$358 Cheap Flights from Chicago (ORD) to São Paulo (GRU)

View $358 flight on Tue, Jun 24, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to São Paulo (ORD-GRU)

Prices were available within the past 7 days and start at $358 for one-way flights and $694 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

avianca
Mon, May 5 - Wed, May 21
ORD
Chicago
GRU
Sao Paulo
$694 Roundtrip, found 1 day ago
$694
Roundtrip
found 1 day ago
Select avianca flight, departing Mon, May 5 from Chicago to Sao Paulo, returning Wed, May 21, priced at $694 found 1 day ago
Air Canada
Wed, Apr 30 - Mon, May 5
ORD
Chicago
GRU
Sao Paulo
$694 Roundtrip, found 1 hour ago
$694
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Wed, Apr 30 from Chicago to Sao Paulo, returning Mon, May 5, priced at $694 found 1 hour ago
Copa
Wed, Jun 18 - Wed, Jun 25
ORD
Chicago
GRU
Sao Paulo
$696 Roundtrip, found 5 hours ago
$696
Roundtrip
found 5 hours ago
Select Copa flight, departing Wed, Jun 18 from Chicago to Sao Paulo, returning Wed, Jun 25, priced at $696 found 5 hours ago
Air Canada
Tue, May 13 - Wed, May 21
ORD
Chicago
GRU
Sao Paulo
$700 Roundtrip, found 16 hours ago
$700
Roundtrip
found 16 hours ago
Select Air Canada flight, departing Tue, May 13 from Chicago to Sao Paulo, returning Wed, May 21, priced at $700 found 16 hours ago
Air Canada
Thu, May 15 - Thu, May 29
ORD
Chicago
GRU
Sao Paulo
$707 Roundtrip, just found
$707
Roundtrip
just found
Select Air Canada flight, departing Thu, May 15 from Chicago to Sao Paulo, returning Thu, May 29, priced at $707 just found
avianca
Tue, May 13 - Tue, May 20
ORD
Chicago
GRU
Sao Paulo
$729 Roundtrip, found 2 days ago
$729
Roundtrip
found 2 days ago
Select avianca flight, departing Tue, May 13 from Chicago to Sao Paulo, returning Tue, May 20, priced at $729 found 2 days ago
avianca
Fri, May 30 - Fri, Jun 6
ORD
Chicago
GRU
Sao Paulo
$734 Roundtrip, just found
$734
Roundtrip
just found
Select avianca flight, departing Fri, May 30 from Chicago to Sao Paulo, returning Fri, Jun 6, priced at $734 just found
avianca
Tue, May 13 - Tue, May 20
ORD
Chicago
GRU
Sao Paulo
$739 Roundtrip, found 2 days ago
$739
Roundtrip
found 2 days ago
Select avianca flight, departing Tue, May 13 from Chicago to Sao Paulo, returning Tue, May 20, priced at $739 found 2 days ago
American Airlines
Sun, Aug 24 - Sat, Sep 6
ORD
Chicago
GRU
Sao Paulo
$756 Roundtrip, found 1 day ago
$756
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Aug 24 from Chicago to Sao Paulo, returning Sat, Sep 6, priced at $756 found 1 day ago
GOL Linhas Aereas S.A.
Sat, Aug 9 - Sat, Aug 30
ORD
Chicago
GRU
Sao Paulo
$846 Roundtrip, found 6 days ago
$846
Roundtrip
found 6 days ago
Select GOL Linhas Aereas S.A. flight, departing Sat, Aug 9 from Chicago to Sao Paulo, returning Sat, Aug 30, priced at $846 found 6 days ago
Flights from Chicago (ORD) to São Paulo (GRU)
Origin airport
O'Hare Intl.
Destination airport
Guarulhos - Governor André Franco Montoro Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Copa, Delta, GOL Linhas Aereas S.A., LATAM Airlines Group, United, avianca
Roundtrip price
$693
Distance
5235 mi

Chicago to São Paulo Flights

The cheapest times to fly from Chicago to São Paulo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to São Paulo are during the month of May. You can find some of the cheapest flights from Chicago to São Paulo with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to São Paulo

Sunday is one of the best days to book for cheap flights from Chicago to São Paulo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to São Paulo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to São Paulo in 2025. You can also book with separate airlines for your outbound and return journeys, from $358 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to São Paulo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to São Paulo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) cost?
Score cheap return tickets from O’Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) starting from $1198. Snag a seat and take off on your trip. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving ORD on May 15 2025 and touching down at GRU. The price was last updated on April 22 2025 and has not changed since.
What is the cheapest month to fly from ORD to GRU?
The cheapest flights from ORD to GRU are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
Fly directly from O’Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) on a United Airlines flight.
What is the cheapest airline that flies from ORD to GRU?
With prices starting from $1137 for a one-way flight from ORD to GRU, United is currently the cheapest airline flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on July 14 2025. Prices were last updated on April 22 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
On average, O’Hare Intl. Airport (ORD) only offers 1 nonstop flight to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) per day. For more choices, try our easy-to-use filters. Simply enter your travel dates, then click on “1 Stop” or “2+ Stops” to discover flights offering layovers.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
The 6 PM departures from ORD to GRU are typically the busiest. These flights can come with a higher price due to their popularity. If you want to save money, pick a less crowded time to fly.
What day of the week has the most flights from ORD to GRU?
If you jet off on a Friday, you’ll get the biggest range of options for flights from O’Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
Take the earliest flight at around 6:00PM UTC-6, departing from O’Hare Intl. Airport (ORD). You’ll be traveling for roughly 10h 15m, landing at Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) at approximately 7:15AM UTC-3.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
The average flight time from ORD to GRU is 10 hours and 15 minutes, covering a distance of 5,200 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
To arrive at Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) on time, book a flight that leaves from O’Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Sao Paulo from O'Hare Intl. Airport (ORD)?
Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) is the only airport in Sao Paulo with direct flights from O’Hare Intl. Airport (ORD). Browse the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) last-minute?
Last-minute fares from ORD to GRU are usually more expensive. To lock in the lowest rates, start searching for flights well in advance. That said, if your travel plans are flexible, you may score a cheap ticket just before your departure.
Is it cheaper to book an ORD to GRU flight and hotel package?
Securing an ORD to GRU flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Choose from our impressive range of hotels and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
If you booked your ORD to GRU flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

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*Available to One Key members.