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$293+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAO
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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The best prices from Chicago to Sao Paulo are usually found in February or January, booked 89 days in advance, depart on a Thursday or Friday and return on a Wednesday

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 December 23, 2024.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$604
(Mytrip)

One-way from

$293
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$1,278
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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High demand for flights, 14% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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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 December 23, 2024.

This Priceline deal was found by Cheapflights users on 12/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/251:35 pmORD - GRU
1 stop13h 15mAvianca
Tue 12/314:35 pmGRU - ORD
1 stop22h 40mAvianca
Deal found 12/23$1,023
This Copa Airlines deal was found by Cheapflights users on 12/23. 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 12/256:54 amORD - GRU
1 stop20h 51mCopa Airlines
Mon 12/303:05 amGRU - ORD
1 stop23h 16mCopa Airlines
Deal found 12/23$1,055
This Priceline deal was found by Cheapflights users on 12/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:20 amORD - GRU
1 stop24h 10mMultiple Airlines
Fri 12/274:35 pmGRU - ORD
1 stop22h 40mMultiple Airlines
Deal found 12/23$1,185
This FlightHub deal was found by Cheapflights users on 12/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:00 amORD - GRU
1 stop18h 00mLATAM Airlines
Wed 1/15:30 pmGRU - ORD
2 stops18h 10mLATAM Airlines
Deal found 12/23$1,260
This Kiwi.com deal was found by Cheapflights users on 12/23. 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 12/259:16 amMDW - GRU
1 stop17h 24mMultiple Airlines
Tue 12/312:00 pmGRU - MDW
2 stops21h 21mMultiple Airlines
Deal found 12/23$1,475
This Air Canada deal was found by Cheapflights users on 12/23. 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.
Tue 12/242:05 pmORD - GRU
2 stops17h 25mAir Canada
Wed 1/19:45 pmGRU - ORD
2 stops20h 06mAir Canada
Deal found 12/23$1,623
This KAYAK deal was found by Cheapflights users on 12/23. 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.
Tue 12/2410:08 amMDW - GRU
1 stop16h 32mLATAM Airlines
Fri 12/275:45 pmGRU - MDW
2 stops18h 38mLATAM Airlines
Deal found 12/23$1,624
This Trip.com deal was found by Cheapflights users on 12/23. 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.
Tue 12/241:59 pmORD - VCP
2 stops27h 26mMultiple Airlines
Fri 12/276:05 amVCP - ORD
2 stops31h 41mMultiple Airlines
Deal found 12/23$1,633
This FlightHub deal was found by Cheapflights users on 12/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/242:15 pmORD - VCP
2 stops20h 05mAzul
Tue 12/3110:20 amVCP - ORD
2 stops54h 56mAzul
Deal found 12/23$1,656
This FlightHub deal was found by Cheapflights users on 12/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/242:27 pmORD - CGH
2 stops17h 58mAzul
Tue 12/312:25 pmCGH - ORD
2 stops50h 51mAzul
Deal found 12/23$1,662
This GOL deal was found by Cheapflights users on 12/22. 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 12/235:35 pmORD - VCP
2 stops50h 10mGOL
Mon 12/306:00 amVCP - ORD
2 stops30h 05mGOL
Deal found 12/22$2,104
This GOL deal was found by Cheapflights users on 12/22. 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.
Sat 12/285:30 pmORD - CGH
2 stops25h 55mGOL
Sun 1/57:35 pmCGH - ORD
2 stops29h 02mGOL
Deal found 12/22$2,109

Find flights from Chicago to Sao Paulo within your budget

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 December 23, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 2/5

2:02 pm-4:55 pm

3 stops23h 53m

Sao Paulo Viracopos

Wed 2/12

8:05 am-11:58 pm

3 stops18h 53m

$604

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Wed 2/5

2:02 pm-8:35 pm

3 stops27h 33m

Sao Paulo Congonhas

Wed 2/12

6:05 am-11:58 pm

3 stops20h 53m

$609

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 2/5

5:11 am-5:50 am

2 stops21h 39m

Sao Paulo Guarulhos Intl

Wed 2/12

6:00 am-11:58 pm

3 stops20h 58m

$622

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 2/2

6:55 am-6:45 am

1 stop20h 50m

Sao Paulo Guarulhos Intl

Sat 2/8

5:25 am-11:27 pm

1 stop21h 02m

$675

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Tue 3/18

12:40 pm-6:05 am

2 stops39h 25m

Sao Paulo Congonhas

Tue 3/25

6:00 am-9:30 pm

2 stops17h 30m

$852

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 2/26

1:35 pm-5:50 am

1 stop13h 15m

Sao Paulo Guarulhos Intl

Mon 3/10

1:50 am-1:15 pm

1 stop13h 25m

$860

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Tue 1/21

2:58 pm-10:45 pm

2 stops28h 47m

Sao Paulo Viracopos

Tue 2/25

6:25 pm-11:40 am

2 stops20h 15m

$873

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

Fri 2/21

12:33 pm-5:35 am

1 stop14h 02m

Sao Paulo Viracopos

Wed 2/26

1:15 pm-7:29 pm

1 stop33h 14m

$896

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 2/25

3:35 pm-10:30 am

1 stop15h 55m

Sao Paulo Guarulhos Intl

Sat 3/8

8:45 pm-1:45 pm

1 stop20h 00m

$907

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 2/4

2:55 pm-4:25 pm

2 stops22h 30m

Sao Paulo Guarulhos Intl

Mon 2/10

4:35 pm-12:01 pm

2 stops22h 26m

$938

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 40 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 December.
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*3 stars
Kiwi.comPrice 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.

Travel insights for flights from Chicago to Sao Paulo

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

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 December 20, 2024.

To ensure you get the cheapest price possible for a flight from Chicago to Sao Paulo, you should look to book at least 89 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 December 23, 2024.

Unlike in the evening, when flights are generally more expensive, you can save up to 44% 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. Thursday 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 December 23, 2024.

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 December 23, 2024.
Get a feel of what it's like to fly with Avianca, Air Canada and American 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.
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

ANA
8.4
Very good
841 reviews
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

Azul
8.1
Very good
816 reviews
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

Delta
8.0
Very good
8,588 reviews
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

Copa Airlines
7.7
Good
1,710 reviews
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

Aeromexico
7.5
Good
1,913 reviews
ANA
8.4
Very good
841 reviews

Overall

8.4

Comfort

8.2

Boarding

8.6

Crew

8.7

Entertainment

7.9

Food

7.7

Reviews

1 / 10

Your hospitality was excellent, very polite and kind. The meal was tasty and good. The buns were cold. Who likes cold buns?

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, Copa Airlines ($675), GOL ($852), and Avianca ($860) offers the cheapest pricing from Chicago to Sao Paulo. Copa Airlines is priced at 39% 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 Copa Airlines, with whom users have recently found tickets for as low as $399. 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 Viracopos or Chicago O'Hare Intl - Sao Paulo Congonhas 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 $1,525, our data shows the cheapest flight currently is $591. When looking at the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), you can expect to pay $557 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.

See more FAQs

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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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$487Average$837FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$729FlexibilityNo cancel feeOn-time81%
Copa AirlinesCheapest$585Average$917FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$727Average$1,384FlexibilityNo cancel feeOn-time71%
AviancaCheapest$728Average$999FlexibilityNo cancel feeOn-time71%
AzulCheapest$884Average$1,692FlexibilityNo cancel feeOn-time82%
United AirlinesCheapest$892Average$1,585FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$990Average$1,269FlexibilityNo cancel feeOn-time67%
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