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

Flights via Panama City (PTY) offer the lowest average round-trip price of $702.

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

Panama City (PTY) was the most common stop: 44% of momondo users choosing 1-stop flights on this route connected there.

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

As of August 2025, 2 flights take off from Sao Paulo and land in Chicago each day. The most common flight departure time for this route is 10:00PM, 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 August 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.

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

Arajet, Hahn Air, and Avianca are the most popular carriers operating from Sao Paulo to Chicago

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

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 13h 24m.

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 61% 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.

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

Bogotá (BOG) has the shortest average layover time for this route: 1h 13m.

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 August 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.

$230 Cheap Flights from Sao Paulo to Chicago in 2025

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 $641 to $958. The lowest price recently found on this route was $610.

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Find the cheapest flights from Sao Paulo to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:50 pm - 9:22 amGRU-ORD

18h 32m2 stops

10:27 am - 3:20 pmORD-GRU

26h 53m2 stops

$610

Find Deal

Tue, Sep 2 - Tue, Sep 9

4:50 pm - 6:50 pmGRU-ORD

28h 00m2 stops

6:30 am - 5:35 amORD-GRU

21h 05m2 stops

$622

Find Deal

Wed, Sep 17 - Wed, Sep 24

4:10 am - 9:58 pmGRU-ORD

19h 48m2 stops

6:30 am - 3:20 pmORD-GRU

30h 50m2 stops

$625

Find Deal

Fri, Sep 19 - Tue, Oct 21

1:45 am - 1:15 pmGRU-ORD

13h 30m1 stop

2:35 pm - 2:10 amORD-GRU

33h 35m1 stop

$740Avianca

Find Deal

Tue, Sep 2 - Sat, Sep 20

5:55 pm - 9:22 pmVCP-ORD

29h 27m2 stops

2:35 pm - 10:40 amORD-VCP

18h 05m2 stops

$801GOL

Find Deal

Wed, Sep 17 - Sun, Oct 5

6:30 am - 11:49 pmCGH-ORD

19h 19m2 stops

2:35 pm - 12:35 pmORD-CGH

20h 00m2 stops

$802GOL

Find Deal

Fri, Sep 26 - Mon, Oct 20

10:05 am - 9:12 pmGRU-MDW

13h 07m1 stop

1:08 pm - 8:50 amMDW-GRU

17h 42m2 stops

$880Delta

Find Deal

Sat, Aug 30 - Sat, Sep 6

11:05 pm - 12:28 pmGRU-MDW

15h 23m2 stops

12:43 pm - 5:40 amMDW-GRU

14h 57m1 stop

$882Delta

Find Deal

Tue, Aug 26 - Mon, Sep 15

10:05 am - 10:14 pmGRU-MDW

14h 09m1 stop

6:00 am - 7:40 amMDW-GRU

23h 40m2 stops

$891LATAM Airlines

Find Deal

Wed, Oct 8 - Wed, Oct 15

10:50 pm - 11:53 amGRU-MDW

15h 03m1 stop

6:00 am - 5:40 amMDW-GRU

21h 40m1 stop

$894LATAM Airlines

Find Deal

Tue, Oct 7 - Fri, Oct 17

GOL flights from Sao Paulo to Chicago

Our best GOL deals on Sao Paulo to Chicago flight tickets

GOL

Sep 17

VCP5:55 pmSao Paulo Viracopos

29h 27m

2 stops

ORD9:22 pmChicago O'Hare Intl

Oct 5

ORD2:35 pmChicago O'Hare Intl

18h 05m

2 stops

VCP10:40 amSao Paulo Viracopos

$801

Find similar

GOL

Sep 26

CGH6:30 amSao Paulo Congonhas

19h 19m

2 stops

ORD11:49 pmChicago O'Hare Intl

Oct 20

ORD2:35 pmChicago O'Hare Intl

20h 00m

2 stops

CGH12:35 pmSao Paulo Congonhas

$802

Find similar

GOL

Sep 22

CGH6:30 amSao Paulo Congonhas

17h 56m

2 stops

ORD10:26 pmChicago O'Hare Intl

Sep 27

ORD2:35 pmChicago O'Hare Intl

17h 40m

2 stops

CGH10:15 amSao Paulo Congonhas

$804

Find similar

Azul flights from Sao Paulo to Chicago

Our best Azul deals on Sao Paulo to Chicago flight tickets

Azul

Aug 19

VCP10:50 pmSao Paulo Viracopos

21h 45m

1 stop

ORD6:35 pmChicago O'Hare Intl

Oct 25

ORD3:50 pmChicago O'Hare Intl

20h 00m

2 stops

VCP1:50 pmSao Paulo Viracopos

$1,448

Find similar

Azul

Aug 19

VCP10:50 pmSao Paulo Viracopos

21h 45m

1 stop

ORD6:35 pmChicago O'Hare Intl

Oct 25

ORD10:50 amChicago O'Hare Intl

28h 55m

1 stop

VCP5:45 pmSao Paulo Viracopos

$1,616

Find similar

Azul

Aug 8

VCP10:50 pmSao Paulo Viracopos

21h 52m

1 stop

ORD6:42 pmChicago O'Hare Intl

Sep 7

ORD3:55 pmChicago O'Hare Intl

19h 30m

2 stops

VCP1:25 pmSao Paulo Viracopos

$1,662

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 9/2

4:50 pm-9:22 am

2 stops18h 32m

Chicago O'Hare Intl

Tue 9/9

10:27 am-3:20 pm

2 stops26h 53m

$610

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 9/17

4:50 pm-6:50 pm

2 stops28h 00m

Chicago O'Hare Intl

Wed 9/24

6:30 am-5:35 am

2 stops21h 05m

$622

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 9/19

4:10 am-9:58 pm

2 stops19h 48m

Chicago O'Hare Intl

Tue 10/21

6:30 am-3:20 pm

2 stops30h 50m

$625

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 9/2

1:45 am-1:15 pm

1 stop13h 30m

Chicago O'Hare Intl

Sat 9/20

2:35 pm-2:10 am

1 stop33h 35m

$740

Sao PauloChicago

VCP - ORD

VCPORD

Sao Paulo Viracopos

Wed 9/17

5:55 pm-9:22 pm

2 stops29h 27m

Chicago O'Hare Intl

Sun 10/5

2:35 pm-10:40 am

2 stops18h 05m

$801

Sao PauloChicago

CGH - ORD

CGHORD

Sao Paulo Congonhas

Fri 9/26

6:30 am-11:49 pm

2 stops19h 19m

Chicago O'Hare Intl

Mon 10/20

2:35 pm-12:35 pm

2 stops20h 00m

$802

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Sat 8/30

10:05 am-9:12 pm

