What airlines fly to Chicago?

United Airlines, Avianca and Copa Airlines are the top three most popular airlines that fly to Chicago from Sao Paulo according to our data. United Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the most punctual flight time for Sao Paulo to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Sao Paulo to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How many flights depart from Sao Paulo to Chicago on average per week?

As of January 2026, 14 flights take off from Sao Paulo and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which layover airport offers the lowest fares from Sao Paulo to Chicago?

Flights via Punta Cana (PUJ) offer the lowest average round-trip price of $448.

How often are flights from Sao Paulo to Chicago delayed?

Historically, on average around 11% of flights between Sao Paulo and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

Which airport is the most popular layover for flights between Sao Paulo and Chicago?

Montreal (YUL) was the most common stop: 36% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest connection time from Sao Paulo to Chicago?

Punta Cana (PUJ) has the shortest average layover time for this route: 1h 09m.

What is the cheapest airline that flies from Sao Paulo to Chicago?

GOL, Avianca, and LATAM Airlines are the most popular carriers operating from Sao Paulo to Chicago

How many flights depart from Sao Paulo to Chicago on average per day?

As of January 2026, 2 flights take off from Sao Paulo and land in Chicago each day. The most common flight departure time for this route is 9:00PM, with 100% of daily flights taking off in the evening.

Which layover airport has the shortest travel time from Sao Paulo to Chicago?

Flights connecting via Punta Cana (PUJ) have the shortest average one-way travel time: 13h 20m.

When did momondo last update prices for flights from Sao Paulo to Chicago?

Prices for flights from Sao Paulo to Chicago refresh daily.

How many operators does momondo search for flights from Sao Paulo to Chicago?

There are 3 operators available for flights from Sao Paulo to Chicago as of January 2026.

How old do you have to be to fly from Sao Paulo to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sao Paulo to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$255 Cheap Flights from Sao Paulo to Chicago in 2026

Q: What is the typical price of a round-trip flight between Sao Paulo and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $650 to $980. The lowest price recently found on this route was $599.

