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Cheap flight deals from Chicago to Saint Thomas Starting at €187

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

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD10:45 am
        4h 50m
        Nonstop
        STT04:35 pm
        Thu, Mar 13|Chicago - Saint Thomas|United Airlines
        €297€398
        25% OFF
        25% OFF
        €398€297

        Choose United Airlines flights from Chicago to Saint Thomas. The one-way direct flight with United Airlines departs from O'Hare International Airport on Thu, Mar 13, arriving at Cyril E. King Airport. One-way Prices start from €297 including taxes and charges.

      • ORD10:57 am
        5h 3m
        Nonstop
        STT05:00 pm
        Sun, Apr 27|Chicago - Saint Thomas|United Airlines
        €302€398
        24% OFF
        24% OFF
        €398€302

        Choose United Airlines flights from Chicago to Saint Thomas. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sun, Apr 27, arriving at Cyril E. King Airport. One-way Prices start from €302 including taxes and charges.

      • ORD08:46 pm
        17h 55m
        1 stop
        STT03:41 pm
        Tue, Mar 11|Chicago - Saint Thomas|Spirit Airlines
        €187€398
        53% OFF
        53% OFF
        €398€187

        Choose Spirit Airlines flights from Chicago to Saint Thomas. The one-way connecting flight with Spirit Airlines departs from O'Hare International Airport on Tue, Mar 11, arriving at Cyril E. King Airport. One-way Prices start from €187 including taxes and charges.

      • ORD02:20 pm
        24h 21m
        1 stop
        STT03:41 pm
        Tue, Mar 11|Chicago - Saint Thomas|United Airlines
        €240
        €240

        Choose United Airlines flights from Chicago to Saint Thomas. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Tue, Mar 11, arriving at Cyril E. King Airport. One-way Prices start from €240 including taxes and charges.

      • ORD06:03 pm
        17h 17m
        1 stop
        STT12:20 pm
        Sun, Apr 6|Chicago - Saint Thomas|United Airlines
        €241
        €241

        Choose United Airlines flights from Chicago to Saint Thomas. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Sun, Apr 6, arriving at Cyril E. King Airport. One-way Prices start from €241 including taxes and charges.

      • ORD05:45 am
        8h 14m
        1 stop
        STT02:59 pm
        Tue, Mar 25|Chicago - Saint Thomas|Delta Air Lines
        €252
        €252

        Choose Delta Air Lines flights from Chicago to Saint Thomas. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Tue, Mar 25, arriving at Cyril E. King Airport. One-way Prices start from €252 including taxes and charges.

      • ORD07:35 am
        28h 1m
        1 stop
        STT12:36 pm
        Thu, Mar 27|Chicago - Saint Thomas|Delta Air Lines
        €253
        €253

        Choose Delta Air Lines flights from Chicago to Saint Thomas. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Thu, Mar 27, arriving at Cyril E. King Airport. One-way Prices start from €253 including taxes and charges.

      • ORD06:03 pm
        17h 17m
        1 stop
        STT12:20 pm
        Sun, Apr 13|Chicago - Saint Thomas|United Airlines
        €255
        €255

        Choose United Airlines flights from Chicago to Saint Thomas. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Sun, Apr 13, arriving at Cyril E. King Airport. One-way Prices start from €255 including taxes and charges.

      • ORD04:48 pm
        18h 50m
        1 stop
        STT01:38 pm
        Fri, Feb 21|Chicago - Saint Thomas|Frontier Airlines
        €257
        €257

        Choose Frontier Airlines flights from Chicago to Saint Thomas. The one-way connecting flight with Frontier Airlines departs from O'Hare International Airport on Fri, Feb 21, arriving at Cyril E. King Airport. One-way Prices start from €257 including taxes and charges.

