What are the cheapest airlines flying from Sao Paulo to Chicago round-trip?

Currently priced at $644, Avianca will fly you from Sao Paulo to Chicago and back. In addition to Avianca, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Copa Airlines and GOL - these airlines can fly you to your destination from $654 and $672, respectively. You may be able to fly from Sao Paulo to Chicago for 34% 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 Avianca, with whom users have recently found tickets for as low as $335. However, be on the lookout for offers from GOL and Copa Airlines, as they are both options that can get you from Sao Paulo to Chicago for a low price.

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

Travelers seeking maximum savings on their Sao Paulo to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 $297. On average you can expect to pay $1,035. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $593.

What are the most popular airlines that fly from Sao Paulo to Chicago?

The most popular airlines flying from Sao Paulo to Chicago are Air Canada, Copa Airlines and LATAM Airlines. Something to consider prior to booking your flight.

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

Users have found that flying from Sao Paulo to Chicago on a Friday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 33 days in advance, which can save you up to 47% on flights from Sao Paulo to Chicago compared to booking the week you need them. Waiting 33 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $880. For sooner than that we have options available in the next 3 days from $1,051.

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

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, September can be a great choice for travel to Chicago. Flights to Chicago from Sao Paulo in September are about $990 on average during September, but can be found for as low as $638.

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.

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.

$324+ Flights from Sao Paulo, Brazil to Chicago

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Find cheap flights from Sao Paulo to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Sao Paulo to Chicago are usually found in September or March, booked 32 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Sao Paulo to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$637 (Mytrip)
One-way from	$324 (Kiwi.com)
Popular in	July
Cheapest in	September
Average price	$903
Good round-trip deal	$852 or less
Good one-way deal	$455 or less

Provider with most accurate pricing for Sao Paulo (SAO)-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Sao Paulo (SAO)-Chicago (CHI) flights.

Search Deals

From Sao Paulo (SAO) to Chicago (CHI)

Search Deals

One-way flight from Sao Paulo (SAO) to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 4% potential increase in price ($51 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($18 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in March 2025

Search Deals

Price to beat on a round-trip flight from Sao Paulo (SAO) to Chicago (CHI).

Search Deals

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 March 28, 2025.

Wed 4/236:20 amVCP - ORD

3 stops20h 00mMultiple Airlines

Wed 4/307:47 pmORD - VCP

3 stops25h 28mMultiple Airlines

Deal found 3/27

$637

Wed 4/236:00 amGRU - ORD

3 stops20h 20mMultiple Airlines

Wed 4/305:36 amORD - GRU

2 stops31h 44mMultiple Airlines

Deal found 3/27

$640

Sun 4/131:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 4/162:35 pmORD - GRU

