$882 Cheap Flights from Sao Paulo Guarulhos to Chicago in 2025

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Flight deals from Sao Paulo Guarulhos to Chicago

Looking for a cheap last-minute deal or the best return flight from Sao Paulo Guarulhos to Chicago? Find the lowest prices on one-way and return tickets right here.

Chicago.$882 per passenger.Departing Wed, 21 May, returning Sat, 31 May.Return flight with Avianca and Spirit Airlines.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Wed, 21 May, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 31 May, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $882, select.

Chicago.$1,017 per passenger.Departing Sat, 24 May, returning Sun, 15 Jun.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Sat, 24 May, arriving in Chicago O'Hare International.Inbound indirect flight with Avianca, departs from Chicago O'Hare International on Sun, 15 Jun, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,017, select.

Chicago.$1,018 per passenger.Departing Wed, 23 Apr, returning Sun, 27 Apr.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Wed, 23 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Avianca, departs from Chicago O'Hare International on Sun, 27 Apr, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,018, select.

Chicago.$1,020 per passenger.Departing Mon, 9 Jun, returning Tue, 1 Jul.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Mon, 9 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Avianca, departs from Chicago O'Hare International on Tue, 1 Jul, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,020, select.

Chicago.$1,020 per passenger.Departing Thu, 12 Jun, returning Mon, 23 Jun.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Thu, 12 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Avianca, departs from Chicago O'Hare International on Mon, 23 Jun, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,020, select.

Chicago.$1,043 per passenger.Departing Tue, 29 Jul, returning Wed, 27 Aug.Return flight with Copa.Outbound indirect flight with Copa, departs from Sao Paulo Guarulhos on Tue, 29 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Copa, departs from Chicago O'Hare International on Wed, 27 Aug, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,043, select.

Chicago.$1,043 per passenger.Departing Sat, 2 Aug, returning Mon, 11 Aug.Return flight with Copa.Outbound indirect flight with Copa, departs from Sao Paulo Guarulhos on Sat, 2 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 11 Aug, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,043, select.

Chicago.$1,044 per passenger.Departing Tue, 10 Jun, returning Sun, 10 Aug.Return flight with Copa.Outbound indirect flight with Copa, departs from Sao Paulo Guarulhos on Tue, 10 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Copa, departs from Chicago O'Hare International on Sun, 10 Aug, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From $1,044, select.

Find the cheapest month to fly from Sao Paulo Guarulhos to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Sao Paulo Guarulhos to Chicago flights are currently cheapest in May.

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Direct flights from Sao Paulo Guarulhos to Chicago

Alternative Sao Paulo Guarulhos to Chicago routes

Looking for the cheapest, fastest or easiest route from Sao Paulo Guarulhos to Chicago? You could fly into the following airports instead.

Sao Paulo to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$882
Cheapest month to fly	May
Average flight time	10 hrs, 37 mins
Most popular airline	United
Average flights per week	15

Finding cheap flights from Sao Paulo Guarulhos to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from Sao Paulo Guarulhos to Chicago?

The best price we found for a return flight from Sao Paulo Guarulhos to Chicago is $882. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Sao Paulo Guarulhos to Chicago?

10 hours and 37 minutes is the average flight time from Sao Paulo Guarulhos to Chicago.

Which airlines fly direct from Sao Paulo Guarulhos to Chicago?

United and ANA (All Nippon Airways) fly direct from Sao Paulo Guarulhos to Chicago.

How many flights are there a week from Sao Paulo Guarulhos to Chicago?

As of April 2025, there are 30 flights per week flying from Sao Paulo Guarulhos to Chicago.

When is the cheapest time to fly from Sao Paulo Guarulhos to Chicago?

The cheapest month to fly from Sao Paulo Guarulhos to Chicago is usually April 2025.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Sao Paulo Guarulhos Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $882.

Which upcoming date is cheapest to fly from Sao Paulo Guarulhos Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Sao Paulo Guarulhos Airport to Chicago on Wednesday, 21 May 2025.

Can I get a direct flight from Sao Paulo Guarulhos Airport to Chicago?

Yes – the average flight time is 10 hours and 37 minutes.

How can I get the best flight deal from Sao Paulo Guarulhos Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Sao Paulo Guarulhos Airport to Chicago with?

Currently, Avianca and United offer the cheapest flight tickets to Chicago.

