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Flights from Chicago to Saint Croix

Find flight deals from Chicago to Saint Croix for the next 3 months. Book one way flights from $247 or round trip flights from $373.

      • ORD 7:45 PM
        16h 20m
        1 stop
        STX 1:05 PM
        Chicago - Saint Croix | Thu, May 14 | Spirit Airlines
        STX 2:00 PM
        11h 27m
        1 stop
        ORD 12:27 AM
        Saint Croix - Chicago | Tue, May 19 | Spirit Airlines
        $373 $935
        60% off
        60% off
        $935 $373
      • ORD 8:25 AM
        11h 16m
        1 stop
        STX 8:41 PM
        Chicago - Saint Croix | Wed, May 27 | American Airlines
        STX 8:08 AM
        17h 16m
        1 stop
        ORD 12:24 AM
        Saint Croix - Chicago | Fri, May 29 | American Airlines
        $514 $935
        45% off
        45% off
        $935 $514
      • ORD 6:05 AM
        7h 44m
        1 stop
        STX 2:49 PM
        Chicago - Saint Croix | Sun, May 17 | American Airlines
        STX 4:47 PM
        8h 12m
        1 stop
        ORD 11:59 PM
        Saint Croix - Chicago | Sun, May 24 | American Airlines
        $581 $935
        38% off
        38% off
        $935 $581
      • ORD 6:00 AM
        6h 51m
        1 stop
        STX 1:51 PM
        Chicago - Saint Croix | Sun, May 17 | Delta Air Lines
        STX 2:55 PM
        10h 4m
        1 stop
        ORD 11:59 PM
        Saint Croix - Chicago | Sun, May 24 | Delta Air Lines
        $584
        38% off
        $935 $584
      • ORD 6:50 AM
        8h 23m
        1 stop
        STX 4:13 PM
        Chicago - Saint Croix | Tue, May 19 | American Airlines
        STX 3:47 PM
        9h 37m
        1 stop
        ORD 12:24 AM
        Saint Croix - Chicago | Fri, May 22 | American Airlines
        $593
        37% off
        $935 $593
      • ORD 5:00 AM
        10h 13m
        1 stop
        STX 4:13 PM
        Chicago - Saint Croix | Wed, May 20 | American Airlines
        STX 8:08 AM
        12h 49m
        1 stop
        ORD 7:57 PM
        Saint Croix - Chicago | Sat, May 23 | American Airlines
        $593
        37% off
        $935 $593
      • ORD 5:30 AM
        7h 25m
        1 stop
        STX 1:55 PM
        Chicago - Saint Croix | Sun, Jun 28 | Delta Air Lines
        STX 3:05 PM
        8h 12m
        1 stop
        MDW 10:17 PM
        Saint Croix - Chicago | Sun, Jul 5 | Delta Air Lines
        $604
        35% off
        $935 $604
      • ORD 6:50 AM
        8h 23m
        1 stop
        STX 4:13 PM
        Chicago - Saint Croix | Thu, May 14 | American Airlines
        STX 5:14 PM
        8h 11m
        1 stop
        ORD 12:25 AM
        Saint Croix - Chicago | Mon, May 18 | American Airlines
        $657
        30% off
        $935 $657
      • ORD 5:00 AM
        14h 44m
        1 stop
        STX 8:44 PM
        Chicago - Saint Croix | Sat, Jun 20 | American Airlines
        STX 3:46 PM
        8h 44m
        1 stop
        ORD 11:30 PM
        Saint Croix - Chicago | Wed, Jun 24 | American Airlines
        $670
        28% off
        $935 $670
      • ORD 5:00 AM
        10h 13m
        1 stop
        STX 4:13 PM
        Chicago - Saint Croix | Sat, May 16 | American Airlines
        STX 4:47 PM
        8h 12m
        1 stop
        ORD 11:59 PM
        Saint Croix - Chicago | Sun, May 24 | American Airlines
        $682
        27% off
        $935 $682
      • CHI 1:00 PM
        17h 25m
        1 stop
        STX 2:00 PM
        Chicago - Saint Croix | Wed, May 13 | Normal Airline
        STX 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Saint Croix - Chicago | Fri, May 15 | Normal Airline
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      • ORD 5:05 AM