1 stop13h 00mAvianca

Deal found 3/26

$644

Tue 8/265:25 amGRU - ORD

1 stop20h 57mCopa Airlines

Tue 9/27:54 amORD - GRU

1 stop14h 36mCopa Airlines

Deal found 3/27

$654

Sun 10/55:55 pmVCP - ORD

2 stops31h 53mGOL

Mon 10/201:21 pmORD - VCP

2 stops19h 19mGOL

Deal found 3/26

$671

Sun 9/710:40 pmGRU - ORD

2 stops24h 35mGOL

Sun 9/212:55 pmORD - GRU

2 stops20h 15mGOL

Deal found 3/26

$672

Wed 5/76:30 amCGH - ORD

2 stops37h 43mGOL

Wed 5/1411:35 amORD - CGH

2 stops52h 25mGOL

Deal found 3/26

$681

Sat 5/109:00 pmGRU - ORD

1 stop25h 12mAir Canada

Sat 5/1712:00 pmORD - GRU

1 stop19h 15mAir Canada

Deal found 3/26

$743

Thu 5/15:55 pmCGH - ORD

3 stops21h 20mMultiple Airlines

Thu 5/87:47 amORD - CGH

2 stops20h 18mMultiple Airlines

Deal found 3/27

$770

Mon 5/510:15 amVCP - ORD

1 stop27h 16mAzul

Sat 5/247:00 amORD - VCP

2 stops22h 15mAzul

Deal found 3/27

$862

Fri 4/1810:05 amGRU - MDW

1 stop14h 17mDelta

Sat 5/39:20 amMDW - GRU

2 stops18h 20mDelta

Deal found 3/26

$947

Wed 5/2111:45 pmGRU - MDW

2 stops23h 42mLATAM Airlines

Mon 6/96:00 amMDW - GRU

2 stops23h 40mLATAM Airlines

Deal found 3/27

$961

Best flights from Sao Paulo to Chicago
Discover carefully curated flight deals from Sao Paulo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 28, 2025.

Wed 4/236:20 amVCP - ORD

3 stops20h 00mMultiple Airlines

Wed 4/307:47 pmORD - VCP

3 stops25h 28mMultiple Airlines

Deal found 3/27

$637

Sun 4/131:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 4/162:35 pmORD - GRU

1 stop13h 00mAvianca

Deal found 3/26

$644

Fri 5/303:10 amGRU - ORD

1 stop23h 24mCopa Airlines

Fri 6/207:54 amORD - GRU

1 stop14h 36mCopa Airlines

Deal found 3/27

$654

Sun 9/710:40 pmGRU - ORD

2 stops24h 35mGOL

Sun 9/212:55 pmORD - GRU

2 stops20h 15mGOL

Deal found 3/26

$672

Sat 5/109:00 pmGRU - ORD

1 stop25h 12mAir Canada

Sat 5/1712:00 pmORD - GRU

1 stop19h 15mAir Canada

Deal found 3/26

$743

Mon 5/510:15 amVCP - ORD

1 stop27h 16mAzul

Sat 5/247:00 amORD - VCP

2 stops22h 15mAzul

Deal found 3/27

$862

Wed 4/2310:50 pmGRU - MDW

1 stop15h 13mLATAM Airlines

Wed 10/81:05 pmMDW - GRU

1 stop14h 35mLATAM Airlines

Deal found 3/28

$940

Fri 4/1810:05 amGRU - MDW

1 stop14h 17mDelta

Sat 5/39:20 amMDW - GRU

2 stops18h 20mDelta

Deal found 3/26

$947

Sun 5/46:35 pmCGH - ORD

2 stops40h 25mAmerican Airlines

Wed 5/144:50 pmORD - CGH

2 stops19h 15mAmerican Airlines

Deal found 3/26

$1,100

Wed 4/236:00 amGRU - ORD

3 stops20h 20mMultiple Airlines

Wed 4/305:36 amORD - GRU

2 stops31h 44mMultiple Airlines

Deal found 3/27

$640

Wed 5/76:30 amCGH - ORD

2 stops37h 43mGOL

Wed 5/1411:35 amORD - CGH

2 stops52h 25mGOL

Deal found 3/26

$681

Thu 5/15:55 pmCGH - ORD

3 stops21h 20mMultiple Airlines

Thu 5/87:47 amORD - CGH

2 stops20h 18mMultiple Airlines

Deal found 3/27

$770

Last-minute flights from Sao Paulo to Chicago
Discover last-minute flight deals from Sao Paulo to Chicago. Data last updated March 28, 2025 and is based on user searches.

Wed 4/27:20 amGRU - ORD

1 stop31h 55mAvianca

Mon 4/72:35 pmORD - GRU

1 stop22h 45mAvianca

Deal found 3/26

$715

Wed 4/29:40 pmGRU - ORD

1 stop17h 35mAir Canada

Mon 4/76:19 pmORD - GRU

2 stops37h 26mAir Canada

Deal found 3/27

$847

Wed 4/21:45 amGRU - ORD

1 stop13h 30mMultiple Airlines

Sun 4/208:25 pmORD - GRU

1 stop34h 50mMultiple Airlines

Deal found 3/27

$849

Wed 4/26:00 amCGH - ORD

2 stops19h 24mGOL

Mon 4/71:19 pmORD - CGH

2 stops19h 06mGOL

Deal found 3/25

$1,165

Wed 4/210:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Mon 4/74:00 pmORD - GRU

