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 April.

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 found$1,171
Cheapest month to flyApril
Average flight time10 hrs, 35 mins
Most popular airlineANA (All Nippon Airways)
Average flights per week25

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 $1,171. 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 35 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 March 2025, there are 25 flights per week flying from Sao Paulo to Chicago.
The cheapest month to fly from Sao Paulo to Chicago is usually March 2025.
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 $1,171.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Sao Paulo to Chicago on Friday, 25 April 2025.
Yes – the average flight time is 10 hours and 35 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 March, the average temperature is usually around 3°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 Copa. And the cheapest airline that flies to Chicago O'Hare International Airport is United.

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

  • Sao Paulo is home to two main airports where you can kick off your travels. Explore your options for reserving a flight from Sao Paulo to Chicago flying out of Sao Paulo-Guarulhos International Airport (GRU) or Viracopos Airport (VCP).

  • Step off your plane in Chicago at O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • A direct flight from Sao Paulo to Chicago takes on average 10 hours 34 minutes. The timezone in Chicago is UTC-5, which makes it 2 hours behind Sao Paulo.

  • 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. Board the first flight from Sao Paulo to Chicago with United Airlines at 21:45. If you're keen to make the most of your day before leaving, the last departure from GRU to ORD is with United Airlines at 22:20.

  • Give yourself plenty of time to catch your flight from Sao Paulo to Chicago. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

  • Longer lines at check-in and security are more likely if you're jetting off during high season, so allow some extra wiggle room. A good rule of thumb for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • You will need an embassy visa for United States if you have a passport from Brazil and are visiting for tourism purposes. Visa and travel documentation requirements are subject to change. So before you lock in those cheap flights from Sao Paulo to Chicago, check with your airline and your destination country's local consulate or embassy for up-to-date information.

Flying from Sao Paulo

Sao Paulo-Guarulhos International Airport (GRU)

  • If you're after a direct flight from Sao Paulo to Chicago, you can leave from Sao Paulo-Guarulhos International Airport (GRU). Fly from GRU to O'Hare International Airport (ORD) in one continuous trip.

  • United Airlines is a popular carrier that offers direct flights from Sao Paulo to Chicago departing from GRU.

  • We make it a piece of cake to plan a flight from Sao Paulo to Chicago with a stopover. To see the options departing from Sao Paulo-Guarulhos International Airport, uncheck 'Direct flights only.' Next, select a flight with a stop long enough to explore the city of your choice. Popular stopovers include:

    • Miami International Airport (MIA)

    • George Bush Intercontinental Airport (IAH)

    • Hartsfield-Jackson Atlanta International Airport (ATL)

  • Located around 26 kilometres from the centre of Sao Paulo, GRU can be reached in about 32 minutes by car (depending on traffic). The same journey on public transport is roughly 1 hour and 22 minutes.

  • Searching for a convenient hotel close to Sao Paulo-Guarulhos International Airport? If you're catching an early flight from Sao Paulo to Chicago, these accommodation options will have you moments from your departure lounge:

Viracopos Airport (VCP)

  • Visit friends or family or just take a moment to freshen up with a stopover. If you'd like to split up your flight from Sao Paulo to Chicago, check out these options when heading out from Sao Paulo-Guarulhos International Airport:

    • Miami International Airport (MIA)

    • George Bush Intercontinental Airport (IAH)

    • Hartsfield-Jackson Atlanta International Airport (ATL)

  • On public transport, you can travel from central Sao Paulo to VCP in around 3 hours and 25 minutes. The terminal is roughly 97 kilometres away, and making the trip by car will take approximately 1 hour and 16 minutes.

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

Arriving in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. With a cab or in your own car rental, the drive is around 35 minutes.

  • It typically takes 54 minutes to get there using public transport.

  • If you're arriving on a late flight from Sao Paulo to Chicago, few things beat the convenience of staying near the terminal. Grab your bags from the carousel and then be showered and sleeping not long after at one of these accommodation options near ORD:

Chicago Midway International Airport (MDW)

How to find the cheapest flights from Sao Paulo to Chicago

  • $602 is currently the best price for a one-way ticket from Sao Paulo to Chicago. Return flights start from $1,171. These prices can change based on availability.

  • Book 10 months before your departure date. After crunching the numbers on our calendar, this is how far you'll want to book ahead to find cheap tickets from Sao Paulo to Chicago.

  • Plan your trip for June. That's the cheapest month for flight tickets from Sao Paulo to Chicago. If you have flexibility with your dates, use the 'Whole month' tool to find the cheapest price across each month.

  • Sign into your online account or use the app to set up a Price Alert. You'll get notified right away if there's a better deal on this route. It's simple to do, and it'll save you from looking for cheap tickets from Sao Paulo to Chicago every day.

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

Best time to go to Chicago

  • February is the quietest month for flights from Sao Paulo to Chicago, while August is the busiest. Pick the best time to go to Chicago based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • Book your flight from Sao Paulo to Chicago for July if you want to head to the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC to 29ºC.

  • If you'd rather travel in cooler conditions, search for a cheap ticket from Sao Paulo to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Browse these hotels as soon as you've booked your flight from Sao Paulo to Chicago:

  • Every great journey has to include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are essential stops on your Chicago itinerary.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from Sao Paulo to Chicago to track down incredible deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus you'll find all the info you need to drive in Chicago, from the most popular rental company to the best time to book.

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