Cheap flight deals from Chicago to Sao Paulo
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopORD 21:2010h 10mNonstopGRU 09:30Chicago - Sao Paulo | Thu, May 1 | United AirlinesGRU 22:2010h 25mNonstopORD 06:45Sao Paulo - Chicago | Fri, May 9 | United AirlinesAED 2,597 AED 3,00614% OFF14% OFFAED 3,006 AED 2,597
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ORD 21:2010h 10mNonstopGRU 09:30Chicago - Sao Paulo | Tue, Apr 22 | United AirlinesGRU 22:2010h 25mNonstopORD 06:45Sao Paulo - Chicago | Tue, Apr 29 | United AirlinesAED 2,667 AED 3,00611% OFF11% OFFAED 3,006 AED 2,667
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ORD 07:5134h 59m1 stopsGRU 20:50Chicago - Sao Paulo | Mon, Apr 21 | Copa AirlinesGRU 11:1028h 32m1 stopsORD 13:42Sao Paulo - Chicago | Mon, Apr 28 | Copa AirlinesAED 1,405 AED 3,00653% OFF53% OFFAED 3,006 AED 1,405
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ORD 07:5114h 39m1 stopsGRU 00:30Chicago - Sao Paulo | Sat, Apr 19 | Copa AirlinesGRU 05:2534h 17m1 stopsORD 13:42Sao Paulo - Chicago | Sat, Apr 26 | Copa AirlinesAED 1,41253% OFFAED 3,006 AED 1,412
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ORD 07:5414h 36m1 stopsGRU 00:30Chicago - Sao Paulo | Thu, May 1 | Copa AirlinesGRU 01:3014h 17m1 stopsORD 13:47Sao Paulo - Chicago | Fri, May 9 | Copa AirlinesAED 1,47851% OFFAED 3,006 AED 1,478
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ORD 07:5120h 39m1 stopsGRU 06:30Chicago - Sao Paulo | Thu, Apr 17 | Copa AirlinesGRU 05:2521h 7m1 stopsORD 00:32Sao Paulo - Chicago | Thu, Apr 24 | Copa AirlinesAED 1,50150% OFFAED 3,006 AED 1,501
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ORD 07:5117h 59m1 stopsGRU 03:50Chicago - Sao Paulo | Wed, Apr 30 | Copa AirlinesGRU 01:4024h 54m1 stopsORD 00:34Sao Paulo - Chicago | Thu, May 8 | Copa AirlinesAED 1,51949% OFFAED 3,006 AED 1,519
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ORD 07:5414h 36m1 stopsGRU 00:30Chicago - Sao Paulo | Thu, May 8 | Copa AirlinesGRU 01:4024h 54m1 stopsORD 00:34Sao Paulo - Chicago | Thu, May 15 | Copa AirlinesAED 1,51949% OFFAED 3,006 AED 1,519
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ORD 05:1524h 20m1 stopsGRU 07:35Chicago - Sao Paulo | Tue, Apr 22 | United AirlinesGRU 22:2010h 25mNonstopORD 06:45Sao Paulo - Chicago | Tue, Apr 29 | United AirlinesAED 1,70343% OFFAED 3,006 AED 1,703
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ORD 05:1524h 20m1 stopsGRU 07:35Chicago - Sao Paulo | Sun, Apr 20 | United AirlinesGRU 22:2010h 25mNonstopORD 06:45Sao Paulo - Chicago | Sun, Apr 27 | United AirlinesAED 1,78541% OFFAED 3,006 AED 1,785
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MDW 16:5914h 1m1 stopsGRU 09:00Chicago - Sao Paulo | Fri, Apr 18 | Delta Air LinesGRU 10:0515h 54m1 stopsORD 23:59Sao Paulo - Chicago | Fri, Apr 25 | Delta Air LinesAED 1,83839% OFFAED 3,006 AED 1,838
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ORD 07:5114h 19m1 stopsGRU 00:10Chicago - Sao Paulo | Fri, Apr 18 | Copa AirlinesGRU 01:4014h 2m1 stopsORD 13:42Sao Paulo - Chicago | Fri, Apr 25 | Copa AirlinesAED 2,67611% OFFAED 3,006 AED 2,676
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CHI 13:0017h 25m1 stopsSAO Invalid DateChicago - Sao Paulo | Sat, Apr 19 | Normal AirlineSAO 15:006hNonstopCHI 16:00Sao Paulo - Chicago | Mon, Apr 21 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopORD 21:2010h 10mNonstopGRU 09:30Chicago - Sao Paulo | Fri, May 30 | United AirlinesAED 4,215 AED 4,79412% OFF12% OFFAED 4,794 AED 4,215
