$243 Cheap Flights from São Paulo (GRU) to Chicago (ORD)

View $243 flight on Sun, Nov 16, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $243 for one-way flights and $447 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Sun, Feb 1 - Mon, Feb 16
GRU
Sao Paulo
ORD
Chicago
$447 Roundtrip, found 6 days ago
$447
Roundtrip
found 6 days ago
Select Arajet flight, departing Sun, Feb 1 from Sao Paulo to Chicago, returning Mon, Feb 16, priced at $447 found 6 days ago
Arajet
Sun, Nov 16 - Mon, Dec 1
GRU
Sao Paulo
ORD
Chicago
$460 Roundtrip, found 1 day ago
$460
Roundtrip
found 1 day ago
Select Arajet flight, departing Sun, Nov 16 from Sao Paulo to Chicago, returning Mon, Dec 1, priced at $460 found 1 day ago
Arajet
Sun, Nov 23 - Mon, Dec 1
GRU
Sao Paulo
ORD
Chicago
$522 Roundtrip, found 3 days ago
$522
Roundtrip
found 3 days ago
Select Arajet flight, departing Sun, Nov 23 from Sao Paulo to Chicago, returning Mon, Dec 1, priced at $522 found 3 days ago
avianca
Mon, Nov 17 - Mon, Dec 1
GRU
Sao Paulo
ORD
Chicago
$592 Roundtrip, found 4 days ago
$592
Roundtrip
found 4 days ago
Select avianca flight, departing Mon, Nov 17 from Sao Paulo to Chicago, returning Mon, Dec 1, priced at $592 found 4 days ago
avianca
Sun, Nov 16 - Mon, Dec 1
GRU
Sao Paulo
ORD
Chicago
$606 Roundtrip, found 1 day ago
$606
Roundtrip
found 1 day ago
Select avianca flight, departing Sun, Nov 16 from Sao Paulo to Chicago, returning Mon, Dec 1, priced at $606 found 1 day ago
GOL Linhas Aereas S.A.
Mon, Nov 10 - Wed, Nov 19
GRU
Sao Paulo
ORD
Chicago
$612 Roundtrip, found 4 days ago
$612
Roundtrip
found 4 days ago
Select GOL Linhas Aereas S.A. flight, departing Mon, Nov 10 from Sao Paulo to Chicago, returning Wed, Nov 19, priced at $612 found 4 days ago
Arajet
Sun, Nov 16 - Tue, Dec 2
GRU
Sao Paulo
ORD
Chicago
$621 Roundtrip, found 1 day ago
$621
Roundtrip
found 1 day ago
Select Arajet flight, departing Sun, Nov 16 from Sao Paulo to Chicago, returning Tue, Dec 2, priced at $621 found 1 day ago
avianca
Mon, Nov 10 - Wed, Nov 19
GRU
Sao Paulo
ORD
Chicago
$622 Roundtrip, found 4 days ago
$622
Roundtrip
found 4 days ago
Select avianca flight, departing Mon, Nov 10 from Sao Paulo to Chicago, returning Wed, Nov 19, priced at $622 found 4 days ago
Copa
Thu, Sep 18 - Sat, Feb 14
GRU
Sao Paulo
ORD
Chicago
$638 Roundtrip, found 11 hours ago
$638
Roundtrip
found 11 hours ago
Select Copa flight, departing Thu, Sep 18 from Sao Paulo to Chicago, returning Sat, Feb 14, priced at $638 found 11 hours ago
United
Mon, Sep 22 - Tue, Oct 7
GRU
Sao Paulo
ORD
Chicago
$819 Roundtrip, found 18 hours ago
$819
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Sep 22 from Sao Paulo to Chicago, returning Tue, Oct 7, priced at $819 found 18 hours ago

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

June is typically the cheapest month to fly

From $618 - $958 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $1,057
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $1,057
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, avianca
Roundtrip price
$447
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 February. 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 $243 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?
Cheap return fares from Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) to O'Hare Intl. Airport (ORD) start at $820. 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 GRU on August 6 2025 and touching down at ORD. The price was last updated on July 11 2025 and has not changed since.
What is the cheapest month to fly from GRU to ORD?
The cheapest flights from GRU to ORD 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 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 GRU to ORD?
With prices starting from $777 for a one-way flight from GRU to ORD, United is currently the cheapest carrier operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from GRU on August 6 2025. Prices were last updated on July 11 2025 and have not changed since.
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.

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