1 stop13h 10mUnited Airlines

Deal found 3/26

$1,881

Wed 4/29:40 amGRU - ORD

1 stop16h 17mAeromexico

Sun 4/61:59 amORD - GRU

1 stop27h 31mAeromexico

Deal found 3/26

$2,008

Wed 4/210:05 amGRU - MDW

1 stop14h 18mDelta

Mon 4/712:48 pmMDW - GRU

1 stop18h 12mDelta

Deal found 3/26

$2,542

Wed 4/211:15 pmGRU - ORD

2 stops15h 17mAmerican Airlines

Wed 4/94:45 pmORD - GRU

2 stops13h 35mAmerican Airlines

Deal found 3/27

$13,373

Thu 4/311:30 pmVCP - ORD

1 stop17h 23mAzul

Sun 4/202:10 pmORD - VCP

1 stop26h 35mAzul

Deal found 3/27

$1,489

Sat 4/59:45 amVCP - ORD

2 stops53h 30mGOL

Tue 4/152:35 pmORD - VCP

2 stops16h 30mGOL

Deal found 3/26

$1,024

Sat 4/57:20 amGRU - ORD

1 stop31h 55mGOL

Tue 4/152:50 pmORD - GRU

2 stops38h 05mGOL

Deal found 3/28

$1,050

Sat 4/511:55 amGRU - ORD

2 stops33h 00mLATAM Airlines

Tue 4/1510:37 amORD - GRU

1 stop20h 13mLATAM Airlines

Deal found 3/27

$1,051

One-way flights from Sao Paulo to Chicago
Search for one-way flight options from Sao Paulo to Chicago. Find affordable one-way fares based on user searches. Data last updated March 28, 2025.

Thu 4/31:45 amGRU - ORD

2 stops32h 44mMultiple Airlines

Deal found 3/26

$324

Mon 6/91:45 amGRU - ORD

1 stop13h 30mAvianca

Deal found 3/27

$335

Fri 5/3011:30 pmVCP - ORD

1 stop26h 35mMultiple Airlines

Deal found 3/27

$387

Thu 5/1510:00 amCGH - ORD

3 stops24h 55mMultiple Airlines

Deal found 3/25

$396

Sat 5/316:00 amGRU - ORD

2 stops19h 56mGOL

Deal found 3/26

$403

Sat 5/316:00 amCGH - ORD

2 stops19h 56mGOL

Deal found 3/26

$408

Sat 5/315:25 amGRU - ORD

1 stop21h 09mCopa Airlines

Deal found 3/27

$449

Sun 5/118:05 pmVCP - ORD

2 stops43h 10mGOL

Deal found 3/27

$453

Wed 7/911:30 pmVCP - ORD

1 stop21h 12mAzul

Deal found 3/27

$503

Fri 5/29:45 pmGRU - ORD

2 stops35h 48mAir Canada

Deal found 3/26

$557

Fri 7/41:45 amGRU - MDW

2 stops20h 36mMultiple Airlines

Deal found 3/26

$743

Mon 5/127:05 pmVCP - ORD

2 stops20h 10mAvianca

Deal found 3/27

$752

Cheapflights Fare Finder

Use the filters below to find and compare flights from Sao Paulo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Wed 4/23

