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

Currently priced at $705, 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 $733 and $734, respectively. You may be able to fly from Sao Paulo to Chicago for 26% 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 $378. 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 $334. On average you can expect to pay $727. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $598.

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, Avianca and Copa 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.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, March can be a great choice for travel to Chicago. Flights to Chicago from Sao Paulo in March are about $957 on average during March, but can be found for as low as $291.

Most accurate provider : When it comes to deals on Sao Paulo-Chicago flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Sao Paulo-Chicago flight deals on Cheapflights vs. AranGrant >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 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 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.

$288+ 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 March or September, booked 4 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	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$625 (Mytrip)
One-way from	$288 (Mytrip)
Popular in	December
Cheapest in	March
Average price	$917
Good round-trip deal	$778 or less
Good one-way deal	$527 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. 7% potential increase in price ($77 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 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 April 24, 2025.

Sat 6/710:15 amVCP - ORD

2 stops25h 09mMultiple Airlines

Sat 6/144:45 pmORD - VCP

1 stop24h 00mMultiple Airlines

Deal found 4/23

$625

Mon 5/58:55 pmGRU - ORD

1 stop27h 05mMultiple Airlines

Tue 7/15:05 amORD - GRU

2 stops32h 15mMultiple Airlines

Deal found 4/22

$648

Tue 5/131:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 7/93:45 pmORD - GRU

3 stops21h 35mAvianca

Deal found 4/22

$705

Fri 6/61:30 amGRU - ORD

1 stop14h 17mCopa Airlines

Sat 6/143:07 pmORD - GRU

1 stop31h 03mCopa Airlines

Deal found 4/23

$733

Tue 5/136:00 amGRU - ORD

2 stops19h 56mGOL

Tue 5/2711:44 amORD - GRU

2 stops41h 11mGOL

Deal found 4/23

$734

Wed 5/2810:00 pmCGH - ORD

2 stops22h 13mGOL

Tue 6/33:15 pmORD - CGH

2 stops36h 50mGOL

Deal found 4/23

$743

Tue 8/2611:15 pmGRU - ORD

1 stop19h 29mAmerican Airlines

Mon 9/811:53 amORD - GRU

1 stop17h 22mAmerican Airlines

Deal found 4/23

$746

Mon 5/268:55 pmGRU - MDW

2 stops21h 29mMultiple Airlines

Thu 5/295:20 pmMDW - GRU

2 stops20h 00mMultiple Airlines

Deal found 4/22

$763

Fri 7/1810:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Thu 7/311:05 pmORD - GRU

1 stop18h 25mUnited Airlines

Deal found 4/23

$837

Sat 6/218:30 pmGRU - MDW

2 stops17h 59mDelta

Wed 7/2310:35 amMDW - GRU

1 stop17h 05mDelta

Deal found 4/23

$842

Sat 7/1910:05 amGRU - MDW

1 stop13h 42mLATAM Airlines

Tue 7/2910:35 amMDW - GRU

1 stop20h 25mLATAM Airlines

Deal found 4/23

$851

Tue 8/268:05 pmVCP - ORD

2 stops43h 10mGOL

Mon 9/82:25 pmORD - VCP

2 stops18h 15mGOL

Deal found 4/22

$851

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 April 24, 2025.

Sat 6/710:15 amVCP - ORD

2 stops25h 09mMultiple Airlines

Sat 6/144:45 pmORD - VCP

1 stop24h 00mMultiple Airlines

Deal found 4/23

$625

Tue 5/131:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 7/93:45 pmORD - GRU

3 stops21h 35mAvianca

Deal found 4/22

$705

Fri 6/61:30 amGRU - ORD

1 stop14h 17mCopa Airlines

Sat 6/143:07 pmORD - GRU

1 stop31h 03mCopa Airlines

Deal found 4/23

$733

Tue 5/136:00 amGRU - ORD

2 stops19h 56mGOL

Tue 5/2711:44 amORD - GRU

2 stops41h 11mGOL

Deal found 4/23

$734

Tue 8/2611:15 pmGRU - ORD

1 stop19h 29mAmerican Airlines

Mon 9/811:53 amORD - GRU

1 stop17h 22mAmerican Airlines

Deal found 4/23

$746

Fri 7/1810:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Thu 7/313:00 pmORD - GRU

