Cheap Flights from Sao Paulo to Chicago

Compare Sao Paulo to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Sao Paulo to Chicago

Looking for a cheap last-minute deal or the best return flight from Sao Paulo to Chicago? If you want to travel next month, return fares start from R 12,057. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Sao Paulo to Chicago

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

Direct flights from Sao Paulo to Chicago

Alternative Sao Paulo to Chicago routes

Looking for the cheapest, fastest or easiest route from Sao Paulo 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 foundR 4,814
Cheapest month to flyOctober
Average flight time10 hrs, 39 mins
Most popular airlineANA (All Nippon Airways)
Average flights per week15

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

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Sao Paulo to Chicago is R 9,606. 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.
10 hours and 39 minutes is the average flight time from Sao Paulo to Chicago.
ANA (All Nippon Airways) and United fly direct from Sao Paulo to Chicago.
As of June 2026, there are 15 flights per week flying from Sao Paulo to Chicago.
The cheapest month to fly from Sao Paulo to Chicago is usually February.
If you're flying from Sao Paulo, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from R 9,606.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Sao Paulo to Chicago on Friday, 19 February 2027.
Yes – the average flight time is 10 hours and 39 minutes.
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.

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.

In June, the average temperature is usually around 19°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.
The cheapest airline that flies to Chicago is Arajet. And the cheapest airline that flies to Chicago O'Hare International Airport is United.

Travelling from Sao Paulo to Chicago: what you need to know

  • Sao Paulo is home to a couple of airports where you can kick off your trip. Check out your options for booking a flight from Sao Paulo to Chicago flying out of Sao Paulo Guarulhos Airport (GRU) or Sao Paulo Viracopos Airport (VCP).

  • Chicago O'Hare International Airport (ORD) and Chicago Midway Airport (MDW) are Chicago's major gateways.

  • Take a direct Sao Paulo to Chicago flight and you'll be travelling for an average of 10 hours 30 minutes.

  • The timezone in Chicago is UTC-6, which is three hours behind Sao Paulo.

  • The most popular route for flights from Sao Paulo to Chicago is from Sao Paulo Guarulhos Airport (GRU) to Chicago O'Hare International Airport (ORD). Take your pick of seven services every week between these two airports. If you want to get going as soon as possible, the earliest flight from GRU to ORD is the 21:45 United Airlines option. If you prefer to travel later, the last departure is at 22:20 with United Airlines.

  • For hassle-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to board your Sao Paulo to Chicago flight.

  • Be prepared for longer lines in popular months such as July. Arriving up to four hours ahead of international flights and two hours for domestic departures is a smart move.

How to find the cheapest flights from Sao Paulo to Chicago

  • To snag cheap Sao Paulo to Chicago flights, book your journey one month ahead of your planned departure.

  • June is the best month for landing an incredible deal on a plane ticket from Sao Paulo to Chicago. If you want to travel during a different time of year, the 'Whole month' tool will give you the lowest prices for each month.

  • Save time looking for cheap flights from Sao Paulo to Chicago by creating a Price Alert. You'll receive an email or notification on the app when fares go down.

  • Lock in a cheap Sao Paulo to Chicago flight with the help of our filters. Select your preferred duration, departure time and airlines, then sort the results by 'Cheapest' to see the best deals.

Flying from Sao Paulo

Sao Paulo Guarulhos Airport (GRU)

  • You can catch a direct flight from Sao Paulo to Chicago departing from Sao Paulo Guarulhos Airport (GRU). Start your journey at GRU and touch down at Chicago O'Hare International Airport (ORD).

  • Reserve your Sao Paulo to Chicago plane tickets with United Airlines. This airline is a top pick for direct flights from GRU.