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 pm - 10:53 am

GRU

ORD

15h 53m

1 stop

9:55 am - 9:05 am

ORD

GRU

21h 10m

1 stop

$599Air Canada

Wed, Apr 22 - Sat, May 30

9:45 pm - 8:10 pm

GRU

ORD

25h 25m

1 stop

12:50 pm - 10:35 am

ORD

GRU

42h 45m

2 stops

$600Air Canada

Mon, Feb 9 - Mon, Feb 23

7:35 am - 8:20 pm

GRU

ORD

15h 45m

1 stop

10:20 pm - 4:15 pm

ORD

GRU

14h 55m

1 stop

$603Avianca

Sun, Feb 1 - Tue, Feb 17

7:35 am - 8:20 pm

GRU

ORD

15h 45m

1 stop

10:20 pm - 4:15 pm

ORD

GRU

14h 55m

1 stop

$604Avianca

Tue, Feb 10 - Wed, Feb 18

7:35 am - 9:20 pm

GRU

ORD

15h 45m

1 stop

4:51 pm - 2:42 am

ORD

GRU

31h 51m

2 stops

$608Multiple Airlines

Fri, Mar 27 - Wed, Apr 1

11:20 pm - 11:22 am

VCP

ORD

15h 02m

1 stop

8:41 pm - 6:45 pm

ORD

VCP

20h 04m

1 stop

$665Multiple Airlines

Thu, Mar 5 - Thu, Mar 12

11:45 pm - 5:37 pm

GRU

MDW

20h 52m

2 stops

1:10 pm - 9:35 am

MDW

GRU

18h 25m

2 stops

$678Delta

Sun, Mar 1 - Sun, Mar 15

9:15 pm - 9:54 am

GRU

MDW

15h 39m

1 stop

1:10 pm - 9:35 am

MDW

GRU

18h 25m

2 stops

$679Delta

Sun, Mar 1 - Sun, Mar 15

7:40 pm - 8:20 pm

VCP

ORD

27h 40m

2 stops

2:35 pm - 6:50 pm

ORD

VCP

26h 15m

2 stops

$680GOL

Thu, Mar 5 - Tue, Mar 31

8:20 pm - 8:20 pm

VCP

ORD

27h 00m

2 stops

10:20 pm - 9:10 am

ORD

VCP

31h 50m

2 stops

$690GOL

Mon, Feb 9 - Mon, Feb 23

GOL flights from Sao Paulo to Chicago

Our best GOL deals on Sao Paulo to Chicago flight tickets

GOL

Mar 29

VCP10:20 amSao Paulo Viracopos

52h 55m

2 stops

ORD1:15 pmChicago O'Hare Intl

Apr 11

ORD2:35 pmChicago O'Hare Intl

41h 10m

2 stops

VCP9:45 amSao Paulo Viracopos

$676

GOL

Mar 5

VCP7:40 pmSao Paulo Viracopos

27h 40m

2 stops

ORD8:20 pmChicago O'Hare Intl

Mar 31

ORD2:35 pmChicago O'Hare Intl

26h 15m

2 stops

VCP6:50 pmSao Paulo Viracopos

$680

GOL

Jan 30

GRU7:35 amSao Paulo Guarulhos Intl

15h 45m

1 stop

ORD8:20 pmChicago O'Hare Intl

Jul 30

ORD2:35 pmChicago O'Hare Intl

33h 35m

1 stop

GRU2:10 amSao Paulo Guarulhos Intl

$686

Avianca flights from Sao Paulo to Chicago

Our best Avianca deals on Sao Paulo to Chicago flight tickets

Avianca

Feb 1

GRU7:35 amSao Paulo Guarulhos Intl

15h 45m

1 stop

ORD8:20 pmChicago O'Hare Intl

Feb 17

ORD10:20 pmChicago O'Hare Intl

14h 55m

1 stop

GRU4:15 pmSao Paulo Guarulhos Intl

$603

Avianca

Jan 22

GRU1:20 amSao Paulo Guarulhos Intl

22h 00m

1 stop

ORD8:20 pmChicago O'Hare Intl

Jan 23

ORD10:20 pmChicago O'Hare Intl

21h 20m

1 stop

GRU10:40 pmSao Paulo Guarulhos Intl

$604

Avianca

Feb 9

GRU1:20 amSao Paulo Guarulhos Intl

22h 00m

1 stop

ORD8:20 pmChicago O'Hare Intl

Feb 18

ORD10:20 pmChicago O'Hare Intl

14h 55m

1 stop

GRU4:15 pmSao Paulo Guarulhos Intl

$605

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 4/22

9:00 pm-10:53 am

1 stop15h 53m

Chicago O'Hare Intl

Sat 5/30

9:55 am-9:05 am

1 stop21h 10m

$599

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 2/9

9:45 pm-8:10 pm

1 stop25h 25m

Chicago O'Hare Intl

Mon 2/23

12:50 pm-10:35 am

2 stops42h 45m

$600

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sun 2/1

7:35 am-8:20 pm

1 stop15h 45m

Chicago O'Hare Intl

Tue 2/17

10:20 pm-4:15 pm

1 stop14h 55m

$603

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 2/10

7:35 am-8:20 pm

1 stop15h 45m

Chicago O'Hare Intl

Wed 2/18

10:20 pm-4:15 pm

1 stop14h 55m

$604

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 3/27

7:35 am-9:20 pm

1 stop15h 45m

Chicago O'Hare Intl

Wed 4/1

4:51 pm-2:42 am

2 stops31h 51m

$608

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Thu 3/5

11:20 pm-11:22 am

1 stop15h 02m

Chicago O'Hare Intl

Thu 3/12

8:41 pm-6:45 pm

1 stop20h 04m

$665

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sun 3/1

11:45 pm-5:37 pm

2 stops20h 52m

Chicago Midway

Sun 3/15

1:10 pm-9:35 am

2 stops18h 25m

$678

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sun 3/1

9:15 pm-9:54 am

1 stop15h 39m

Chicago Midway

Sun 3/15

1:10 pm-9:35 am

2 stops18h 25m

$679

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Thu 3/5

7:40 pm-8:20 pm

2 stops27h 40m

Chicago O'Hare Intl

Tue 3/31

2:35 pm-6:50 pm

2 stops26h 15m

$680

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Mon 2/9

8:20 pm-8:20 pm

2 stops27h 00m

Chicago O'Hare Intl

Mon 2/23

10:20 pm-9:10 am

2 stops31h 50m

$690

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How to get the cheapest flight ticket from Sao Paulo to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Layovers

Other information

What is the typical price of a round-trip flight between Sao Paulo and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Sao Paulo, with most prices found around $743. If you’re not able to fly to Chicago in July, then April is your next best option. Flight prices from Sao Paulo to Chicago during April average around $754.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $827. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Sao Paulo to Chicago for around $1,035.

What is the cheapest Sao Paulo to Chicago flight route?

Fly from Sao Paulo Guarulhos Intl to Chicago O'Hare Intl for the best Sao Paulo - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Sao Paulo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $874 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sao Paulo for as low as $756 on momondo.

What cabin class options are available on Sao Paulo to Chicago flights?

There are 3 cabin classes available to choose from on Sao Paulo to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Sao Paulo to Chicago flights?

You could potentially save up to 83% on your flight if you consider stops on a Sao Paulo to Chicago flight.

How have Sao Paulo to Chicago flight prices changed over time?

As of January 2026, prices for Sao Paulo to Chicago flights are approximately 49% cheaper when compared to flights at the same time last year.

When to book flights from Sao Paulo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Sao Paulo to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Sao Paulo to Chicago (SAO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sao Paulo to Chicago

Best Price Found	$380
Fastest flight time	10h 25m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Sao Paulo in the past 72 hours is $380. The best round-trip flight deal from Sao Paulo to Chicago found on momondo in the last 72 hours is $589.

The fastest flight from Sao Paulo to Chicago takes 10h 25m

Direct flights go from Sao Paulo to Chicago every day.

