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Cheap Flights from Sao Paulo to Chicago starting at S$ 575

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

  • One way
  • Round-trip

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

Cheapest time to fly from Sao Paulo to Chicago

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

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Sao Paulo to Chicago

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

Copa Airlines
From S$ 399
Avianca
From S$ 410
Gol Intelligent Airlines
From S$ 421
Euroairlines
From S$ 521
Azul Airlines
From S$ 527
United Airlines
From S$ 535
LATAM Airlines
From S$ 555
Sky Airline
From S$ 580
Aeromexico
From S$ 729
Air Canada
From S$ 822
ANA airlines

Find more flights and airlines

Alternative Routes from Sao Paulo to Chicago

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

  • Cheapest
    Copa Airlines
    GRU
    05:19
    39h 8m
    2 transfer
    MDW
    18:27
    Guarulhos International Airport - Midway International Airport
    Tue, May 14Copa Airlines
    S$ 399
  • Gol Intelligent Airlines
    CGH
    09:30
    58h 53m
    2 transfer
    MDW
    18:23
    São Paulo–Congonhas Airport - Midway International Airport
    Sun, Apr 14Gol Intelligent Airlines
    S$ 421
  • Gol Intelligent Airlines
    VCP
    06:05
    38h 18m
    2 transfer
    MDW
    18:23
    Viracopos International Airport - Midway International Airport
    Mon, Apr 22Gol Intelligent Airlines
    S$ 498
  • Gol Intelligent Airlines
    VCP
    06:05
    38h 18m
    2 transfer
    MDW
    18:23
    Viracopos International Airport - Midway International Airport
    Mon, Apr 22Gol Intelligent Airlines
    S$ 498
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Sao Paulo (SAO) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Sao Paulo to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Sao Paulo (SAO) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 1,944.
  • How long is a flight from Sao Paulo (SAO) to Chicago (CHI)?

    It takes about 10 hours 35 minutes to fly from Sao Paulo (SAO) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What are the most popular airlines that fly from Sao Paulo (SAO) to Chicago (CHI)?

    Airlines with flights from Sao Paulo (SAO) to Chicago (CHI): United Airlines and Ana.
  • What's the most popular airline for direct flights from Sao Paulo (SAO) to Chicago (CHI)?

    United Airlines operates 1 direct flights from Sao Paulo (SAO) to Chicago (CHI).
  • How many airports in Chicago?

Find cheapest flight ticket from Sao Paulo to Chicago

Cheapest direct flight price

S$ 527

Cheapest return ticket price

S$ 1,660

Cheapest month

February

Peak season for travel

September