  • We make it simple to find a Sao Paulo to Chicago flight with a stopover. To see your options leaving from Sao Paulo Guarulhos Airport, deselect 'Direct flights only.' Then, simply pick a flight with a stop long enough to explore your chosen city. Major stopovers include:

    • Atlanta Hartsfield-Jackson Airport (ATL)

    • Houston George Bush Intercntl. Airport (IAH)

    • New York Newark Airport (EWR)

  • Located around 21 kilometres from the centre of Sao Paulo, GRU can be reached in about 45 minutes by car (depending on traffic). The journey by public transport takes roughly 1 hour 10 minutes.

  • After a leisurely start to your holiday? Stay near Sao Paulo Guarulhos Airport. Whether you're taking an early flight from Sao Paulo to Chicago or just don't like being rushed, these hotels are ideal:

  • When it comes to the on-time performance of Sao Paulo Guarulhos Airport, data shows 71% of flights stick to their scheduled arrival time.

Sao Paulo Viracopos Airport (VCP)

  • Using public transport, you can travel from central Sao Paulo to VCP in around 2 hours 20 minutes. The airport is roughly 80 kilometres away. Driving will take you about 1 hour 30 minutes.

  • You're off on holiday, so why not enjoy an extra night away? Consider kicking back in one of these accommodation options near Sao Paulo Viracopos Airport the day before your flight from Sao Paulo to Chicago:

  • As far as flight punctuality goes, Sao Paulo Viracopos Airport has an on-time arrival rate of 74%.

Arriving in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) is approximately 26 kilometres from the centre of Chicago. If you're catching a taxi or a ride-share, the drive takes roughly 30 minutes.

  • It typically takes 45 minutes to get there on public transport.

  • The last thing you need is a lengthy journey to your hotel if you're arriving on a late flight from Sao Paulo to Chicago. Stay at one of these accommodation options near ORD instead:

  • Pick up a Chicago O'Hare International Airport rental car and explore Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are top outlets you can book with here.

  • Reserving your vehicle from Chicago O'Hare International Airport around four weeks in advance can help you secure the lowest rate.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway Airport (MDW)

  • After your flight from Sao Paulo to Chicago has touched down, you can make your way to the city centre in around 25 minutes by car. Central Chicago is approximately 14 kilometres from Chicago Midway Airport (MDW).

  • If you choose to travel on public transport, you'll get to the city centre in 30 minutes or so.

  • Hang up the 'Do not disturb' sign and rest at a hotel close to MDW. Here are a few options where you can put your feet up after your flight from Sao Paulo to Chicago:

  • The quickest way to get to where you're going is with a Chicago Midway Airport rental car. Pick up your wheels from Dollar, Hertz or Budget and get going in the blink of an eye.

  • Avoid last-minute price surges. Booking your ride four weeks ahead of your arrival at MDW will help you stay within budget.

  • Chicago Midway Airport can be found at 5700 South Cicero.

Chicago Rockford Airport (RFD)

  • Travel to the centre after your flight from Sao Paulo to Chicago has arrived. Central Chicago is around 129 kilometres from Chicago Rockford Airport (RFD) and takes roughly 1 hour 40 minutes to get to by car.

  • Public transport can get you there in around 2 hours.

  • Take control of the next chapter of your journey by picking up a Chicago Rockford Airport rental car. Budget, Alamo and National are reliable rental providers.

  • If you prefer a specific model or make, booking early increases your chances of snagging what you want. Book your ride from RFD a couple of weeks ahead of your flight from Sao Paulo to Chicago.

  • Chicago Rockford Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • July is the busiest month for flights from Sao Paulo to Chicago. To escape the crowds, go to Chicago in March.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Book your Sao Paulo to Chicago ticket then if you enjoy this type of weather.

  • Search for cheap flights from Sao Paulo to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many cities in the United States waiting to be explored once you've seen Chicago. Around 451 kilometres to the southeast, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Columbus Park of Roses and Ohio Theatre.

  • If there's time to check out another great destination in the United States, head for Indianapolis, roughly 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum of American Indians and Western Art and The Children's Museum of Indianapolis are among its highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.