US$340️ Cheap Flights from Chicago to Sao Paulo (2024)

Flights from Chicago to Sao Paulo

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Find cheap one-way flights from Chicago to Sao Paulo starting at CNY 340.

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Chicago to Sao Paulo?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Sao Paulo

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From US$235

United Airlines

From US$237

Spirit Airlines

From US$243

American Airlines

From US$305

Avianca

From US$353

Jetblue Airways

From US$378

Southwest Airlines

From US$411

Copa Airlines

From US$471

Azul Airlines

From US$471

LATAM Airlines

From US$482

ANA airlines

Find more flights and airlines

Find cheap flights from Chicago to Sao Paulo by different airports

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Sao Paulo.

Cheapest
MDW
19:17
42h 3m
2 transfer
GRU
15:20
Midway International Airport - Guarulhos International Airport
Mon, May 6Frontier Airlines
US$235
ORD
18:35
33h 50m
2 transfer
GRU
06:25
O'Hare International Airport - Guarulhos International Airport
Wed, May 8United Airlines
US$237
MDW
11:38
16h 47m
1 transfer
VCP
06:25
Midway International Airport - Viracopos International Airport
Mon, May 20Frontier Airlines
US$340
MDW
11:38
16h 47m
1 transfer
VCP
06:25
Midway International Airport - Viracopos International Airport
Mon, May 20Frontier Airlines
US$340
Find More Flights

Frequently Asked Questions

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 departure date and time of your selection. By analyzing data from all airlines, we've discovered that 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 $1,338.
How long does it take to fly from Chicago (CHI) to Sao Paulo (SAO) and what is the distance?
It takes around 10 hours 15 minutes to fly from Chicago (CHI) to Sao Paulo (SAO).
What is the transportation method from the main airport to downtown in Sao Paulo?
- The distance from Guarulhos International Airport to downtown is about 20km. It takes about 40 minutes by taxi.
- The distance from São Paulo–Congonhas Airport to downtown is about 8km. It takes about 20 minutes by taxi.
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 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.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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Chicago to Sao Paulo Flight Information

Cheapest nonstop flight price	$340
Cheapest round-trip ticket price	$1,539
Off-season for travel	May
Peak season for travel	July
Flight distance	8,406.99km
Average flight time	10 hours 15 minutes
Popular airline	American Airlines