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

Currently priced at $653, 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 United Airlines and Delta - these airlines can fly you to your destination from $686 and $693, respectively. You may be able to fly from Sao Paulo to Chicago for 31% 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 $302. However, be on the lookout for offers from Copa Airlines and GOL, 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 $342. On average you can expect to pay $726. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $550.

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 $953 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.

$302+ Flights from Sao Paulo, Brazil to Chicago - Compare & Save Big

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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

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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	$653 (Flightnetwork)
One-way from	$302 (Avianca)
Popular in	December
Cheapest in	March
Average price	$934
Good round-trip deal	$789 or less
Good one-way deal	$526 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 ($81 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 May 2025

Search Deals

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

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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 May 1, 2025.

Sun 6/11:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 6/183:45 pmORD - GRU

3 stops21h 35mAvianca

Deal found 4/30

$653

Wed 6/114:00 pmVCP - ORD

3 stops33h 45mMultiple Airlines

Wed 7/96:34 pmORD - VCP

2 stops26h 41mMultiple Airlines

Deal found 4/30

$657

Tue 6/38:40 amGRU - ORD

2 stops35h 01mMultiple Airlines

Thu 6/262:35 pmORD - GRU

1 stop13h 00mMultiple Airlines

Deal found 4/30

$659

Tue 8/1910:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Tue 8/2612:50 pmORD - GRU

1 stop18h 40mUnited Airlines

Deal found 4/29

$686

Wed 10/88:30 pmGRU - MDW

2 stops18h 39mDelta

Wed 10/151:05 pmMDW - GRU

1 stop17h 55mDelta

Deal found 4/30

$693

Wed 10/810:05 amGRU - ORD

1 stop15h 48mDelta

Wed 10/159:30 amORD - GRU

1 stop18h 10mDelta

Deal found 4/30

$693

Fri 6/2010:05 amGRU - MDW

1 stop13h 40mLATAM Airlines

Fri 7/1812:38 pmMDW - GRU

1 stop15h 02mLATAM Airlines

Deal found 4/30

$701

Fri 6/278:30 pmGRU - ORD

1 stop15h 25mLATAM Airlines

Sun 7/65:35 amORD - GRU

2 stops22h 40mLATAM Airlines

Deal found 4/30

$702

Thu 5/153:10 amGRU - ORD

1 stop23h 24mCopa Airlines

Mon 6/167:54 amORD - GRU

1 stop14h 36mCopa Airlines

Deal found 4/30

$713

Wed 8/2010:35 pmGRU - ORD

2 stops23h 09mGOL

Fri 9/52:25 pmORD - GRU

2 stops26h 15mGOL

Deal found 4/30

$714

Tue 8/2610:10 amCGH - ORD

2 stops31h 54mGOL

Tue 9/25:05 pmORD - CGH

2 stops46h 55mGOL

Deal found 4/30

$723

Sun 6/13:05 pmCGH - ORD

3 stops34h 24mMultiple Airlines

Mon 6/167:56 amORD - CGH

3 stops26h 34mMultiple Airlines

Deal found 4/30

$724

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 May 1, 2025.

Sun 6/11:45 amGRU - ORD

1 stop13h 30mAvianca

Wed 6/183:45 pmORD - GRU

3 stops21h 35mAvianca

Deal found 4/30

$653

Wed 6/114:55 pmVCP - ORD

2 stops32h 50mMultiple Airlines

Wed 7/96:34 pmORD - VCP

2 stops26h 41mMultiple Airlines

Deal found 4/30

$657

Tue 8/1910:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Tue 8/2612:50 pmORD - GRU

