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Cheap Flights from Sao Paulo to Chicago

Travellers and cabin class

Compare Sao Paulo to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

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.
Chicago.SAR 1,072 per passenger.Departing Tue, 3 Jun.One-way flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Tue, 3 Jun, arriving in Chicago Rockford.Price includes taxes and charges.From SAR 1,072, select.
Chicago.SAR 1,072 per passenger.Departing Sun, 18 May.One-way flight with Azul Airlines.Outbound indirect flight with Azul Airlines, departs from Sao Paulo Viracopos on Sun, 18 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,072, select.
Chicago.SAR 1,114 per passenger.Departing Fri, 31 Oct.One-way flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 31 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,114, select.
Chicago.SAR 1,114 per passenger.Departing Mon, 15 Sep.One-way flight with Arajet.Outbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Mon, 15 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,114, select.
Chicago.SAR 1,145 per passenger.Departing Fri, 15 Aug.One-way flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Fri, 15 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From SAR 1,145, select.
Chicago.SAR 1,242 per passenger.Departing Sat, 26 Apr.One-way flight with Azul Airlines.Outbound indirect flight with Azul Airlines, departs from Sao Paulo Congonhas on Sat, 26 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,242, select.
Chicago.SAR 1,248 per passenger.Departing Wed, 16 Jul.One-way flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Wed, 16 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,248, select.
Chicago.SAR 1,456 per passenger.Departing Wed, 3 Dec.One-way flight with Avianca.Outbound indirect flight with Avianca, departs from Sao Paulo Guarulhos on Wed, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 1,456, select.

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 May.
Mar
from SAR 1,618
Apr
from SAR 1,242
May
from SAR 1,072
Jun
from SAR 1,072
Jul
from SAR 1,248
Aug
from SAR 1,145
Sep
from SAR 1,114
Oct
from SAR 1,114
Nov
from SAR 1,585
Dec
from SAR 1,456
Jan
from SAR 1,630
Feb
from SAR 5,158

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 foundSAR 1,072
Cheapest month to flyJune
Average flight time10 hrs, 35 mins
Most popular airlineANA (All Nippon Airways)
Average flights per week19

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 SAR 1,952. 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 19 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 Rockford – which is 126.2 km away from the centre of Chicago. We've found flights into this airport from SAR 1,952.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Sao Paulo to Chicago on Wednesday, 28 May 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 Avianca. And the cheapest airline that flies to Chicago O'Hare International Airport is United.

How to find cheap flights to Chicago from Sao Paulo

Looking for cheap tickets from Sao Paulo to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Sao Paulo to Chicago. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago from Sao Paulo from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Sao Paulo-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from Sao Paulo.
  • Set up a Price Alert. You can easily track the fare of your cheap Sao Paulo-Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Sao Paulo and Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Sao Paulo and Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Sao Paulo to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

    • Combine your flight to Chicago from Sao Paulo with hotels and car hire

    Once you've secured your cheap flight ticket from Sao Paulo to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


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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 45 days.