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449 € Cheap Flights from Sao Paulo Guarulhos to Chicago

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Flight deals from Sao Paulo Guarulhos to Chicago

Looking for a cheap last-minute deal or the best return flight from Sao Paulo Guarulhos Airport to Chicago? If you want to travel next month, return fares start from 449 €. Find the lowest prices on one-way and return tickets right here.
Chicago.449 € per passenger.Departing Thu, 4 Mar, returning Sat, 6 Mar.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 4 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 6 Mar, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 449 €, select.
Chicago.449 € per passenger.Departing Thu, 24 Sep, returning Fri, 25 Sep.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 24 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 25 Sep, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 449 €, select.
Chicago.451 € per passenger.Departing Sun, 13 Sep, returning Fri, 2 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Sun, 13 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 451 €, select.
Chicago.496 € per passenger.Departing Wed, 26 Aug, returning Mon, 31 Aug.Return flight with Arajet and Allegiant Air.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Wed, 26 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Allegiant Air, departs from Chicago Rockford on Mon, 31 Aug, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 496 €, select.
Chicago.498 € per passenger.Departing Thu, 22 Oct, returning Fri, 30 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 22 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 30 Oct, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 498 €, select.
Chicago.506 € per passenger.Departing Thu, 6 Aug, returning Sat, 19 Sep.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 6 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 19 Sep, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 506 €, select.
Chicago.506 € per passenger.Departing Fri, 19 Feb, returning Mon, 1 Mar.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 19 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 1 Mar, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 506 €, select.
Chicago.539 € per passenger.Departing Thu, 4 Mar, returning Fri, 16 Apr.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 4 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 16 Apr, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 539 €, select.
Chicago.545 € per passenger.Departing Sun, 15 Nov, returning Sat, 5 Dec.Return flight with GOL Linhas Aéreas and Arajet.Outbound indirect flight with GOL Linhas Aéreas, departs from Sao Paulo Guarulhos on Sun, 15 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 545 €, select.
Chicago.551 € per passenger.Departing Fri, 28 Aug, returning Sat, 14 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 28 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 14 Nov, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 551 €, select.
Chicago.552 € per passenger.Departing Thu, 29 Oct, returning Sat, 5 Dec.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 29 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 552 €, select.
Chicago.554 € per passenger.Departing Thu, 29 Oct, returning Sat, 7 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 29 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 7 Nov, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 554 €, select.
Chicago.566 € per passenger.Departing Thu, 3 Dec, returning Mon, 1 Mar.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 3 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 1 Mar, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 566 €, select.
Chicago.569 € per passenger.Departing Fri, 19 Feb, returning Sat, 27 Feb.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 19 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 27 Feb, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 569 €, select.
Chicago.578 € per passenger.Departing Thu, 5 Nov, returning Mon, 16 Nov.Return flight with Arajet and Allegiant Air.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 5 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Allegiant Air, departs from Chicago Rockford on Mon, 16 Nov, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 578 €, select.
Chicago.592 € per passenger.Departing Fri, 25 Sep, returning Mon, 30 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 25 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 30 Nov, arriving in Sao Paulo Guarulhos.Price includes taxes and charges.From 592 €, select.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Sao Paulo Guarulhos to Chicago flights are currently cheapest in September.
Aug
from 496 €
Sep
from 449 €
Oct
from 498 €
Nov
from 578 €
Dec
from 643 €
Jan
from 818 €
Feb
from 569 €
Mar
from 449 €
Apr
from 642 €
May
from 642 €
Jun
from 642 €
Jul
from 635 €

Direct flights from Sao Paulo Guarulhos to Chicago

Alternative Sao Paulo Guarulhos to Chicago routes

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

Chicago Midway

14km from central Chicago
Closest
from 620 €
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from 449 €
Search flights

Chicago Rockford

127km from central Chicago
from 564 €
Search flights

Sao Paulo to Chicago: Flight information

The things to know before you go.
Cheapest flight found449 €
Cheapest month to flySeptember
Average flight time10 hrs, 39 mins
Most popular airlineANA (All Nippon Airways)
Average flights per week15

Finding cheap flights from Sao Paulo Guarulhos 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 Guarulhos to Chicago is 449 €. 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 Guarulhos to Chicago.
ANA (All Nippon Airways) and United fly direct from Sao Paulo Guarulhos to Chicago.
As of August 2026, there are 15 flights per week flying from Sao Paulo Guarulhos to Chicago.
The cheapest month to fly from Sao Paulo Guarulhos to Chicago is usually September.
If you're flying from Sao Paulo Guarulhos Airport, 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 449 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Sao Paulo Guarulhos Airport to Chicago on Thursday, 24 September 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 August, the average temperature is usually around 22°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.
Currently, Arajet and United offer the cheapest flight tickets to Chicago.