1 stop16h 30mUnited Airlines

Deal found 4/23

$837

Sat 6/218:30 pmGRU - MDW

2 stops17h 59mDelta

Wed 7/2310:35 amMDW - GRU

1 stop17h 05mDelta

Deal found 4/23

$842

Sat 7/1910:05 amGRU - MDW

1 stop13h 42mLATAM Airlines

Tue 7/2910:35 amMDW - GRU

1 stop20h 25mLATAM Airlines

Deal found 4/23

$851

Tue 8/269:40 amGRU - ORD

1 stop29h 12mAeromexico

Sun 9/71:55 amORD - GRU

1 stop27h 35mAeromexico

Deal found 4/23

$904

Thu 10/99:00 pmGRU - ORD

1 stop19h 50mAir Canada

Tue 10/143:35 pmORD - GRU

1 stop16h 05mAir Canada

Deal found 4/23

$905

Wed 5/2811:30 pmVCP - ORD

1 stop21h 13mAzul

Tue 6/37:00 amORD - VCP

1 stop20h 00mAzul

Deal found 4/23

$989

Mon 5/58:55 pmGRU - ORD

1 stop27h 05mMultiple Airlines

Tue 7/15:05 amORD - GRU

2 stops32h 15mMultiple Airlines

Deal found 4/22

$648

Last-minute flights from Sao Paulo to Chicago
Discover last-minute flight deals from Sao Paulo to Chicago. Data last updated April 24, 2025 and is based on user searches.

Mon 4/281:45 amGRU - ORD

1 stop13h 30mAvianca

Thu 5/12:35 pmORD - GRU

1 stop13h 00mAvianca

Deal found 4/23

$737

Mon 4/281:45 amGRU - ORD

1 stop13h 30mMultiple Airlines

Thu 5/110:40 amORD - GRU

2 stops20h 35mMultiple Airlines

Deal found 4/23

$1,048

Tue 4/299:40 pmGRU - ORD

2 stops24h 20mAir Canada

Mon 5/59:35 amORD - GRU

1 stop21h 40mAir Canada

Deal found 4/23

$915

Tue 4/2911:45 pmGRU - ORD

2 stops23h 05mLATAM Airlines

Thu 5/16:35 pmORD - GRU

2 stops19h 50mLATAM Airlines

Deal found 4/23

$935

Tue 4/2911:30 pmVCP - ORD

1 stop17h 23mAzul

Mon 5/510:47 amORD - VCP

1 stop29h 28mAzul

Deal found 4/23

$1,215

Tue 4/294:10 pmGRU - MDW

2 stops18h 57mLATAM Airlines

Mon 5/59:52 amMDW - GRU

2 stops17h 33mLATAM Airlines

Deal found 4/23

$1,829

Wed 4/305:25 amGRU - ORD

1 stop21h 07mCopa Airlines

Tue 5/67:54 amORD - GRU

1 stop14h 16mCopa Airlines

Deal found 4/23

$808

Wed 4/309:40 amGRU - ORD

1 stop30h 27mAeromexico

Tue 5/61:55 amORD - GRU

1 stop27h 35mAeromexico

Deal found 4/23

$904

Wed 4/309:45 amVCP - ORD

2 stops53h 30mGOL

Wed 5/143:15 pmORD - VCP

2 stops17h 25mGOL

Deal found 4/23

$1,025

Wed 4/3010:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Wed 5/149:20 pmORD - GRU

Nonstop10h 10mUnited Airlines

Deal found 4/23

$1,819

Fri 5/21:45 amGRU - ORD

1 stop13h 30mGOL

Thu 5/87:10 amORD - GRU

2 stops36h 50mGOL

Deal found 4/23

$877

Sat 5/310:55 amCGH - ORD

2 stops52h 20mGOL

Thu 5/87:10 amORD - CGH

2 stops32h 50mGOL

Deal found 4/23

$953

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 April 24, 2025.

