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

View AU$738 flight on Fri, 24 July 2026Opens in a new window

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

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,022 Return, found 23 hours ago
AU$1,022
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,022 found 23 hours ago
Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,113 Return, found 23 hours ago
AU$1,113
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,113 found 23 hours ago
Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,114 Return, found 23 hours ago
AU$1,114
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,114 found 23 hours ago
Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,119 Return, found 23 hours ago
AU$1,119
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,119 found 23 hours ago
Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,205 Return, found 23 hours ago
AU$1,205
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,205 found 23 hours ago
Air Canada
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,210 Return, found 23 hours ago
AU$1,210
Return
found 23 hours ago
Select Air Canada flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,210 found 23 hours ago
avianca
Sat, 20 June - Fri, 3 July
GRU
São Paulo
ORD
Chicago
AU$1,304 Return, found 3 days ago
AU$1,304
Return
found 3 days ago
Select avianca flight, departing Sat, 20 June from São Paulo to Chicago, returning Fri, 3 July, priced at AU$1,304 found 3 days ago
United
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,343 Return, found 23 hours ago
AU$1,343
Return
found 23 hours ago
Select United flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,343 found 23 hours ago
Delta
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,351 Return, found 23 hours ago
AU$1,351
Return
found 23 hours ago
Select Delta flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,351 found 23 hours ago
LATAM Airlines Group
Wed, 24 June - Sat, 4 July
GRU
São Paulo
ORD
Chicago
AU$1,393 Return, found 23 hours ago
AU$1,393
Return
found 23 hours ago
Select LATAM Airlines Group flight, departing Wed, 24 June from São Paulo to Chicago, returning Sat, 4 July, priced at AU$1,393 found 23 hours ago

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

November is typically the cheapest month to fly

From AU$938 - AU$1,464 per traveller.

Frequently asked questions

What is the cheapest month to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
January is typically the cheapest month to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average round-trip fares of approximately 1592 CAD. This is about 29% lower than the average price throughout the year. January often sees lower prices because it falls after the busy holiday travel season, when demand tends to decrease. Other cheap months to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) include February and December.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter GRU to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, UA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. LA offers the most daily flights from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Based on booking data from the past year, the cheapest months to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) are typically January and December, with average round-trip flights around 1592 CAD. These months often see lower demand, especially after the holiday rush in January, which can lead to more affordable fares. While these might not be the peak travel times, they offer a great opportunity to find a good deal on your flight.*Prices based on flights available on Expedia in the last year.
How many flights per day from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There is approximately 1 nonstop flight per day from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) (GRU) to Chicago, IL (ORD-O'Hare Intl.) (ORD). For even more choice, look at flights that include layovers. You'll find around 61 connecting flights per day. Some common connection points include El Dorado Intl. (BOG), Miami Intl. (MIA), and Pearson Intl. (YYZ).
What is the earliest flight from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 12:15 AM local time, operated by American Airlines. This is a seasonal service active in October. An early departure like this can help maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you're flying from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll typically find the most flights on a Saturday, with around 36 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Copa Airlines, and Avianca. Saturday offers notably more flight options compared to other days of the week, making it a good day to consider for your journey.
What are the most popular departure times for flights from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the late evening, from 9pm to midnight. This accounts for around 62% of total traffic. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing works well because you can maximize your day in São Paulo before your evening flight, and you'll arrive in Chicago ready to start your day.
How long does it take to fly from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from GRU to ORD usually take about 10 hours 30 minutes, traveling roughly 5,236 miles. If you opt for a connecting flight, expect to add around 5 hours to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for GRU to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Guarulhos - Governor Andre Franco Montoro Intl. (GRU)?
When traveling from Guarulhos - Governor Andre Franco Montoro Intl. (GRU) to Chicago, you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD). Some flights may connect through major hubs like Miami Intl. (MIA), Orlando Intl. (MCO), John F. Kennedy Intl. (JFK) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your São Paulo (GRU-Guarulhos - Governor André Franco Montoro Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Guarulhos - Governor André Franco Montoro Intl.
Destination airport
O'Hare Intl.
Return price
AU$1,022
Distance
8377 km
Average flight time
11 hours 25 mins

Book with confidence

Your quick guide to flights from São Paulo to Chicago

Pick up great flights from São Paulo to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from São Paulo to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from São Paulo to Chicago that take around hours.

Find cheap flights from São Paulo to Chicago

From the great flight deals with prices currently ranging from AU$1,022 to AU$1,420, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from São Paulo to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in June.

Reasons to book your flight from São Paulo to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from São Paulo to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from São Paulo to Chicago

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*Available to Expedia members.