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Cheap Flights from Chicago to Saint Thomas starting at CNY 123

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 Chicago to Saint Thomas

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 Chicago to Saint Thomas

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

Spirit Airlines
From S$ 123
Frontier Airlines
From S$ 130
American Airlines
From S$ 219
Jetblue Airways
From S$ 267
Delta Air Lines
From S$ 374
United Airlines
From S$ 647
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Saint Thomas

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

  • Cheapest
    Spirit Airlines
    ORD
    05:00
    10h 32m
    1 transfer
    STT
    16:32
    O'Hare International Airport - Cyril E. King Airport
    Sat, May 18Spirit Airlines
    S$ 123
  • Frontier Airlines
    MDW
    14:44
    23h 31m
    2 transfer
    STT
    15:15
    Midway International Airport - Cyril E. King Airport
    Tue, Apr 23Frontier Airlines
    S$ 130
  • Frontier Airlines
    MDW
    14:44
    23h 31m
    2 transfer
    STT
    15:15
    Midway International Airport - Cyril E. King Airport
    Tue, Apr 23Frontier Airlines
    S$ 130
    Find More Flights

Frequently Asked Questions

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

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

    According to Trip.com's data, the lowest price is around S$ 1,194.
  • How long is a flight from Chicago (CHI) to Saint Thomas (STT)?

    It takes about 4 hours 59 minutes to fly from Chicago (CHI) to Saint Thomas (STT).
  • What is the transportation method from the main airport to downtown in Saint Thomas?

    • The distance from Cyril E. King Airport to downtown is about 8km, by taxi about 20 minutes.
  • What are the most popular airlines that fly from Chicago (CHI) to Saint Thomas (STT)?

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

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

    There are 2 airports near Saint Thomas: St. Thomas Seaplane Base and Cyril E. King Airport.

How to find a cheap flight from Chicago to Saint Thomas

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 Saint Thomas. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Find cheapest flight ticket from Chicago to Saint Thomas

Cheapest direct flight price

S$ 123

Cheapest return ticket price

S$ 771

Cheapest month

January

Peak season for travel

July

Flight distance

3,384.88km

Average flight time

4 hours 59 minutes

Popular airline

United Airlines