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

  • Book a direct flight from Sao Paulo-Guarulhos International Airport to Chicago and you'll be in the air for around 10 hours 20 minutes.

  • Sao Paulo-Guarulhos International Airport is located in Sao Paulo. Based in the UTC-6 timezone, Chicago is three hours behind Sao Paulo.

  • With seven flights a week between the two airports, Sao Paulo-Guarulhos International Airport (GRU) to Chicago O'Hare International Airport (ORD) is the most popular route. Hop on United Airlines's 21:45 flight to get your journey from GRU to ORD underway.

  • Leave enough time to make your GRU to Chicago flight. As a general rule, arrive two hours before international departures and an hour ahead for domestic flights.

  • You can expect longer lines in popular months such as July. Arriving up to four hours in advance for an international flight and two hours for domestic departures is a good idea.

  • Direct Sao Paulo-Guarulhos International Airport to Chicago tickets are available for booking. Chicago O'Hare International Airport (ORD) is where you'll arrive.

  • United Airlines is a popular carrier that operates direct flights from Sao Paulo-Guarulhos International Airport to Chicago.

  • Think about adding a stopover to potentially save on your plane ticket from GRU to Chicago. All you need to do is uncheck 'Direct flights only' during your search. Take a break (and maybe save some cash) by stopping at one of these popular airports:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Houston George Bush Intercontinental Airport (IAH)

    • Newark Liberty International Airport (EWR)

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

  • Booked an early flight from Sao Paulo-Guarulhos International Airport to Chicago? Avoid the stress of rushing to the airport (and get some extra shut-eye) by choosing one of these stays close to GRU:

  • Of all flights leaving Sao Paulo-Guarulhos International Airport, 71% touch down on time at their destination.

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

  • 226 € is the cheapest price we've seen for a one-way Sao Paulo-Guarulhos International Airport to Chicago flight. A round-trip ticket right now is 449 €. Depending on when and how early you book, these fares can change.

  • Book one month before your departure date. Pricing trends show that this is the ideal window for finding cheap flights from GRU to Chicago.

  • The best month for finding cheap Sao Paulo-Guarulhos International Airport to Chicago tickets is June. Use the 'Whole month' tool to compare flight prices, then choose the dates that offer the biggest savings.

  • You don't need to check in daily to find out if fares have dropped when you create a Price Alert. We'll let you know the moment there's an updated deal for cheap flights from GRU to Chicago.

  • Choose your preferred arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Sao Paulo-Guarulhos International Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It takes around 30 minutes to reach the centre driving.

  • If you're taking public transport, expect a journey time of about 45 minutes.

  • If you have a late flight from Sao Paulo-Guarulhos International Airport to Chicago, nothing beats the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and sleeping soon after at one of these accommodation options near ORD:

  • For the lowest price, book your vehicle from Chicago O'Hare International Airport about four weeks ahead of your flight from GRU to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Sao Paulo-Guarulhos International Airport to Chicago has hit the tarmac, you can get to the city centre in around 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • You can expect the trip to take roughly 30 minutes on public transport.

  • After stepping off your GRU to Chicago flight, kick back at a hotel close to MDW. These are some comfortable options that'll help you get into relaxation mode:

  • Don't pay more than you need to. Reserving your ride four weeks ahead of your arrival at MDW can land you a better rate.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Head to the city centre after your flight from Sao Paulo-Guarulhos International Airport to Chicago has landed. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by car.

  • The journey takes around 2 hours by public transport.

  • Book a hotel near RFD and get from baggage claim to bedtime in a flash. Whether you're arriving on a late GRU to Chicago flight or just want a hassle-free arrival, these accommodation options offer a quick route to a good night's sleep:

  • Rental providers sometimes offer discounts on early bookings, so secure your vehicle from RFD well ahead of your flight from Sao Paulo-Guarulhos International Airport to Chicago. A bit of planning goes a long way for your wallet.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • It's time to work out your trip dates for your flight from Sao Paulo-Guarulhos International Airport to Chicago. July is the most popular month to visit Chicago. If you like a quieter vibe, go in January.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your Sao Paulo-Guarulhos International Airport to Chicago plane ticket then if that's your ideal forecast.

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from GRU to Chicago around that time if you like cooler conditions.

More about Chicago

Explore more of the United States

  • Chicago has plenty to offer, but there are so many other parts of the United States you'll want to see. About 451 kilometres southeast of Chicago, a trip to Columbus will keep you busy. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Indianapolis is another sought-after destination in the United States and is around 257 kilometres southeast of Chicago. No journey is complete without seeing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Plan the rest of your trip from Sao Paulo to Chicago

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