Cheap Flights from Chicago to Sao Paulo

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Find the cheapest month or even day of the year to fly to Sao Paulo

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Flight deals from Chicago to Sao Paulo

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

Find the cheapest month to fly from Chicago to Sao Paulo

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

Direct flights from Chicago to Sao Paulo

Alternative Chicago to Sao Paulo routes

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

Chicago to Sao Paulo: Flight information

The things to know before you go.
Cheapest flight foundRs63,512
Cheapest month to flyAugust
Average flight time10 hrs, 17 mins
Most popular airlineUnited
Average flights per week16

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

There are 4 airports in Sao Paulo: Sao Paulo Congonhas, Sao Paulo Guarulhos, Sao Paulo Viracopos, and Sao Jose Dos Campos.
The best price we found for a return flight from Chicago to Sao Paulo is Rs149,355. 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 17 minutes is the average flight time from Chicago to Sao Paulo.
United and ANA (All Nippon Airways) fly direct from Chicago to Sao Paulo.
As of April 2025, there are 16 flights per week flying from Chicago to Sao Paulo.
The cheapest month to fly from Chicago to Sao Paulo is usually April 2025.
If you're flying from Chicago, the cheapest airport near Sao Paulo is Sao Paulo Guarulhos – which is 20.4 km away from the centre of Sao Paulo. We've found flights into this airport from Rs149,355.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sao Paulo on Saturday, 20 September 2025.
Yes – the average flight time is 10 hours and 17 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 Sao Paulo 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 Sao Paulo is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 21°C. February is typically the warmest month in Sao Paulo, when it usually averages around 27°C. You can expect the least rain in August. The coldest month is July, with temperatures averaging 12°C. The rainiest month is January.
The cheapest airline that flies to Sao Paulo is Spirit Airlines. And the cheapest airline that flies to Sao Paulo Guarulhos Airport is United.

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

  • There are a couple of main airports you can fly out of in Chicago. Check out your options departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when reserving your flight from Chicago to Sao Paulo.

  • Touch down in Sao Paulo at Sao Paulo-Guarulhos International Airport (GRU) or Viracopos Airport (VCP).

  • A direct flight from Chicago to Sao Paulo takes an average of 10 hours 15 minutes. The timezone in Sao Paulo is UTC-3, which is 2 hours ahead of Chicago.

  • With 10 weekly flights between the two airports, O'Hare International Airport (ORD) to Sao Paulo-Guarulhos International Airport (GRU) is the most popular route. Hop on the earliest flight from Chicago to Sao Paulo with United Airlines at 18:00. If you'd like to get more out of your day before taking off, the latest flight from ORD to GRU is with United Airlines at 21:15.

  • Give yourself plenty of time to catch your flight from Chicago to Sao Paulo. A good rule of thumb is to arrive two hours before international departures and an hour ahead for domestic flights.

  • Be prepared for longer lines in popular months like August and other peak periods. Arriving up to four hours in advance for international flights and two hours for domestic departures will give you plenty of time for security and boarding.

  • You can enter Brazil for tourism purposes without a visa if you have a passport from United States. But before booking your cheap flight from Chicago to Sao Paulo, double-check for the newest rules and regulations. Visa rules can change, and you may require some travel documents if your trip is for work or other reasons.

Flying from Chicago

O'Hare International Airport (ORD)

  • Set off from O'Hare International Airport (ORD) on a nonstop flight from Chicago to Sao Paulo. From ORD, you can fly directly into Sao Paulo-Guarulhos International Airport (GRU).

  • When departing from ORD, you can catch a direct flight from Chicago to Sao Paulo with United Airlines.

  • A stopover is the ideal opportunity to take a break from travelling — and possibly even visit a new city. When searching for flights from Chicago to Sao Paulo leaving from O'Hare International Airport, deselect the 'Direct flights only' box to see where you can visit along the way. Popular options include:

    • John F. Kennedy International Airport (JFK)

    • Miami International Airport (MIA)

    • Hartsfield-Jackson Atlanta International Airport (ATL)

  • ORD is about 40 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're using public transport, expect the trip time to be approximately 54 minutes.

  • Have an early flight from Chicago to Sao Paulo? Avoid the hassle of rushing to the airport (and sneak in some extra snooze time) by picking one of these hotels near O'Hare International Airport:

Chicago Midway International Airport (MDW)

  • Split up your flight from Chicago to Sao Paulo with a stop so you can recharge or perhaps go somewhere you've never been before. Popular stopovers between O'Hare International Airport and Sao Paulo are:

    • John F. Kennedy International Airport (JFK)

    • Miami International Airport (MIA)

    • Hartsfield-Jackson Atlanta International Airport (ATL)

  • Using public transport, you can travel from central Chicago to MDW in about 46 minutes. The terminal is roughly 19 kilometres away, and making the journey by car will take approximately 21 minutes.

  • Want to spoil yourself with an extra night away before boarding your flight from Chicago to Sao Paulo? Unwind in a hotel near Chicago Midway International Airport before your holiday officially starts. These stays are calling your name:

Arriving in Sao Paulo

Sao Paulo-Guarulhos International Airport (GRU)

  • Sao Paulo-Guarulhos International Airport (GRU) to the centre of Sao Paulo is about 32 minutes by car. It's approximately 26 kilometres away.

  • When travelling by public transport, expect a journey time of about 1 hour and 22 minutes.

  • Reserve a hotel close to GRU if you're taking a late flight from Chicago to Sao Paulo. Pick one of these options and avoid the hassle of a long transfer:

Sao Paulo/Congonhas Airport (CGH)

  • Sao Paulo/Congonhas Airport (CGH) is around 10 kilometres from central Sao Paulo. After your flight from Chicago to Sao Paulo, expect a drive time of approximately 17 minutes to get to the heart of the city.

  • If you're travelling on public transport, it'll take approximately 34 minutes.

  • After your flight from Chicago to Sao Paulo, unwind at a hotel close to CGH. These are some comfortable options that'll help you sink into relaxation mode:

How to find the cheapest flights from Chicago to Sao Paulo

  • Rs63,512 is currently the best price for a one-way ticket from Chicago to Sao Paulo. A return flight starts at Rs149,355. These prices can change depending on availability.

  • To secure cheap tickets from Chicago to Sao Paulo, book your trip 10 months ahead of your planned departure.

  • The cheapest month for flight tickets from Chicago to Sao Paulo is June. Compare prices using the 'Whole month' tool and choose the date that offers the best deal.

  • Getting a cheap ticket from Chicago to Sao Paulo 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 when the price has fallen.

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

Best time to go to Sao Paulo

  • May is the quietest month for flights from Chicago to Sao Paulo, while July is the busiest. Choose the best time to go to Sao Paulo based on whether you want a lively atmosphere or a more laid-back vibe.

  • Schedule your flight from Chicago to Sao Paulo for February if you'd like to explore the city during its warmest month. Expect temperatures in Sao Paulo to range from 18ºC to 28ºC.

  • If you like cooler conditions, book a cheap ticket from Chicago to Sao Paulo in July when temperatures average between 12ºC and 25ºC.

More about Sao Paulo

Complete your Sao Paulo trip with a car rental

  • Check out our range of car rentals once you've locked in your hotel and cheap flight from Chicago to Sao Paulo. Whether you're after a compact ride, spacious sedan or something more luxurious, you can easily compare companies in one go to find the perfect deal.

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