29mMultiple Airlines
Deal found 3/26$559
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
lun. 5/122:35 pmORD - GRU
1 stop13h 00mMultiple Airlines
lun. 5/196:40 amGRU - ORD
2 stops28h 10mMultiple Airlines
Deal found 3/28$572
This Mytrip deal was found by Cheapflights users on 3/26. 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.
mié. 5/76:46 pmORD - CGH
3 stops33h 19mMultiple Airlines
mié. 5/142:40 pmCGH - ORD
3 stops34h 49mMultiple Airlines
Deal found 3/26$631
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
jue. 5/87:54 amORD - GRU
1 stop14h 16mCopa Airlines
sáb. 5/1711:10 amGRU - ORD
1 stop15h 24mCopa Airlines
Deal found 3/27$681
This GOL deal was found by Cheapflights users on 3/27. 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.
mié. 9/245:00 amORD - CGH
2 stops23h 05mGOL
mar. 9/306:30 amCGH - ORD
2 stops16h 45mGOL
Deal found 3/27$685
This GOL deal was found by Cheapflights users on 3/27. 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.
lun. 4/282:50 pmORD - GRU
2 stops20h 20mGOL
jue. 5/810:35 pmGRU - ORD
2 stops50h 13mGOL
Deal found 3/27$685
This KAYAK deal was found by Cheapflights users on 3/26. 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.
jue. 4/32:50 pmORD - VCP
2 stops17h 50mGOL
dom. 4/135:55 pmVCP - ORD
2 stops43h 04mGOL
Deal found 3/26$692
This Air Canada deal was found by Cheapflights users on 3/27. 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. 5/64:00 pmORD - GRU
2 stops15h 45mAir Canada
lun. 5/269:00 pmGRU - ORD
1 stop14h 52mAir Canada
Deal found 3/27$695
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
sáb. 4/1212:58 pmMDW - VCP
1 stop14h 37mMultiple Airlines
sáb. 4/195:55 pmVCP - MDW
2 stops29h 54mMultiple Airlines
Deal found 3/27$844
This FlightHub deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/246:00 amMDW - GRU
1 stop25h 00mLATAM Airlines
vie. 5/3010:30 pmGRU - MDW
2 stops48h 57mLATAM Airlines
Deal found 3/26$982
This Trip.com deal was found by Cheapflights users on 3/27. 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.
sáb. 3/298:58 amMDW - GRU
2 stops18h 37mMultiple Airlines
mar. 4/84:10 amGRU - MDW
2 stops21h 14mMultiple Airlines
Deal found 3/27$1,047

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 marzo 28, 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 - GRU

ORDGRU

Chicago O'Hare Intl

lun. 5/5

2:35 pm-5:35 am

1 stop13h 00m

Sao Paulo Guarulhos Intl

lun. 5/19

1:45 am-1:15 pm

1 stop13h 30m

$532

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

jue. 5/8

7:47 am-10:40 am

2 stops24h 53m

Sao Paulo Viracopos

mié. 5/21

4:55 pm-12:24 am

2 stops33h 29m

$559

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

lun. 5/12

2:35 pm-5:35 am

1 stop13h 00m

Sao Paulo Guarulhos Intl

lun. 5/19

6:40 am-8:50 am

2 stops28h 10m

$572

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

mié. 5/7

6:46 pm-6:05 am

3 stops33h 19m

Sao Paulo Congonhas

mié. 5/14

2:40 pm-11:29 pm

3 stops34h 49m

$631

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

jue. 5/8

7:54 am-12:10 am

1 stop14h 16m

Sao Paulo Guarulhos Intl

sáb. 5/17

11:10 am-12:34 am

1 stop15h 24m

$681

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

lun. 4/28

2:50 pm-1:10 pm

2 stops20h 20m

Sao Paulo Guarulhos Intl

jue. 5/8

10:35 pm-10:48 pm

2 stops50h 13m

$685

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

vie. 5/2

2:50 pm-7:50 am

2 stops39h 00m

Sao Paulo Congonhas

sáb. 5/31

6:00 am-10:48 pm

2 stops18h 48m

$686

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

jue. 4/3

2:50 pm-10:40 am

2 stops17h 50m

Sao Paulo Viracopos

dom. 4/13

5:55 pm-10:59 am

2 stops43h 04m

$692

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

mar. 5/6

4:00 pm-9:45 am

2 stops15h 45m

Sao Paulo Guarulhos Intl

lun. 5/26

9:00 pm-9:52 am

1 stop14h 52m

$695

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

sáb. 4/12

12:58 pm-5:35 am

1 stop14h 37m

Sao Paulo Viracopos

sáb. 4/19

5:55 pm-9:49 pm

2 stops29h 54m

$844

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 35 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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sao Paulo flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sao Paulo 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 March 21, 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 marzo 28, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 41% 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.

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 marzo 28, 2025.
Get a feel of what it's like to fly with Azul, Delta and LATAM 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
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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
773 reviews
Azul
8.0
Very good
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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
7,897 reviews
Azul
8.0
Very good
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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
1,750 reviews
Azul
8.0
Very good
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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
7.5
Good
1,395 reviews
Azul
8.0
Very good
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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
1,701 reviews
Azul
8.0
Very good
773 reviews

Entertainment

7.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.1

Crew

8.6

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 ($532), Copa Airlines ($681), and GOL ($685) offers the cheapest pricing from Chicago to Sao Paulo. Avianca is priced at 47% 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 GOL, with whom users have recently found tickets for as low as $327. However, be on the lookout for offers from Avianca and Azul, 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 Congonhas or Chicago O'Hare Intl - Sao Paulo Viracopos 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 $978, our data shows the cheapest flight currently is $627. When looking at the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), you can expect to pay $544 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 marzo 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$376Average$769FlexibilityNo cancel feeOn-time70%
DeltaCheapest$487Average$767FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$647FlexibilityNo cancel feeOn-time81%
AviancaCheapest$605Average$886FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$727Average$988FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$759Average$1,253FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$773Average$1,246FlexibilityNo cancel feeOn-time69%
AzulCheapest$884Average$1,692FlexibilityNo cancel feeOn-time82%
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