      • ORD11:44 am
        23h 52m
        1 stop
        STT12:36 pm
        Thu, Mar 27|Chicago - Saint Thomas|Jetblue Airways
        €259
        €259

        Choose Jetblue Airways flights from Chicago to Saint Thomas. The one-way connecting flight with Jetblue Airways departs from O'Hare International Airport on Thu, Mar 27, arriving at Cyril E. King Airport. One-way Prices start from €259 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        STT02:00 pm
        Wed, Feb 26|Chicago - Saint Thomas|United Airlines
        Find More Flights
        Find More Flights

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

Chicago to Saint Thomas Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2417

    Delta Air Lines

    01:05 pm

    MDW

    2.0h

    04:04 pm

    ATL

    SMTWT-S
    Search

  2. DL1791

    Delta Air Lines

    04:00 pm

    ATL

    3.6h

    07:34 pm

    SJU

    SMTWTFS

  3. B61036

    Jetblue Airways

    08:40 am

    SJU

    0.6h

    09:17 am

    STT

    SMTWTFS

  4. AA818

    American Airlines

    02:55 pm

    ORD

    3.1h

    07:03 pm

    MIA

    SMTWTFS
    Search

  5. AA308

    American Airlines

    08:06 pm

    MIA

    2.8h

    11:55 pm

    SJU

    SMTWTFS

  6. B61036

    Jetblue Airways

    08:40 am

    SJU

    0.6h

    09:17 am

    STT

    SMTWTFS

  7. F91186

    Frontier Airlines

    04:11 pm

    MDW

    2.7h

    07:54 pm

    TPA

    SMTWTFS
    Search

  8. F92542

    Frontier Airlines

    08:41 pm

    TPA

    2.9h

    12:37 am

    SJU

    SMTWTFS

  9. B61036

    Jetblue Airways

    08:40 am

    SJU

    0.6h

    09:17 am

    STT

    SMTWTFS

  10. AA696

    American Airlines

    04:44 pm

    ORD

    2.3h

    08:00 pm

    JFK

    SMTWT-S
    Search

  11. F93547

    Frontier Airlines

    06:00 am

    JFK

    3.9h

    10:51 am

    SJU

    SMTWTFS

  12. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--

  13. AA562

    American Airlines

    04:50 pm

    ORD

    2.0h

    07:53 pm

    LGA

    SMTWT-S
    Search

  14. F93547

    Frontier Airlines

    06:00 am

    JFK

    3.9h

    10:51 am

    SJU

    SMTWTFS

  15. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--

  16. F91458

    Frontier Airlines

    12:43 pm

    MDW

    2.8h

    04:31 pm

    MCO

    SM-WTFS
    Search

  17. F92250

    Frontier Airlines

    05:59 am

    MCO

    2.8h

    09:49 am

    SJU

    SMTWTFS

  18. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--

  19. F91458

    Frontier Airlines

    12:43 pm

    MDW

    2.8h

    04:31 pm

    MCO

    SM-WTFS
    Search

  20. F93506

    Frontier Airlines

    08:53 pm

    MCO

    2.9h

    12:46 am

    SJU

    -MTWT-S

  21. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--

  22. F91458

    Frontier Airlines

    12:43 pm

    MDW

    2.8h

    04:31 pm

    MCO

    SM-WTFS
    Search

  23. F92982

    Frontier Airlines

    12:33 pm

    MCO

    2.9h

    04:27 pm

    SJU

    --TWTFS

  24. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--

  25. F91458

    Frontier Airlines

    12:43 pm

    MDW

    2.8h

    04:31 pm

    MCO

    SM-WTFS
    Search

  26. F94726

    Frontier Airlines

    11:05 pm

    MCO

    2.8h

    02:54 am

    SJU

    SM-WTFS

  27. B61036

    Jetblue Airways

    08:40 am

    SJU

    0.6h

    09:17 am

    STT

    SMTWTFS

  28. F91458

    Frontier Airlines

    12:43 pm

    MDW

    2.8h

    04:31 pm

    MCO

    SM-WTFS
    Search

  29. F94726

    Frontier Airlines

    11:05 pm

    MCO

    2.8h

    02:54 am

    SJU

    SM-WTFS

  30. F94894

    Frontier Airlines

    11:20 am

    SJU

    0.9h

    12:12 pm

    STT

    S---T--
Find more flights and airlines

When is the 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 cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

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

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

    According to Trip.com's data, the lowest price is around €631.

  • How long does it take to fly from Chicago (CHI) to Saint Thomas (STT) and what is the distance?

    It takes around 4 hours 49 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 8 km. It takes about 20 minutes by taxi.

  • 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 and American Airlines.

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

Flight Info | Chicago to Saint Thomas

Cheapest nonstop flight price€187
Cheapest round-trip ticket price€499
Off-season for travelMarch
Peak season for travelNovember
Flight distance3,384.88 km
Average flight time4 hours 49 minutes
Popular airlineDelta Air Lines

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