Travelling from Sao Paulo-Guarulhos International Airport (GRU) to Chicago: what you need to know

The average time for a direct flight from Sao Paulo-Guarulhos International Airport to Chicago is 10 hours 15 minutes.
Chicago is 2 hours behind Sao Paulo, where Sao Paulo-Guarulhos International Airport is located. Chicago operates on the UTC-5 timezone.
With 10 weekly flights between the two airports, Sao Paulo-Guarulhos International Airport (GRU) to O'Hare International Airport (ORD) is the most popular route. United operates the earliest flight at 21:45. If you're eager to make the most of your day before leaving, the latest flight from GRU to ORD is with United at 22:20.
For a stress-free journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This way, you'll have plenty of time to board your flight from GRU to Chicago.
Travelling during a peak time such as July? School holidays and other high seasons can lead to longer lines at security. Be extra cautious and arrive up to four hours before an international flight and two hours before a domestic departure.
You can book a direct flight from Sao Paulo-Guarulhos International Airport to Chicago that lands at O'Hare International Airport (ORD).
Be on the lookout for deals with United. This carrier has direct flights from Sao Paulo-Guarulhos International Airport to Chicago.
Consider adding a stopover to possibly find a cheaper flight from GRU to Chicago. Just uncheck 'Direct flights only' when searching for the departures. Break up the journey at one of these popular airports:
- Miami International Airport (MIA)
- George Bush Intercontinental Airport (IAH)
- Hartsfield-Jackson Atlanta International Airport (ATL)
You will need an embassy visa for United States if you have a passport from Brazil and are travelling for tourism purposes. Travel documentation and visa requirements can be subject to change. So before booking your cheap ticket from Sao Paulo-Guarulhos International Airport to Chicago, check with your airline as well as the destination country's local consulate or embassy for the most recent updates.
Located around 26 kilometres from central Sao Paulo, GRU can be reached in about 32 minutes by car, depending on traffic. The journey by public transport is roughly 1 hour and 22 minutes.
Looking for a handy hotel near GRU? If you're catching an early flight from Sao Paulo-Guarulhos International Airport to Chicago, these accommodation options will have you sleeping moments from your check-in counter:

How to find the cheapest flights from Sao Paulo-Guarulhos International Airport (GRU) to Chicago

$499 is the lowest price for a one-way ticket from Sao Paulo-Guarulhos International Airport to Chicago. A return flight starts at $882. These fares may change depending on availability.
Score cheap tickets from GRU to Chicago by booking 10 months ahead. According to our research, that's the sweet spot for finding the biggest deals.
June is the cheapest month for tickets from Sao Paulo-Guarulhos International Airport to Chicago. If you want to travel at a different time of year, the 'Whole month' tool will give you the lowest prices for every month.
Snapping up a cheap ticket from GRU to Chicago is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know as soon as the price has fallen.
Make the most of the filters to find your ideal trip. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Sao Paulo-Guarulhos International Airport to Chicago, use the 'Sort by' function. You can also filter results by arrival and departure times, airline, and journey duration.

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It'll take you about 35 minutes to reach the centre driving.
If you're taking public transport, expect a journey time of around 54 minutes.
If you're arriving on a late flight from Sao Paulo-Guarulhos International Airport to Chicago, few things beat the convenience of staying close to the terminal. Grab your luggage from the carousel and then be showered and snoozing soon after at one of these accommodation options near ORD:

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is around 19 kilometres from the centre of Chicago. Once you've disembarked your flight from Sao Paulo-Guarulhos International Airport to Chicago, it'll take you around 21 minutes to get to the heart of the city in a cab or ride-share.
The trip will take roughly 46 minutes on public transport.
After your flight from GRU to Chicago, kick back at a hotel near MDW. These are some comfortable accommodation options that'll help you slip into relaxation mode:

Best time to go to Chicago

August is the most popular month for flights from Sao Paulo-Guarulhos International Airport to Chicago. To escape the crowds, plan your trip to Chicago in February when it's quieter.
The warmest month in Chicago is July, with the temperature ranging between 15ºC and 29ºC. Book your flights from Sao Paulo-Guarulhos International Airport to Chicago in this month if this is the type of weather you enjoy.
If you want cooler conditions, search for a cheap flight from GRU to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

After locking in your flight from Sao Paulo-Guarulhos International Airport to Chicago, think about where to rest your head in this city. Make one of these accommodation options your base for exploring Chicago:
Millennium Park and Art Institute of Chicago are a couple of major attractions to put on your Chicago itinerary. Keep the sightseeing going at LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

We use the same magic that helped you find your cheap flight from Sao Paulo-Guarulhos International Airport to Chicago to track down amazing deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus you'll find everything you need to know about car rentals in Chicago, from the most popular car type to the average daily price.