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Flights from Chicago to Saint Croix

Search cheap flights from Chicago to Saint Croix in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at US$419, and round-trip tickets start at US$602.

      • MDW 06:00
        6h 57m
        1 stop
        STX 13:57
        Chicago - Saint Croix | Sat, Jul 25 | Delta Air Lines
        STX 15:03
        9h 50m
        1 stop
        ORD 23:53
        Saint Croix - Chicago | Sat, Aug 1 | Delta Air Lines
        US$602 US$1,070
        44% off
        44% off
        US$1,070 US$602
      • ORD 05:30
        7h 25m
        1 stop
        STX 13:55
        Chicago - Saint Croix | Sat, Jun 27 | Delta Air Lines
        STX 15:05
        8h 12m
        1 stop
        MDW 22:17
        Saint Croix - Chicago | Sat, Jul 4 | Delta Air Lines
        US$607 US$1,070
        43% off
        43% off
        US$1,070 US$607
      • ORD 05:00
        14h 44m
        1 stop
        STX 20:44
        Chicago - Saint Croix | Thu, Jun 25 | American Airlines
        STX 15:46
        8h 44m
        1 stop
        ORD 23:30
        Saint Croix - Chicago | Mon, Jun 29 | American Airlines
        US$651 US$1,070
        39% off
        39% off
        US$1,070 US$651
      • ORD 05:00
        14h 44m
        1 stop
        STX 20:44
        Chicago - Saint Croix | Fri, Jun 19 | American Airlines
        STX 15:46
        8h 44m
        1 stop
        ORD 23:30
        Saint Croix - Chicago | Tue, Jun 23 | American Airlines
        US$673
        37% off
        US$1,070 US$673
      • ORD 05:07
        9h 53m
        1 stop
        STX 16:00
        Chicago - Saint Croix | Sat, Jul 25 | American Airlines
        STX 16:50
        8h 11m
        1 stop
        ORD 00:01
        Saint Croix - Chicago | Sat, Aug 1 | American Airlines
        US$723
        32% off
        US$1,070 US$723
      • ORD 05:00
        14h 50m
        1 stop
        STX 20:50
        Chicago - Saint Croix | Sun, Aug 2 | American Airlines
        STX 15:54
        16h 40m
        1 stop
        ORD 07:34
        Saint Croix - Chicago | Fri, Aug 7 | American Airlines
        US$774
        28% off
        US$1,070 US$774
      • ORD 06:59
        12h 51m
        1 stop
        STX 20:50
        Chicago - Saint Croix | Tue, Jul 14 | American Airlines
        STX 15:50
        8h 40m
        1 stop
        ORD 23:30
        Saint Croix - Chicago | Fri, Jul 17 | American Airlines
        US$774
        28% off
        US$1,070 US$774
      • ORD 05:00
        14h 44m
        1 stop
        STX 20:44
        Chicago - Saint Croix | Wed, Jul 1 | American Airlines
        STX 09:00
        16h 26m
        1 stop
        ORD 00:26
        Saint Croix - Chicago | Tue, Jul 7 | American Airlines
        US$777
        27% off
        US$1,070 US$777
      • ORD 08:00
        7h
        1 stop
        STX 16:00
        Chicago - Saint Croix | Sat, Aug 1 | American Airlines
        STX 15:54
        8h 36m
        1 stop
        ORD 23:30
        Saint Croix - Chicago | Fri, Aug 7 | American Airlines
        US$808
        24% off
        US$1,070 US$808
      • ORD 05:00
        14h 44m
        1 stop
        STX 20:44
        Chicago - Saint Croix | Sun, Jun 21 | American Airlines
        STX 15:46
        18h 23m
        1 stop
        ORD 09:09
        Saint Croix - Chicago | Sun, Jun 28 | American Airlines
        US$813
        24% off
        US$1,070 US$813
      • CHI 13:00
        17h 25m
        1 stop
        STX 14:00
        Chicago - Saint Croix | Tue, Jun 16 | Normal Airline
        STX 15:00
        6h
        Nonstop
        CHI 16:00
        Saint Croix - Chicago | Thu, Jun 18 | Normal Airline
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      • ORD 05:00
        14h 44m
        1 stop
        STX 20:44
        Chicago - Saint Croix | Sun, Jun 28 | American Airlines
        US$419 US$1,149
        64% off
        64% off
        US$1,149 US$419
      • ORD 14:38
        16h 42m
        1 stop
        STX 08:20
        Chicago - Saint Croix | Sun, Jun 28 | United Airlines
        US$663 US$1,149
        42% off
        42% off
        US$1,149 US$663
      • ORD 14:38
        20h 52m
        1 stop
        STX 12:30
        Chicago - Saint Croix | Wed, Jun 17 | United Airlines
        US$802 US$1,149
        30% off
        30% off
        US$1,149 US$802
      • ORD 14:38
        28h
        1 stop
        STX 19:38
        Chicago - Saint Croix | Thu, Jun 18 | United Airlines
        US$802
        30% off
        US$1,149 US$802
      • ORD 08:49
        9h 49m
        1 stop
        STX 19:38
        Chicago - Saint Croix | Sun, Jun 21 | United Airlines
        US$804
        30% off
        US$1,149 US$804
      • ORD 08:49
        9h 49m
        1 stop
        STX 19:38
        Chicago - Saint Croix | Thu, Jul 2 | United Airlines
        US$816
        28% off
        US$1,149 US$816
      • ORD 08:49
        9h 49m
        1 stop
        STX 19:38
        Chicago - Saint Croix | Tue, Jul 21 | United Airlines
        US$819
        28% off
        US$1,149 US$819
      • ORD 08:49
        26h 41m
        1 stop
        STX 12:30
        Chicago - Saint Croix | Sat, Jun 27 | United Airlines
        US$825
        28% off
        US$1,149 US$825
      • ORD 08:49
        9h 49m
        1 stop
        STX 19:38
        Chicago - Saint Croix | Thu, Jul 9 | United Airlines
        US$832
        28% off
        US$1,149 US$832
      • ORD 08:49
        9h 49m
        1 stop
        STX 19:38
        Chicago - Saint Croix | Mon, Jun 22 | United Airlines
        US$873
        24% off
        US$1,149 US$873
      • CHI 13:00
        17h 25m
        1 stop
        STX 14:00
        Chicago - Saint Croix | Tue, Jun 16 | Normal Airline
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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.

Chicago to Saint Croix Flight Details

The distance between Chicago and Saint Croix is about 3,452.44 km. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is October.

Cheapest one-way flight priceUS$419
Cheapest return ticket priceUS$602
Cheapest monthOctober
Peak season for travelJuly
Flight distance3,452.44 km
Flight statistics for the Chicago–Saint Croix route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

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

    Based on Trip.com data, American Airlines offers one-way fares as low as US$419 on Cheapest nonstop routes (e.g. ORD to STX on Sun, Jun 28), while Delta Air Lines offers Cheapest nonstop round-trips from US$602 departing on Sat, Jul 25 and returning on Sat, Aug 1.
  • 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, Jun 28, with one-way flights priced at just US$419.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American 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 June flight calendar, it's currently cheapest to fly from Chicago to Saint Croix on June 27, 2026 with Delta Air Lines, with prices starting at US$607.
  • 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 the estimated lowest prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.