6:20 am-12:20 am

3 stops20h 00m

Chicago O'Hare Intl

Wed 4/30

7:47 pm-11:15 pm

3 stops25h 28m

$637

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 4/23

6:00 am-12:20 am

3 stops20h 20m

Chicago O'Hare Intl

Wed 4/30

5:36 am-3:20 pm

2 stops31h 44m

$640

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 4/13

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

Wed 4/16

2:35 pm-5:35 am

1 stop13h 00m

$644

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 5/30

3:10 am-12:34 am

1 stop23h 24m

Chicago O'Hare Intl

Fri 6/20

7:54 am-12:30 am

1 stop14h 36m

$654

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 9/7

10:40 pm-9:15 pm

2 stops24h 35m

Chicago O'Hare Intl

Sun 9/21

2:55 pm-1:10 pm

2 stops20h 15m

$672

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Wed 5/7

6:30 am-6:13 pm

2 stops37h 43m

Chicago O'Hare Intl

Wed 5/14

11:35 am-6:00 pm

2 stops52h 25m

$681

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sat 5/10

9:00 pm-8:12 pm

1 stop25h 12m

Chicago O'Hare Intl

Sat 5/17

12:00 pm-9:15 am

1 stop19h 15m

$743

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Thu 5/1

5:55 pm-1:15 pm

3 stops21h 20m

Chicago O'Hare Intl

Thu 5/8

7:47 am-6:05 am

2 stops20h 18m

$770

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Tue 7/29

5:55 pm-11:31 am

2 stops19h 36m

Chicago O'Hare Intl

Tue 8/12

2:35 pm-9:05 am

2 stops16h 30m

$783

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Mon 5/5

10:15 am-11:31 am

1 stop27h 16m

Chicago O'Hare Intl

Sat 5/24

7:00 am-7:15 am

2 stops22h 15m

$862

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 33 results

Compare providers for flights from Sao Paulo to Chicago

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 March.

Provider	Price Accuracy	Trust Score*
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
Expedia	Price Accuracy1 star	Trust Score*3 stars
AranGrant	Price Accuracy3 stars	Trust 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.

Cheapflights Insights

Everything you need to know about your flight from Sao Paulo to Chicago

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

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 $323). 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?

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 20% versus a flight at noon.

Rainfall in Chicago 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

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

Read reviews from past customers who have flown Azul, Delta and LATAM 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

772 reviews

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

772 reviews

Azul

8.0

Very good

772 reviews

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

7,896 reviews

Azul

8.0

Very good

772 reviews

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

772 reviews

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

772 reviews

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.

United Airlines

7.4

Good

8,603 reviews

Azul

8.0

Very good

772 reviews

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

What are the cheapest airlines flying from Sao Paulo to Chicago round-trip?
Currently priced at $644, Avianca will fly you from Sao Paulo to Chicago and back. In addition to Avianca, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Copa Airlines and GOL - these airlines can fly you to your destination from $654 and $672, respectively. You may be able to fly from Sao Paulo to Chicago for 34% 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 Avianca, with whom users have recently found tickets for as low as $335. However, be on the lookout for offers from GOL 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 $297. On average you can expect to pay $1,035. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $593.
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 $323). 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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Porter

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Chesterton

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Sao Paulo to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Copa Airlines	Cheapest$651	Average$897	FlexibilityNo cancel fee	On-time70%
Air Canada	Cheapest$851	Average$894	FlexibilityNo cancel fee	On-time67%
Azul	Cheapest$863	Average$869	FlexibilityNo cancel fee	On-time82%
LATAM Airlines	Cheapest$973	Average$1,129	FlexibilityNo cancel fee	On-time81%
United Airlines	Cheapest$987	Average$1,480	FlexibilityNo cancel fee	On-time69%

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$324+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Sao Paulo to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Sao Paulo to Chicago are usually found in September or March, booked 32 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Sao Paulo to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Sao Paulo to Chicago

Cheapest flights from Sao Paulo to ChicagoExplore 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 March 28, 2025.

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 March 28, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Sao Paulo to Chicago that are best for you.

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 March.

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.

Cheapflights Insights

Everything you need to know about your flight from Sao Paulo to Chicago

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 March 21, 2025.

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

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 March 28, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

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

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?

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

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

What are the cheapest flights from Sao Paulo to Chicago?

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

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

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

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

Traveling to a place near Sao Paulo?

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Alternative routes for Sao Paulo to Chicago

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Top 5 airlines flying from Sao Paulo to Chicago

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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 March 28, 2025.