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C$499 Cheap Flights from Chicago (CHIA) to St Croix (STXA)

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      Travellers and cabin class, 1 Adult, Economy
      American Airlines

      Compare Chicago to St Croix flight deals

      Find the cheapest month or even day of the year to fly to St Croix

      Book the best St Croix fare with no extra fees

      TrustScore 4.5 out of 5 4.5 out of 5 based on 1,035 reviews Trustpilot

      Flight deals from Chicago to St Croix

      Looking for a cheap last-minute deal or the best return flight from Chicago to St Croix? If you want to travel next month, return fares start from C$893. Find the lowest prices on one-way and return tickets right here.
      St Croix.C$497 per passenger.Departing Mon., Mar. 22.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon., Mar. 22, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$497, select.
      St Croix.C$502 per passenger.Departing Thu., Nov. 5.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu., Nov. 5, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$502, select.
      St Croix.C$507 per passenger.Departing Sat., Jan. 2.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat., Jan. 2, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$507, select.
      St Croix.C$575 per passenger.Departing Wed., Dec. 23.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed., Dec. 23, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$575, select.
      St Croix.C$580 per passenger.Departing Sun., Sep. 13.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun., Sep. 13, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$580, select.
      St Croix.C$807 per passenger.Departing Mon., Oct. 12.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon., Oct. 12, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$807, select.
      St Croix.C$812 per passenger.Departing Thu., Jun. 24.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu., Jun. 24, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$812, select.

      Find the cheapest month to fly from Chicago to St Croix

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to St Croix flights are currently cheapest in March.
      Sep.
      from C$582
      Oct.
      from C$809
      Nov.
      from C$504
      Dec.
      from C$577
      Jan.
      from C$509
      Feb.
      Find prices
      Mar.
      from C$499
      Apr.
      Find prices
      May
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      Jun.
      from C$815
      Jul.
      Find prices
      Aug.
      Find prices

      Which airlines fly from Chicago to St Croix?

      American Airlines

      Chicago to St Croix: Flight information

      The things to know before you go.
      Cheapest flight foundC$499
      Cheapest month to flyMarch
      Average flight time4 hrs, 47 mins
      Most popular airlineAmerican Airlines
      Average flights per week1

      Finding cheap flights from Chicago to St Croix: Frequently asked questions

      The best price we found for a return flight from Chicago to St Croix is C$740. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      4 hours and 47 minutes is the average flight time from Chicago to St Croix.
      American Airlines flies direct from Chicago to St Croix.
      As of September 2026, there is one flight per week flying from Chicago to St Croix.
      The cheapest month to fly from Chicago to St Croix is usually November.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to St Croix on Tuesday, November 24, 2026.
      Yes – the average flight time is 4 hours and 47 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to St Croix but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to St Croix is around 40 days in advance, so don’t leave your flight to the last minute.

      In September, the average temperature is usually around 28°C. September is typically the warmest month in St Croix, when it usually averages around 29°C. You can expect the least rain in March. The coldest month is February, with temperatures averaging 25°C. The rainiest month is September.
      The cheapest airline that flies to St Croix is Frontier Airlines .

      How to find cheap flights to St Croix from Chicago

      Looking for cheap tickets from Chicago to St Croix? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

      • Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to St Croix. And with us, there are no hidden fees – what you see is what you pay.
      • Compare flight deals to St Croix from Chicago from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
      • Flex your dates to find the best Chicago–St Croix ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to St Croix from Chicago.
      • Set up a Price Alert. You can easily track the fare of your cheap Chicago–St Croix flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
      • Fly without stops. Only interested in direct flights between Chicago and St Croix? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
      • Find the cheapest Business Class flights from Chicago and St Croix. We scour the Internet for the best Business, Premium Economy and First Class flight fares to St Croix, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
      • Include nearby airports in your search. Widen your search for Chicago to St Croix flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.

        • Combine your flight to St Croix from Chicago with hotels and car rental

        Once you've secured your cheap flight ticket from Chicago to St Croix, discover the best prices and exclusive rates for hotels in St Croix or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.


      Plan the rest of your trip from Chicago to St Croix

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.