Wed 6/410:15 amVCP - ORD

1 stop14h 49mMultiple Airlines

Deal found 4/23

$288

Wed 6/46:05 amCGH - ORD

3 stops28h 45mMultiple Airlines

Deal found 4/23

$312

Wed 6/46:00 amGRU - ORD

3 stops28h 50mMultiple Airlines

Deal found 4/23

$318

Wed 6/410:00 amGRU - MDW

2 stops36h 17mMultiple Airlines

Deal found 4/23

$344

Mon 9/291:45 amGRU - ORD

1 stop13h 30mAvianca

Deal found 4/23

$378

Fri 5/162:05 pmGRU - ORD

2 stops26h 47mGOL

Deal found 4/23

$385

Wed 5/76:30 amCGH - ORD

2 stops19h 26mGOL

Deal found 4/22

$386

Sat 10/45:55 pmVCP - ORD

2 stops45h 20mGOL

Deal found 4/23

$449

Tue 4/293:10 amGRU - ORD

1 stop23h 22mCopa Airlines

Deal found 4/23

$449

Thu 5/19:00 pmGRU - ORD

1 stop19h 55mAir Canada

Deal found 4/23

$575

Sat 5/3111:30 pmVCP - ORD

1 stop17h 25mAzul

Deal found 4/23

$624

Wed 6/256:30 pmCGH - ORD

2 stops20h 45mAvianca

Deal found 4/23

$792

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

Sat 6/7

10:15 am-9:24 am

2 stops25h 09m

Chicago O'Hare Intl

Sat 6/14

4:45 pm-6:45 pm

1 stop24h 00m

$625

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 5/5

8:55 pm-10:00 pm

1 stop27h 05m

Chicago O'Hare Intl

Tue 7/1

5:05 am-3:20 pm

2 stops32h 15m

$648

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 5/13

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

Wed 7/9

3:45 pm-3:20 pm

3 stops21h 35m

$705

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 6/6

1:30 am-1:47 pm

1 stop14h 17m

Chicago O'Hare Intl

Sat 6/14

3:07 pm-12:10 am

1 stop31h 03m

$733

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 5/13

6:00 am-11:56 pm

2 stops19h 56m

Chicago O'Hare Intl

Tue 5/27

11:44 am-6:55 am

2 stops41h 11m

$734

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Wed 5/28

10:00 pm-6:13 pm

2 stops22h 13m

Chicago O'Hare Intl

Tue 6/3

3:15 pm-6:05 am

2 stops36h 50m

$743

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 8/26

11:15 pm-4:44 pm

1 stop19h 29m

Chicago O'Hare Intl

Mon 9/8

11:53 am-7:15 am

1 stop17h 22m

$746

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 5/26

8:55 pm-4:24 pm

2 stops21h 29m

Chicago Midway

Thu 5/29

5:20 pm-3:20 pm

2 stops20h 00m

$763

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 7/18

10:20 pm-6:45 am

Nonstop10h 25m

Chicago O'Hare Intl

Thu 7/31

1:05 pm-9:30 am

1 stop18h 25m

$837

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 6/21

8:30 pm-12:29 pm

2 stops17h 59m

Chicago Midway

Wed 7/23

10:35 am-5:40 am

1 stop17h 05m

$842

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 37 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 April.

Provider	Price Accuracy	Trust Score*
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
Expedia	Price Accuracy1 star	Trust Score*3 stars
AranGrant	Price Accuracy3 stars	Trust 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 Sao Paulo-Chicago flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Sao Paulo-Chicago flight deals on Cheapflights vs. AranGrant >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 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 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 4 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $245). Flying from Sao Paulo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SAO to CHI?

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 19% versus a flight at noon.

Weekly flight availability from Sao Paulo to Chicago

The most flights from SAO to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Chicago by month

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 Copa Airlines from Sao Paulo to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Azul

8.0

Very good

775 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

775 reviews

Azul

8.0

Very good

775 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

7,920 reviews

Azul

8.0

Very good

775 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

7.6

Good

1,411 reviews

Azul

8.0

Very good

775 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

1,765 reviews

Azul

8.0

Very good

775 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.

Aeromexico

7.5

Good

1,700 reviews

Azul

8.0

Very good

775 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 $705, 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 $733 and $734, respectively. You may be able to fly from Sao Paulo to Chicago for 26% 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 $378. 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 $334. On average you can expect to pay $727. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $598.
Can I find deals for flights from Sao Paulo to Chicago that include hotel bookings?
Yes. In addition to deals on Sao Paulo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Sao Paulo to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sao Paulo to Chicago.
Can I find deals for business class flights from Sao Paulo to Chicago?
Yes. Cheapflights offers flight deals from Sao Paulo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Sao Paulo to Chicago?
Currently, August is the cheapest month in which you can book a flight from Sao Paulo to Chicago (average of $245). Flying from Sao Paulo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Merrillville

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Sao Paulo to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Avianca	Cheapest$650	Average$730	FlexibilityNo cancel fee	On-time71%
Copa Airlines	Cheapest$651	Average$885	FlexibilityNo cancel fee	On-time70%
LATAM Airlines	Cheapest$844	Average$1,110	FlexibilityNo cancel fee	On-time81%
Air Canada	Cheapest$851	Average$894	FlexibilityNo cancel fee	On-time67%
Azul	Cheapest$863	Average$869	FlexibilityNo cancel fee	On-time82%
United Airlines	Cheapest$932	Average$1,452	FlexibilityNo cancel fee	On-time69%

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$288+ 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 6/4. 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 March or September, booked 4 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 April 24, 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 April 24, 2025.

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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 April.

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 April 18, 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 April 24, 2025.

Weekly flight availability from Sao Paulo to Chicago

Explore weekly flight availability from Sao Paulo to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 24, 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 Copa 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 6 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 April 24, 2025.