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ORD 21:2010h 10mNonstopGRU 09:30Chicago - Sao Paulo | Wed, May 14 | United AirlinesAED 4,267 AED 4,79411% OFF11% OFFAED 4,794 AED 4,267
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Wed, Jun 11 | aviancaAED 910 AED 4,79481% OFF81% OFFAED 4,794 AED 910
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Tue, May 20 | aviancaAED 93081% OFFAED 4,794 AED 930
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Sat, Apr 26 | aviancaAED 93581% OFFAED 4,794 AED 935
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Thu, May 8 | aviancaAED 95680% OFFAED 4,794 AED 956
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ORD 14:3513h1 stopsGRU 05:35Chicago - Sao Paulo | Wed, May 28 | aviancaAED 95780% OFFAED 4,794 AED 957
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Thu, May 29 | aviancaAED 95880% OFFAED 4,794 AED 958
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ORD 14:3513h1 stopsGRU 05:35Chicago - Sao Paulo | Tue, Jun 10 | aviancaAED 95880% OFFAED 4,794 AED 958
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ORD 14:3513h1 stopsGRU 05:35Chicago - Sao Paulo | Wed, May 14 | aviancaAED 96080% OFFAED 4,794 AED 960
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Thu, May 22 | aviancaAED 1,19675% OFFAED 4,794 AED 1,196
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ORD 14:3522h 45m1 stopsGRU 15:20Chicago - Sao Paulo | Fri, May 23 | aviancaAED 1,46869% OFFAED 4,794 AED 1,468
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CHI 13:0017h 25m1 stopsSAO Invalid DateChicago - Sao Paulo | Sat, Apr 19 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Sao Paulo (SAO) the cheapest?
Airlines adjust prices for flights from Chicago to Sao Paulo based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Sao Paulo (SAO) cost?
According to Trip.com's data, the lowest price is around AED 4,154. -
How long does it take to fly from Chicago (CHI) to Sao Paulo (SAO)?
It takes about 10 hours 10 minutes to fly from Chicago (CHI) to Sao Paulo (SAO). -
What are the most popular airlines that fly from Chicago (CHI) to Sao Paulo (SAO)?
Airlines with flights from Chicago (CHI) to Sao Paulo (SAO): All Nippon Airways and United Airlines. -
How many airports are there in Sao Paulo (SAO)?
There are 3 airport(s) near Sao Paulo (SAO): São Paulo–Congonhas Airport, São Paulo/Guarulhos International Airport and Viracopos International Airport.
How to find a cheap flight from Chicago to Sao Paulo
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Sao Paulo. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Chicago to Sao Paulo ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to Sao Paulo airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Fri, May 30 at AED 4215 for one-way flights.
Compare cheap Chicago to Sao Paulo flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Sao Paulo. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Chicago to Sao Paulo route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Chicago to Sao Paulo flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to Sao Paulo to get exclusive deals for you.
Flight Info | Chicago to Sao Paulo
Cheapest one-way flight price | AED 909 |
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Cheapest return ticket price | AED 1,703 |
Off-season for travel | April |
Peak season for travel | June |
Flight distance | 8,406.99 km |
Average flight time | 10 hours 10 minutes |
Popular airline | avianca |
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