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Cheap Flights from Saint Thomas to Chicago starting at S$ 186

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 Saint Thomas 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 Saint Thomas to Chicago

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

Spirit Airlines
From S$ 186
Frontier Airlines
From S$ 201
Jetblue Airways
From S$ 259
Silver Airways
From S$ 273
Cape Air
From S$ 398
United Airlines
From S$ 439
American Airlines
From S$ 464
Delta Air Lines
From S$ 664
ANA airlines

Find more flights and airlines

Alternative Routes from Saint Thomas to Chicago

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

  • Cheapest
    Spirit Airlines
    STT
    13:59
    9h 28m
    1 transfer
    ORD
    22:27
    Cyril E. King Airport - O'Hare International Airport
    Fri, Apr 26Spirit Airlines
    S$ 186
  • Frontier Airlines
    STT
    16:05
    20h 47m
    2 transfer
    MDW
    11:52
    Cyril E. King Airport - Midway International Airport
    Wed, May 1Frontier Airlines
    S$ 201
  • Frontier Airlines
    STT
    16:05
    20h 47m
    2 transfer
    MDW
    11:52
    Cyril E. King Airport - Midway International Airport
    Wed, May 1Frontier Airlines
    S$ 201
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Saint Thomas (STT) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Saint Thomas 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 Saint Thomas (STT) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 1,296.
  • How long is a flight from Saint Thomas (STT) to Chicago (CHI)?

    It takes about 5 hours 26 minutes to fly from Saint Thomas (STT) 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 Saint Thomas (STT) to Chicago (CHI)?

    Airlines with flights from Saint Thomas (STT) to Chicago (CHI): American Airlines and United Airlines.
  • What's the most popular airline for direct flights from Saint Thomas (STT) to Chicago (CHI)?

    United Airlines operates 1 direct flights from Saint Thomas (STT) to Chicago (CHI).
  • How many airports in Chicago?

Find cheapest flight ticket from Saint Thomas to Chicago

Cheapest direct flight price

S$ 186

Cheapest return ticket price

S$ 752

Cheapest month

December

Peak season for travel

September