1 stop13h 07m

Chicago Midway

Sat 9/6

1:08 pm-8:50 am

2 stops17h 42m

$880

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 8/26

11:05 pm-12:28 pm

2 stops15h 23m

Chicago Midway

Mon 9/15

12:43 pm-5:40 am

1 stop14h 57m

$882

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 10/8

10:05 am-10:14 pm

1 stop14h 09m

Chicago Midway

Wed 10/15

6:00 am-7:40 am

2 stops23h 40m

$891

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Tue 10/7

10:50 pm-11:53 am

1 stop15h 03m

Chicago Midway

Fri 10/17

6:00 am-5:40 am

1 stop21h 40m

$894

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

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 September is, on average, the cheapest month to fly to Chicago from Sao Paulo, with most prices found around $745. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Sao Paulo to Chicago during July average around $748.

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 Monday when prices can be found for as low as $886. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Sao Paulo to Chicago for around $1,040.

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 $963.

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 $954 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 $768 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 81% 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 August 2025, prices for Sao Paulo to Chicago flights are approximately 28% 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	$230
Fastest flight time	13h 07m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Sao Paulo in the past 72 hours is $230. The best round-trip flight deal from Sao Paulo to Chicago found on momondo in the last 72 hours is $610.

The fastest flight from Sao Paulo to Chicago takes 13h 07m

Direct flights go from Sao Paulo to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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 07m.
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 August 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 40.53% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 26.83%, Airbus A330-900neo with 6.56%, and Boeing 777-300 with 6.15%.
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 (59% of total bookings). The next most popular airline is Copa Airlines (41%).

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 $606	Free Cancellation	Rating 6.7 2,394 reviews	Search Avianca flights
Copa Airlines	PriceFrom $609	Free Cancellation	Rating 7.5 1,500 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $687	Free Cancellation	Rating 7.4 8,916 reviews	Search United Airlines flights
LATAM Airlines	PriceFrom $844	Free Cancellation	Rating 7.5 1,831 reviews	Search LATAM Airlines flights

United Airlines Flights From Sao Paulo to Chicago
United Airlines flies from Sao Paulo to Chicago around 7 times per week, with 8,916 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Sao Paulo to Chicago in the last 72 hours was $687 (round-trip), much lower than the average airfare cost of $1,030 for United Airlines flights on this route.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

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 $230

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 11/22. 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

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Find the cheapest flights from Sao Paulo to Chicago

Cheap round-trip flights

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Cheap last minute flights

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GOL flights from Sao Paulo to Chicago

Our best GOL deals on Sao Paulo to Chicago flight tickets

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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.

See travel insights to Chicago from

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 September is, on average, the cheapest month to fly to Chicago from Sao Paulo, with most prices found around $745. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Sao Paulo to Chicago during July average around $748.

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 $963.

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 81% 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 August 2025, prices for Sao Paulo to Chicago flights are approximately 28% cheaper when compared to flights at the same time last year.

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

Arajet, Hahn Air, and Avianca are the most popular carriers operating from Sao Paulo to Chicago

What airlines fly to Chicago?

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

Panama City (PTY) was the most common stop: 44% 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 Panama City (PTY) offer the lowest average round-trip price of $702.

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

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 13h 24m.

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

Bogotá (BOG) has the shortest average layover time for this route: 1h 13m.

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

As of August 2025, 2 flights take off from Sao Paulo and land in Chicago each day. The most common flight departure time for this route is 10:00PM, 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 August 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