There are 3 airports in Chicago. From Sao Paulo there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

How far is Sao Paulo to Chicago by plane?
Chicago is 5220.4 mi away from Sao Paulo. A reasonable flight in good conditions will take 10h 25m.
When did momondo last update prices for flights from Sao Paulo to Chicago?
Prices for flights from Sao Paulo to Chicago refresh daily.
How many operators does momondo search for flights from Sao Paulo to Chicago?
There are 3 operators available for flights from Sao Paulo to Chicago as of January 2026.
How old do you have to be to fly from Sao Paulo to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sao Paulo to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Sao Paulo to Chicago?
Based on momondo bookings for flights between Sao Paulo and Chicago, the leading plane model is Boeing 787-9 Dreamliner, making up 51.48% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 13.11%, Airbus A330-900neo with 10.84%, and Boeing 777 with 7.11%.
What is the most popular airline from Sao Paulo to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sao Paulo to Chicago is United Airlines (41% of total bookings). The next most popular airlines are Copa Airlines (21%), Air Canada (20%), and Avianca (18%).

Best airlines flying from Sao Paulo to Chicago

Compare and see reviews for airlines that fly from Sao Paulo to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Copa Airlines	PriceFrom $451	Free Cancellation	Rating 7.6 1,557 reviews	Search Copa Airlines flights
Avianca	PriceFrom $605	Free Cancellation	Rating 6.6 2,496 reviews	Search Avianca flights
United Airlines	PriceFrom $684	Free Cancellation	Rating 7.4 9,191 reviews	Search United Airlines flights

United Airlines Flights From Sao Paulo to Chicago
United Airlines flies from Sao Paulo to Chicago around 7 times per week, with 9,191 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Sao Paulo to Chicago in the last 72 hours was $684 (round-trip), much lower than the average airfare cost of $901 for United Airlines flights on this route.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Sao Paulo to Chicago?

Finding the right flight to Chicago from Sao Paulo is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Sao Paulo to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Sao Paulo which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Sao Paulo to Chicago?

Once you have performed a search for Sao Paulo to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Sao Paulo to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Sao Paulo to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from Sao Paulo to Chicago from $255

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sao Paulo to Chicago departing on 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Sao Paulo to Chicago

What is the typical price of a round-trip flight between Sao Paulo and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Sao Paulo, with most prices found around $743. If you’re not able to fly to Chicago in July, then April is your next best option. Flight prices from Sao Paulo to Chicago during April average around $754.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest Sao Paulo to Chicago flight route?

Fly from Sao Paulo Guarulhos Intl to Chicago O'Hare Intl for the best Sao Paulo - Chicago flight prices

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

What cabin class options are available on Sao Paulo to Chicago flights?

There are 3 cabin classes available to choose from on Sao Paulo to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Sao Paulo to Chicago flights?

You could potentially save up to 83% on your flight if you consider stops on a Sao Paulo to Chicago flight.

How have Sao Paulo to Chicago flight prices changed over time?

As of January 2026, prices for Sao Paulo to Chicago flights are approximately 49% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Sao Paulo to Chicago?

GOL, Avianca, and LATAM Airlines are the most popular carriers operating from Sao Paulo to Chicago

What airlines fly to Chicago?

How often are flights from Sao Paulo to Chicago delayed?

Historically, on average around 11% of flights between Sao Paulo and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

What is the most punctual flight time for Sao Paulo to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Sao Paulo to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

Which airport is the most popular layover for flights between Sao Paulo and Chicago?

Montreal (YUL) was the most common stop: 36% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Sao Paulo to Chicago?

Flights via Punta Cana (PUJ) offer the lowest average round-trip price of $448.

Which layover airport has the shortest travel time from Sao Paulo to Chicago?

Flights connecting via Punta Cana (PUJ) have the shortest average one-way travel time: 13h 20m.

Which layover airport has the shortest connection time from Sao Paulo to Chicago?

Punta Cana (PUJ) has the shortest average layover time for this route: 1h 09m.

How many flights depart from Sao Paulo to Chicago on average per day?

As of January 2026, 2 flights take off from Sao Paulo and land in Chicago each day. The most common flight departure time for this route is 9:00PM, with 100% of daily flights taking off in the evening.

How many flights depart from Sao Paulo to Chicago on average per week?

As of January 2026, 14 flights take off from Sao Paulo and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

When to book flights from Sao Paulo to Chicago

Cheap Sao Paulo to Chicago (SAO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sao Paulo to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Sao Paulo to Chicago by plane?

When did momondo last update prices for flights from Sao Paulo to Chicago?

How many operators does momondo search for flights from Sao Paulo to Chicago?

How old do you have to be to fly from Sao Paulo to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Sao Paulo to Chicago?

What is the most popular airline from Sao Paulo to Chicago?

Best airlines flying from Sao Paulo to Chicago

Compare and see reviews for airlines that fly from Sao Paulo to Chicago with momondo

United Airlines Flights From Sao Paulo to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Sao Paulo to Chicago?

Can I find flights from Sao Paulo to Chicago with flexible booking policies on momondo?