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 12% of their flights experiencing any sort of delay.

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

As of December 2025, 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.

How often are flights from Sao Paulo to Chicago delayed?

Historically, on average around 12% 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 140 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.

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

As of December 2025, 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.

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

Tuesday 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.

What airlines fly to Chicago?

United Airlines, Avianca and LATAM 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 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

Copa Airlines and GOL are the most popular carriers operating from Sao Paulo to Chicago

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 4 operators available for flights from Sao Paulo to Chicago as of December 2025.

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.

$229 Cheap Flights from Sao Paulo to Chicago in 2025/26

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 $818 to $1,117. The lowest price recently found on this route was $586.

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Find the cheapest flights from Sao Paulo to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 pm - 10:08 am

GRU

ORD

15h 08m1 stop

3:40 pm - 9:50 am

ORD

GRU

16h 10m1 stop

$586Air Canada

Thu, Apr 23 - Tue, May 12

9:00 pm - 9:54 am

GRU

ORD

14h 54m1 stop

3:40 pm - 9:50 am

ORD

GRU

16h 10m1 stop

$587Air Canada

Mon, May 4 - Wed, May 13

3:10 am - 5:52 pm

GRU

ORD

17h 42m2 stops

5:45 am - 10:20 pm

ORD

GRU

13h 35m1 stop

$591Multiple Airlines

Mon, Feb 2 - Wed, Feb 4

2:40 am - 10:36 pm

GRU

ORD

22h 56m2 stops

5:45 am - 10:20 pm

ORD

GRU

13h 35m1 stop

$593Multiple Airlines

Wed, Feb 4 - Wed, Feb 11

6:00 am - 8:54 pm

CGH

ORD

16h 54m2 stops

1:17 pm - 12:20 pm

ORD

CGH

21h 03m2 stops

$709GOL

Tue, Apr 7 - Sun, May 17

6:00 pm - 8:54 pm

VCP

ORD

28h 54m2 stops

2:50 pm - 10:40 am

ORD

VCP

17h 50m2 stops

$723GOL

Thu, May 14 - Wed, May 20

9:15 pm - 11:59 am

GRU

MDW

17h 44m1 stop

10:46 am - 6:15 am

MDW

GRU

16h 29m2 stops

$797Delta

Tue, Feb 3 - Wed, Feb 11

11:45 pm - 11:59 am

GRU

MDW

15h 14m1 stop

10:53 am - 9:35 am

MDW

GRU

19h 42m1 stop

$798Delta

Tue, Feb 10 - Tue, Feb 17

9:15 pm - 11:59 am

GRU

MDW

17h 44m1 stop

10:53 am - 6:15 am

MDW

GRU

16h 22m2 stops

$806LATAM Airlines

Wed, Feb 11 - Mon, Feb 23

11:45 pm - 12:02 pm

GRU

MDW

14h 17m1 stop

12:47 pm - 5:40 am

MDW

GRU

14h 53m1 stop

$807LATAM Airlines

Wed, Mar 25 - Thu, Apr 9

Air Canada flights from Sao Paulo to Chicago

Our best Air Canada deals on Sao Paulo to Chicago flight tickets

Air Canada

Apr 23

GRU9:00 pmSao Paulo Guarulhos Intl

15h 08m

1 stop

ORD10:08 amChicago O'Hare Intl

May 12

ORD3:40 pmChicago O'Hare Intl

16h 10m

1 stop

GRU9:50 amSao Paulo Guarulhos Intl

$586

Find similar

Air Canada

May 4

GRU9:00 pmSao Paulo Guarulhos Intl

14h 54m

1 stop

ORD9:54 amChicago O'Hare Intl

May 13

ORD3:40 pmChicago O'Hare Intl

16h 10m

1 stop

GRU9:50 amSao Paulo Guarulhos Intl

$587

Find similar

Air Canada

May 14

GRU9:00 pmSao Paulo Guarulhos Intl

14h 54m

1 stop

ORD9:54 amChicago O'Hare Intl

May 29

ORD3:40 pmChicago O'Hare Intl

16h 10m

1 stop

GRU9:50 amSao Paulo Guarulhos Intl

$588

Find similar

Azul flights from Sao Paulo to Chicago

Our best Azul deals on Sao Paulo to Chicago flight tickets

Azul

Feb 27

VCP10:10 amSao Paulo Viracopos

15h 50m

1 stop

ORD11:00 pmChicago O'Hare Intl

Mar 7

ORD6:23 pmChicago O'Hare Intl

20h 57m

1 stop

VCP6:20 pmSao Paulo Viracopos

$997

Find similar

Azul

Feb 27

VCP10:10 amSao Paulo Viracopos

15h 50m

1 stop

ORD11:00 pmChicago O'Hare Intl

Mar 7

ORD12:45 pmChicago O'Hare Intl

19h 15m

2 stops

VCP11:00 amSao Paulo Viracopos

$1,007

Find similar

Azul

Dec 10

VCP11:20 pmSao Paulo Viracopos

15h 20m

1 stop

ORD11:40 amChicago O'Hare Intl

Dec 30

ORD1:17 pmChicago O'Hare Intl

16h 23m

1 stop

VCP8:40 amSao Paulo Viracopos

$1,564

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Thu 4/23

9:00 pm-10:08 am

1 stop15h 08m

Chicago O'Hare Intl

Tue 5/12

3:40 pm-9:50 am

1 stop16h 10m

$586

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 5/4

9:00 pm-9:54 am

1 stop14h 54m

Chicago O'Hare Intl

Wed 5/13

3:40 pm-9:50 am

1 stop16h 10m

$587

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 2/2

3:10 am-5:52 pm

2 stops17h 42m

Chicago O'Hare Intl

Wed 2/4

5:45 am-10:20 pm

1 stop13h 35m

$591

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 2/4

2:40 am-10:36 pm

2 stops22h 56m

Chicago O'Hare Intl

Wed 2/11

5:45 am-10:20 pm

1 stop13h 35m

$593

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Tue 4/7

6:00 am-8:54 pm

2 stops16h 54m

Chicago O'Hare Intl

Sun 5/17

1:17 pm-12:20 pm

2 stops21h 03m