1 stop18h 40mUnited Airlines

Deal found 4/29

$686

Wed 10/88:30 pmGRU - MDW

2 stops18h 39mDelta

Wed 10/151:05 pmMDW - GRU

1 stop17h 55mDelta

Deal found 4/30

$693

Fri 6/2010:05 amGRU - MDW

1 stop13h 40mLATAM Airlines

Fri 7/1812:38 pmMDW - GRU

1 stop15h 02mLATAM Airlines

Deal found 4/30

$701

Thu 5/153:10 amGRU - ORD

1 stop23h 24mCopa Airlines

Mon 6/167:54 amORD - GRU

1 stop14h 36mCopa Airlines

Deal found 4/30

$713

Wed 8/2010:35 pmGRU - ORD

2 stops23h 09mGOL

Fri 9/52:25 pmORD - GRU

2 stops26h 15mGOL

Deal found 4/30

$714

Wed 10/811:15 pmGRU - ORD

1 stop23h 56mAmerican Airlines

Wed 10/154:56 pmORD - GRU

1 stop14h 04mAmerican Airlines

Deal found 4/29

$748

Thu 5/299:00 pmGRU - ORD

1 stop25h 12mAir Canada

Wed 6/47:04 amORD - GRU

1 stop24h 11mAir Canada

Deal found 4/30

$762

Wed 9/2411:30 pmVCP - ORD

1 stop21h 05mAzul

Sat 10/254:10 pmORD - VCP

1 stop24h 35mAzul

Deal found 4/29

$1,183

Tue 6/38:40 amGRU - ORD

2 stops35h 01mMultiple Airlines

Thu 6/262:35 pmORD - GRU

1 stop13h 00mMultiple Airlines

Deal found 4/30

$659

Wed 10/88:30 pmGRU - ORD

2 stops19h 43mDelta

Sun 10/198:55 amORD - GRU

2 stops18h 45mDelta

Deal found 4/30

$693

Last-minute flights from Sao Paulo to Chicago
Discover last-minute flight deals from Sao Paulo to Chicago. Data last updated May 1, 2025 and is based on user searches.

Mon 5/59:00 pmGRU - ORD

1 stop25h 12mAir Canada

Wed 5/282:00 pmORD - GRU

1 stop17h 15mAir Canada

Deal found 4/30

$762

Mon 5/59:40 amGRU - ORD

1 stop30h 24mAeromexico

Tue 5/271:55 amORD - GRU

1 stop27h 35mAeromexico

Deal found 4/29

$2,024

Fri 5/91:45 amGRU - ORD

1 stop13h 30mAvianca

Sun 6/222:35 pmORD - GRU

1 stop13h 00mAvianca

Deal found 4/29

$725

Fri 5/91:45 amGRU - ORD

1 stop13h 30mGOL

Sun 6/2210:13 amORD - GRU

2 stops34h 22mGOL

Deal found 4/29

$1,301

Sat 5/105:25 amGRU - ORD

1 stop21h 09mCopa Airlines

Sun 6/227:54 amORD - GRU

1 stop14h 16mCopa Airlines

Deal found 4/29

$733

Sat 5/106:00 amCGH - ORD

2 stops19h 56mGOL

Sat 5/172:35 pmORD - CGH

2 stops17h 40mGOL

Deal found 4/30

$1,139

Sat 5/109:45 amVCP - ORD

2 stops53h 30mGOL

Sat 5/172:35 pmORD - VCP

2 stops26h 50mGOL

Deal found 4/30

$1,190

Sat 5/1010:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Sun 6/229:20 pmORD - GRU

Nonstop10h 10mUnited Airlines

Deal found 4/29

$1,790

Sat 5/106:15 amVCP - ORD

1 stop14h 05mAzul

Sat 5/1710:36 amORD - VCP

2 stops18h 39mAzul

Deal found 4/30

$3,488

Sun 5/116:35 pmCGH - ORD

2 stops28h 50mAmerican Airlines

Sat 5/172:42 pmORD - CGH

3 stops21h 28mAmerican Airlines

Deal found 4/30

$2,291

Sun 5/1110:50 pmGRU - MDW

1 stop24h 38mLATAM Airlines

Sat 5/176:00 amMDW - GRU

1 stop21h 40mLATAM Airlines

Deal found 4/30

$14,707

Sun 5/116:15 amVCP - ORD

1 stop16h 10mUnited Airlines

Sat 5/171:10 pmORD - VCP

1 stop14h 25mUnited Airlines

Deal found 4/30

$18,740

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 May 1, 2025.

