$230 Cheap Flights from São Paulo (GRU) to Chicago (ORD)

View $230 flight on Tue, May 5, 2026Opens in a new window

Popular airlines from São Paulo/Guarulhos Intl. Airport to Chicago O'Hare Intl. Airport (ORD)

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Prices were available within the past 7 days and start at $230 for one-way flights and $433 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Fri, Apr 10 - Sat, Apr 25
GRU
Sao Paulo
ORD
Chicago
$433 Roundtrip, found 5 days ago
$433
Roundtrip
found 5 days ago
Select Arajet flight, departing Fri, Apr 10 from Sao Paulo to Chicago, returning Sat, Apr 25, priced at $433 found 5 days ago
Arajet
Fri, Apr 10 - Wed, May 6
GRU
Sao Paulo
ORD
Chicago
$447 Roundtrip, found 21 hours ago
$447
Roundtrip
found 21 hours ago
Select Arajet flight, departing Fri, Apr 10 from Sao Paulo to Chicago, returning Wed, May 6, priced at $447 found 21 hours ago
Arajet
Tue, May 5 - Mon, May 11
GRU
Sao Paulo
ORD
Chicago
$472 Roundtrip, found 3 days ago
$472
Roundtrip
found 3 days ago
Select Arajet flight, departing Tue, May 5 from Sao Paulo to Chicago, returning Mon, May 11, priced at $472 found 3 days ago
Arajet
Tue, Mar 31 - Mon, Apr 6
GRU
Sao Paulo
ORD
Chicago
$473 Roundtrip, found 4 days ago
$473
Roundtrip
found 4 days ago
Select Arajet flight, departing Tue, Mar 31 from Sao Paulo to Chicago, returning Mon, Apr 6, priced at $473 found 4 days ago
Arajet
Fri, Apr 10 - Mon, Apr 13
GRU
Sao Paulo
ORD
Chicago
$482 Roundtrip, found 1 day ago
$482
Roundtrip
found 1 day ago
Select Arajet flight, departing Fri, Apr 10 from Sao Paulo to Chicago, returning Mon, Apr 13, priced at $482 found 1 day ago
Arajet
Fri, Apr 10 - Wed, May 6
GRU
Sao Paulo
ORD
Chicago
$483 Roundtrip, found 21 hours ago
$483
Roundtrip
found 21 hours ago
Select Arajet flight, departing Fri, Apr 10 from Sao Paulo to Chicago, returning Wed, May 6, priced at $483 found 21 hours ago
Air Canada
Wed, Nov 5 - Thu, Mar 5
GRU
Sao Paulo
ORD
Chicago
$586 Roundtrip, found 6 hours ago
$586
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Wed, Nov 5 from Sao Paulo to Chicago, returning Thu, Mar 5, priced at $586 found 6 hours ago
GOL Linhas Aereas S.A.
Mon, Nov 3 - Wed, Nov 19
GRU
Sao Paulo
ORD
Chicago
$591 Roundtrip, found 5 days ago
$591
Roundtrip
found 5 days ago
Select GOL Linhas Aereas S.A. flight, departing Mon, Nov 3 from Sao Paulo to Chicago, returning Wed, Nov 19, priced at $591 found 5 days ago
Copa
Mon, Mar 2 - Mon, Mar 9
GRU
Sao Paulo
ORD
Chicago
$782 Roundtrip, found 1 hour ago
$782
Roundtrip
found 1 hour ago
Select Copa flight, departing Mon, Mar 2 from Sao Paulo to Chicago, returning Mon, Mar 9, priced at $782 found 1 hour ago
Hahn Air Technologies
Fri, Apr 24 - Wed, May 6
GRU
Sao Paulo
ORD
Chicago
$812 Roundtrip, found 1 day ago
$812
Roundtrip
found 1 day ago
Select Hahn Air Technologies flight, departing Fri, Apr 24 from Sao Paulo to Chicago, returning Wed, May 6, priced at $812 found 1 day ago

Find the cheapest month to fly from São Paulo (GRU) to Chicago (ORD)

November is typically the cheapest month to fly

From $535 - $990 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $586
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $586
Flights from São Paulo (GRU) to Chicago (ORD)
Origin airport
Guarulhos - Governor André Franco Montoro Intl.
Destination airport
O'Hare Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Arajet, Copa, Delta, GOL Linhas Aereas S.A., Hahn Air Technologies, LATAM Airlines Group, United, World Ticket Ltd, avianca
Roundtrip price
$432
Distance
5235 mi
Average flight time
11 hours 25 mins

São Paulo to Chicago Flights

The cheapest times to fly from São Paulo to Chicago

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 São Paulo to Chicago are during the month of April. You can find some of the cheapest flights from São Paulo to Chicago with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from São Paulo to Chicago: 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 São Paulo to Chicago

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 São Paulo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $230 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 São Paulo to Chicago 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 São Paulo to Chicago 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 Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $230 or cheap return flight from $433 from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
Flying in April can help you save, as it's the cheapest month for flights between GRU and ORD. You'll often find the lowest fares during off-peak months.
Which airlines fly direct from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
Board a direct flight with United Airlines and go straight from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest GRU to ORD flight.
How many flights per day from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
On average, Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) only has 1 nonstop flight to O'Hare Intl. Airport (ORD) per day. For additional options, try Expedia's easy-to-use filter tool. Simply enter your travel details, then click on "1 Stop" or "2+ Stops" to discover flights with layovers.
What are the most popular departure times for flights from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
The 9 PM departures from GRU to ORD are the most sought after. They can also be more expensive. If you're looking to save, choose a less crowded time to fly.
What day of the week has the most flights from GRU to ORD?
Fly on a Friday if you're searching for the best choice of flights from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)'s earliest flight to O'Hare Intl. Airport (ORD) leaves at approximately 9:45PM UTC-3. With a travel duration of 10h 40m, you'll arrive at around 5:25AM UTC-6.
How long does it take to fly from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
It takes approximately 10 hours and 40 minutes to travel the 5,200 mi from GRU to ORD.
What airline has the least delays from GRU to ORD?
Consider booking with United Airlines if you'd like to fly straight from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD) without any interruptions. This airline has the best track record for punctuality, with an on-time score of 86%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
To land at O'Hare Intl. Airport (ORD) on time, pick a flight that leaves Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Chicago from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
If you're flying on a direct flight from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from GRU to ORD are typically more expensive. To secure the best rates, start looking for flights ahead of time. That said, if you're flexible with your travel dates, it's possible to land a cheap fare right before your journey.
Is it cheaper to book a GRU to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a GRU to ORD flight and hotel package with Expedia could result in significant savings. Better yet, having everything in one convenient place will take the hassle out of travel planning. Just secure your flights and choose from our extensive range of hotels, then customize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD)?
If you reserved your GRU to ORD flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

Explore a world of travel with Expedia

*Available to One Key members.