$709

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Thu 5/14

6:00 pm-8:54 pm

2 stops28h 54m

Chicago O'Hare Intl

Wed 5/20

2:50 pm-10:40 am

2 stops17h 50m

$723

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 2/3

9:15 pm-11:59 am

1 stop17h 44m

Chicago Midway

Wed 2/11

10:46 am-6:15 am

2 stops16h 29m

$797

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 2/10

11:45 pm-11:59 am

1 stop15h 14m

Chicago Midway

Tue 2/17

10:53 am-9:35 am

1 stop19h 42m

$798

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 2/11

9:15 pm-11:59 am

1 stop17h 44m

Chicago Midway

Mon 2/23

10:53 am-6:15 am

2 stops16h 22m

$806

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 3/25

11:45 pm-12:02 pm

1 stop14h 17m

Chicago Midway

Thu 4/9

12:47 pm-5:40 am

1 stop14h 53m

$807

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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 August is your next best option. Flight prices from Sao Paulo to Chicago during August average around $784.

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 $1,036.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Sao Paulo to Chicago during this time can be as low as $878. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $923.

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 $911 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 $750 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 December 2025, prices for Sao Paulo to Chicago flights are approximately 29% 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	$304
Fastest flight time	10h 25m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Sao Paulo in the past 72 hours is $304. The best round-trip flight deal from Sao Paulo to Chicago found on momondo in the last 72 hours is $868.

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

Direct flights go from Sao Paulo to Chicago every day.

There is 1 airport near Chicago: 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 13h 21m.
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 4 operators available for flights from Sao Paulo to Chicago as of December 2025.
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 41.98% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 24.68%, Airbus A330-900neo with 8.74%, and Boeing 777-300ER with 4.50%.
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 Air Canada (21%), Copa Airlines (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
Avianca	PriceFrom $605	Free Cancellation	Rating 6.6 2,476 reviews	Search Avianca flights
Copa Airlines	PriceFrom $608	Free Cancellation	Rating 7.6 1,558 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $643	Free Cancellation	Rating 7.5 1,889 reviews	Search LATAM Airlines flights
United Airlines	PriceFrom $684	Free Cancellation	Rating 7.4 9,063 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 9,063 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 $960 for United Airlines flights on this route.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

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 $229

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 5/22. 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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Big names and deals

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Filter for what you want

Trusted and free

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Find the cheapest flights from Sao Paulo to Chicago

Cheap round-trip flights

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Air Canada flights from Sao Paulo to Chicago

Our best Air Canada deals on Sao Paulo to Chicago flight tickets

Azul flights from Sao Paulo to Chicago

Our best Azul deals on Sao Paulo to Chicago flight tickets

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

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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

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 August is your next best option. Flight prices from Sao Paulo to Chicago during August average around $784.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Sao Paulo to Chicago during this time can be as low as $878. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $923.

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 December 2025, prices for Sao Paulo to Chicago flights are approximately 29% cheaper when compared to flights at the same time last year.

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

Copa Airlines and GOL 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 12% 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 140 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?

Tuesday 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 12% of their flights experiencing any sort of delay.

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

As of December 2025, 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 December 2025, 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?

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down