Mon 6/91:45 amGRU - ORD

1 stop13h 30mAvianca

Deal found 4/30

$302

Wed 5/76:30 amCGH - ORD

2 stops35h 33mMultiple Airlines

Deal found 4/30

$362

Tue 6/1011:10 amGRU - ORD

1 stop15h 24mCopa Airlines

Deal found 4/30

$363

Tue 6/102:05 pmGRU - ORD

2 stops28h 46mGOL

Deal found 4/30

$365

Mon 6/304:23 amGRU - ORD

2 stops36h 41mMultiple Airlines

Deal found 4/30

$366

Tue 6/1010:10 amCGH - ORD

2 stops37h 05mGOL

Deal found 4/30

$370

Sun 6/294:35 amGRU - MDW

2 stops30h 10mMultiple Airlines

Deal found 4/30

$405

Tue 9/165:55 pmVCP - ORD

2 stops45h 20mGOL

Deal found 4/30

$452

Thu 10/99:00 pmGRU - ORD

1 stop14h 51mAir Canada

Deal found 4/30

$517

Wed 7/3011:30 pmVCP - ORD

1 stop21h 12mAzul

Deal found 4/30

$643

Sun 6/2910:20 pmGRU - ORD

Nonstop10h 25mUnited Airlines

Deal found 4/30

$644

Thu 6/2611:45 pmGRU - MDW

2 stops24h 00mLATAM Airlines

Deal found 4/30

$943

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

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 6/1

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

Wed 6/18

3:45 pm-3:20 pm

3 stops21h 35m

$653

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sat 5/31

2:40 pm-8:50 am

3 stops44h 10m

Chicago O'Hare Intl

Mon 7/7

1:43 pm-2:15 am

2 stops34h 32m

$655

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Wed 6/11

4:00 pm-11:45 pm

3 stops33h 45m

Chicago O'Hare Intl

Wed 7/9

6:34 pm-11:15 pm

2 stops26h 41m

$657

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 8/19

10:20 pm-6:45 am

Nonstop10h 25m

Chicago O'Hare Intl

Tue 8/26

12:50 pm-9:30 am

1 stop18h 40m

$686

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 10/8

8:30 pm-1:09 pm

2 stops18h 39m

Chicago Midway

Wed 10/15

1:05 pm-9:00 am

1 stop17h 55m

$693

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sat 6/21

8:30 pm-12:50 pm

2 stops18h 20m

Chicago O'Hare Intl

Wed 7/23

10:37 am-8:50 am

1 stop20h 13m

$695

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Fri 6/20

10:05 am-9:45 pm

1 stop13h 40m

Chicago Midway

Fri 7/18

12:38 pm-5:40 am

1 stop15h 02m

$701

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 6/27

8:30 pm-9:55 am

1 stop15h 25m

Chicago O'Hare Intl

Thu 7/10

1:30 pm-8:50 am

1 stop17h 20m

$702

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 5/15

3:10 am-12:34 am

1 stop23h 24m

Chicago O'Hare Intl

Mon 6/16

7:54 am-12:30 am

1 stop14h 36m

$713

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 8/20

10:35 pm-7:44 pm

2 stops23h 09m

Chicago O'Hare Intl

Fri 9/5

2:25 pm-6:40 pm

2 stops26h 15m

$714

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 38 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 May.

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 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

777 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

777 reviews

Azul

8.0

Very good

777 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

7,934 reviews

Azul

8.0

Very good

777 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

1,767 reviews

Azul

8.0

Very good

777 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

1,415 reviews

Azul

8.0

Very good

777 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

8,696 reviews

Azul

8.0

Very good

777 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 $653, 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 United Airlines and Delta - these airlines can fly you to your destination from $686 and $693, respectively. You may be able to fly from Sao Paulo to Chicago for 31% 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 $302. However, be on the lookout for offers from Copa Airlines and GOL, 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 $342. On average you can expect to pay $726. The most popular route, (Sao Paulo Guarulhos Intl - Chicago O'Hare Intl), can usually be booked for $550.
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

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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$1,447	FlexibilityNo cancel fee	On-time69%

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$302+ 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 6/9. 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

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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 May 1, 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 May 1, 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 May.

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 25, 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 May 1, 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 May 1, 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

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 1, 2025.

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 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 May 1, 2025.