Cheap Flights from Sao Paulo 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? 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 February.

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 3,831
Cheapest month to flyMarch
Average flight time10 hrs, 39 mins
Most popular airlineUnited

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Sao Paulo to Chicago is R 7,193. 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.
United and ANA (All Nippon Airways) fly direct from Sao Paulo to Chicago.
As of December 2025, there are no flights flying from Sao Paulo to Chicago.
The cheapest month to fly from Sao Paulo to Chicago is usually March.
If you're flying from Sao Paulo, 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 R 7,193.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Sao Paulo to Chicago on Sunday, 29 March 2026.
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 December, the average temperature is usually around -2°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

  • Start your holiday planning by considering where you'll board your flight from Sao Paulo to Chicago. Sao Paulo-Guarulhos International Airport (GRU) and Viracopos Airport (VCP) are the main airports in Sao Paulo.

  • Touch down in Chicago at O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • Hop on a direct Sao Paulo to Chicago flight and you'll be in transit for an average of 10 hours 30 minutes.

  • Chicago's timezone is UTC-5, making Chicago two hours behind Sao Paulo.

  • Sao Paulo-Guarulhos International Airport (GRU) to O'Hare International Airport (ORD) is the most traveled route that connects these two cities. There are seven weekly flights to choose from. If you have things to finalize before heading off, the last flight from Sao Paulo to Chicago is with United Airlines at 22:20. Choose the first GRU to ORD departure operated by United Airlines at 21:45 to maximise your time in Chicago.

  • To ensure you board your Sao Paulo to Chicago flight, leave plenty of time for things like check-in and baggage drop. Arriving two hours ahead of international departures and one hour before domestic flights is a good rule of thumb.

  • During popular months like July, it's best to get to the airport earlier than normal. Arrive two hours before domestic departures and four hours ahead for an international flight whenever you're travelling during peak periods in general.

How to find the cheapest flights from Sao Paulo to Chicago

  • Book three months before you travel. Research into pricing trends suggests this is the ideal window for finding cheap Sao Paulo to Chicago flights.

  • The best month for finding cheap plane tickets from Sao Paulo to Chicago is June. Use the 'Whole month' tool to compare prices, then select the dates offering the lowest fares.

  • Getting a cheap flight from Sao Paulo to Chicago is a piece of cake with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know as soon as there's a better deal.

  • Tailor your travel plans using filters. Choose your preferred arrival and departure times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' Sao Paulo to Chicago flights.

Flying from Sao Paulo

Sao Paulo-Guarulhos International Airport (GRU)

  • You can get a direct flight from Sao Paulo to Chicago departing from Sao Paulo-Guarulhos International Airport (GRU). Start your trip at GRU and come in for landing at O'Hare International Airport (ORD).

  • Look out for promotions with United Airlines. This carrier offers direct Sao Paulo to Chicago plane tickets from GRU.

  • Stopovers are the ideal opportunity to take a break from travelling — and perhaps even explore a different city. When searching for Sao Paulo to Chicago flights leaving from Sao Paulo-Guarulhos International Airport, deselect the 'Direct flights only' box to see where you can visit along the way. Consider one of these popular options:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • George Bush Intercontinental Airport (IAH)

    • Newark Liberty International Airport (EWR)

  • Travelling from central Sao Paulo to GRU takes around 1 hour 20 minutes by public transport. If you drive, ride-share or grab a cab, you'll cover the 21 kilometres in 30 minutes or so, depending on traffic conditions.

  • Need a convenient hotel close to Sao Paulo-Guarulhos International Airport? If you're catching an early flight from Sao Paulo to Chicago, these stays will have you sleeping moments from check-in:

  • When it comes to Sao Paulo-Guarulhos International Airport's on-time performance, 75.54% of flights meet their scheduled arrival time.

Viracopos Airport (VCP)

  • You can get to VCP from central Sao Paulo in about 1 hour 15 minutes by car, depending on traffic conditions. The ride on public transport takes roughly 3 hours 25 minutes to cover the 80 kilometres or so.

  • Want to treat yourself to an extra night away before boarding your flight from Sao Paulo to Chicago? Relax in a hotel near Viracopos Airport before your trip officially starts. Consider one of these stays:

  • Viracopos Airport has an on-time performance of 75%. This figure provides insight into how frequently flights that leave from this airport land on time.

Arriving in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes to reach by car. The centre is roughly 26 kilometres away.

  • It typically takes 55 minutes to get there when travelling by public transport.

  • Book a hotel close to ORD if you have a late flight from Sao Paulo to Chicago. Select one of these accommodation options and skip the long transfer:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are leading providers you can book with here.

  • Booking your ride from O'Hare International Airport about four weeks in advance can help you secure the lowest rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 14 kilometres from central Chicago. After your flight from Sao Paulo to Chicago, it takes approximately 20 minutes to reach the heart of the city in a ride-share or cab.

  • If you're catching public transport, it'll take around 45 minutes.

  • There are some great places to call home for the night near MDW. Unwind after your Sao Paulo to Chicago flight at one of these perfectly located options:

  • Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car quick and easy. These trusted providers are located around or in the terminal and will have you on the road before long.

  • Call dibs on the best options. Reserving your ride from MDW four weeks in advance often means lower prices and a greater selection of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 129 kilometres from central Chicago. It takes about 1 hour 25 minutes to get to the city centre in a ride-share or cab after your flight from Sao Paulo to Chicago.

  • Public transport can take you there in roughly 4 hours 15 minutes.

  • Start your trip without stressing about how to get to your next stop with a Chicago Rockford International Airport rental car. Find your perfect set of wheels with reliable suppliers here like Budget, Alamo and National.

  • Rental agencies sometimes offer deals on early bookings, so secure your vehicle from RFD a few weeks ahead of your flight from Sao Paulo to Chicago. A little prep work can make a big difference in cost.

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

Best time to go to Chicago

  • It's time to choose your travel dates for your flight from Sao Paulo to Chicago. August is the most popular month to visit Chicago. If you prefer a more peaceful vibe, go in January.

  • Lock in a Sao Paulo to Chicago ticket departing in July if you want to experience the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC (59ºF) to 29ºC (84ºF).

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

More about Chicago

  • Start your Chicago trip right by choosing the perfect place to stay. As soon as you've booked your flight from Sao Paulo to Chicago, explore our selection of hotels including:

  • There are so many things to do and see in this city it can be tricky to work out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are top attractions which should feature on any good Chicago itinerary.

Explore more of United States

  • You've visited Chicago, now it's time to explore other parts of United States. Travel around 451 kilometres south-east to Columbus to check off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No trip is complete without a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.