Flight tickets from Chicago (CHIA) to Sao Paulo Guarulhos (GRU)

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Flight deals from Chicago to Sao Paulo Guarulhos

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

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

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

Direct flights from Chicago to Sao Paulo Guarulhos

Chicago to Sao Paulo: Flight information

The things to know before you go.
Cheapest flight found₹ 21,084
Cheapest month to flyMay
Average flight time10 hrs, 19 mins
Most popular airlineUnited
Average flights per week16

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

The best price we found for a return flight from Chicago to Sao Paulo Guarulhos is ₹ 44,132. 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 19 minutes is the average flight time from Chicago to Sao Paulo Guarulhos.
United and ANA (All Nippon Airways) fly direct from Chicago to Sao Paulo Guarulhos.
As of February 2026, there are 16 flights per week flying from Chicago to Sao Paulo Guarulhos.
The cheapest month to fly from Chicago to Sao Paulo Guarulhos is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sao Paulo Guarulhos Airport on Saturday, 16 May 2026.
Yes – the average flight time is 10 hours and 19 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 Guarulhos 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.

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

  • Chicago is home to two main airports that set the stage for your next getaway. Explore your options for reserving a flight from Chicago to Sao Paulo-Guarulhos International Airport (GRU) leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • Around 10 hours 15 minutes is how long you'll be travelling on a direct Chicago to Sao Paulo-Guarulhos International Airport flight.

  • Sao Paulo-Guarulhos International Airport is located in Sao Paulo. The city is in the UTC-3 timezone and is two hours ahead of Chicago.

  • The busiest route is from O'Hare International Airport (ORD) to Sao Paulo-Guarulhos International Airport (GRU). You can choose from 7 direct services every week. United Airlines operates a 6pm departure between ORD and GRU.

  • To ensure you get on your flight from Chicago to GRU, leave enough time to check in and drop off your luggage. Arriving two hours ahead of international departures and one hour before domestic flights is the general rule.

  • If you're flying during a major holiday or other peak period, give yourself extra time. Get there two hours ahead of domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • Take the express route from O'Hare International Airport (ORD). Nonstop flights from Chicago to Sao Paulo-Guarulhos International Airport (GRU) are available from here.

  • You can get away on a direct flight from Chicago to Sao Paulo-Guarulhos International Airport with United Airlines. This leading airline offers services from ORD.

  • Most travellers prefer to fly with United Airlines between ORD and GRU.

  • The carrier with the most reliable on-time arrival rate on this route is United Airlines.

  • Stopovers are the perfect opportunity to break up your trip and possibly even tour another city. When searching for cheap flights from Chicago to GRU departing from O'Hare International Airport (ORD), uncheck the 'Direct flights only' box to find all potential stops. Your journey might pause in:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • John F. Kennedy International Airport (JFK)

    • Miami International Airport (MIA)

  • Travelling from central Chicago to ORD takes about 55 minutes on public transport. If you drive, ride-share or get a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Catching an early flight from Chicago to Sao Paulo-Guarulhos International Airport? Avoid the hassle of rushing to the terminal (and catch some extra z's) by picking one of these hotels close to O'Hare International Airport:

  • 74.85% of flights that take off from O'Hare International Airport arrive at their destination on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Break up your flight from Chicago to Sao Paulo-Guarulhos International Airport with a stop so you can stretch your legs or cross another place off your list. Some top stopovers between Chicago Midway International Airport and GRU include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Dallas/Fort Worth International Airport (DFW)

    • Miami International Airport (MIA)

  • You can arrive at MDW from the centre of Chicago in about 20 minutes by car (depending on traffic). The ride by public transport takes roughly 45 minutes to travel the 19 kilometres or so.

  • Want to treat yourself to an extra night away before catching your Chicago to GRU flight? Kick back in a hotel near Chicago Midway International Airport before your trip officially starts. These stays are expecting you:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure highlights how frequently flights that take off from this airport land on time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you're going by car, it'll take you roughly 1 hour 25 minutes to cover the 137 kilometres or so.

  • Take the uncertainty out of departure day — stay close to Chicago Rockford International Airport and know you'll be at the terminal with time to spare. Get settled at one of these hotels the day before if you've booked an early Chicago to Sao Paulo-Guarulhos International Airport flight:

  • Airports have an on-time performance rating that tracks how often flights arrive when they should. At RFD, that rate is 76.19%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Sao Paulo-Guarulhos International Airport (GRU)

Getting from Sao Paulo-Guarulhos International Airport (GRU) to central Sao Paulo

  • Sao Paulo-Guarulhos International Airport to central Sao Paulo is around 21 kilometres. If you're getting a cab or renting a car, plan in advance to make your trip as smooth as possible. Journey times may vary depending on traffic and the time of day.

  • Travelling on public transport will take you roughly 1 hour 20 minutes.

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

  • The lowest price we've found for a one-way ticket from Chicago to Sao Paulo-Guarulhos International Airport is ₹ 21,084. For a return flight on this route, the best price is ₹ 44,132. Depending on the availability and when you book, these fares can change.

  • To score cheap flights from Chicago to GRU, book your ticket one month ahead of your planned departure.

  • The best month for landing cheap Chicago to Sao Paulo-Guarulhos International Airport tickets is June. Use the 'Whole month' tool to compare prices, then choose the dates offering the lowest fares.

  • There's no need to check every day to find out if fares have dropped when you create a Price Alert. We'll let you know when a new deal shows up on flight tickets from Chicago to GRU.

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

The best time to fly from Chicago to Sao Paulo-Guarulhos International Airport (GRU)

  • May is the quietest month for flights from Chicago to Sao Paulo-Guarulhos International Airport (GRU), while July is the most popular. Find the best time to visit Sao Paulo based on whether you want a bustling atmosphere or a more laid-back vibe.

  • Book a Chicago to GRU flight ticket departing in February if you're eager to explore the city during its warmest month. Expect temperatures in Sao Paulo to range from 18ºC to 28ºC.

  • July sees temperatures of between 12ºC and 25ºC. Search for cheap tickets from Chicago to Sao Paulo-Guarulhos International Airport around that time if you want to travel in cooler conditions.

More about Sao Paulo

  • Once you've booked your flight from Chicago to Sao Paulo-Guarulhos International Airport, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Sao Paulo:

  • You'll find loads of exciting things to do in Sao Paulo when you're ready to sightsee. Kick off your exploring at Avenida Paulista followed by Ibirapuera Park and Pinacoteca Do Estado De Sao Paulo.

Explore more of Brazil

  • Sao Paulo will leave a lasting impression, but there are so many other parts of Brazil just waiting to be discovered. About 290 kilometres north-west of Sao Paulo, a visit to Ribeirao Preto will keep your itinerary busy. Check out popular attractions like Japanese Garden, Basílica de Santo Antônio de Pádua and Cristo Redentor, Parque Das Oliveiras.

  • If you're ready to explore another major stop in Brazil, consider Piracicaba, roughly 145 kilometres north-west of Sao Paulo. Igreja Senhor Bom Jesus do Monte, Trees Park and Observatorio Astronomico Municipal are the start of reasons to visit.

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