        6h 54m
        1 stop
        STX 12:59 PM
        Chicago - Saint Croix | Sun, May 17 | Spirit Airlines
        $247 $1,096
        77% off
        77% off
        $1,096 $247
      • ORD 7:00 PM
        17h 15m
        1 stop
        STX 1:15 PM
        Chicago - Saint Croix | Sat, May 16 | American Airlines
        $405 $1,096
        63% off
        63% off
        $1,096 $405
      • ORD 5:30 AM
        7h 21m
        1 stop
        STX 1:51 PM
        Chicago - Saint Croix | Sat, May 16 | Delta Air Lines
        $434 $1,096
        60% off
        60% off
        $1,096 $434
      • ORD 2:38 PM
        17h 17m
        1 stop
        STX 8:55 AM
        Chicago - Saint Croix | Mon, May 25 | United Airlines
        $451
        59% off
        $1,096 $451
      • ORD 2:38 PM
        17h 17m
        1 stop
        STX 8:55 AM
        Chicago - Saint Croix | Sun, May 17 | United Airlines
        $466
        56% off
        $1,096 $466
      • ORD 8:49 AM
        23h 6m
        1 stop
        STX 8:55 AM
        Chicago - Saint Croix | Mon, May 18 | United Airlines
        $471
        56% off
        $1,096 $471
      • ORD 2:38 PM
        17h 17m
        1 stop
        STX 8:55 AM
        Chicago - Saint Croix | Wed, May 27 | United Airlines
        $488
        55% off
        $1,096 $488
      • ORD 8:49 AM
        9h 49m
        1 stop
        STX 7:38 PM
        Chicago - Saint Croix | Thu, Jun 11 | United Airlines
        $663
        40% off
        $1,096 $663
      • ORD 8:49 AM
        8h 26m
        1 stop
        STX 6:15 PM
        Chicago - Saint Croix | Fri, May 22 | United Airlines
        $663
        40% off
        $1,096 $663
      • ORD 8:49 AM
        9h 49m
        1 stop
        STX 7:38 PM
        Chicago - Saint Croix | Mon, Jun 15 | United Airlines
        $800
        27% off
        $1,096 $800
      • CHI 1:00 PM
        17h 25m
        1 stop
        STX 2:00 PM
        Chicago - Saint Croix | Wed, May 13 | Normal Airline
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        Find more flights

Displayed flight fares from Chicago to Saint Croix are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Saint Croix (CHI-STX)?

    Based on Trip.com data, Spirit Airlines offers one-way fares as low as $247 on Cheapest nonstop routes (e.g. ORD to STX on Sun, May 17), while Spirit Airlines offers Cheapest nonstop round-trips from $373 departing on Thu, May 14 and returning on Tue, May 19.
  • At the moment, you can catch a nonstop flight from Chicago to Saint Croix with the following airlines, including: Jetblue Airways Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Saint Croix is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Chicago to Saint Croix, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sun, May 17, with one-way flights priced at just $247.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Spirit Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Saint Croix travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Saint Croix is October, when demand for travel is lower.
  • After crunching the numbers on our May flight calendar, it's currently cheapest to fly from Chicago to Saint Croix on May 17, 2026 with Spirit Airlines, with prices starting at $247.
  • You can land at any one of the following hubs in Saint Croix, with Chicago O'Hare International Airport to Henry E. Rohlsen Airport (ORD-STX) is by far the most common option on this route: St. Croix Seaplane Base (SSB) Henry E. Rohlsen Airport (STX).
  • The time difference between Saint Croix and Chicago is 2h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

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Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.