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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

      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 $823. Find the lowest prices on one-way and return tickets right here.
      St Croix.$424 per passenger.Departing Mon, 12 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 12 Oct, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $424, select.
      St Croix.$457 per passenger.Departing Mon, 22 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 22 Mar, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $457, select.
      St Croix.$466 per passenger.Departing Sat, 2 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 2 Jan, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $466, select.
      St Croix.$746 per passenger.Departing Thu, 24 Jun.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 24 Jun, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $746, select.
      St Croix.$844 per passenger.Departing Tue, 22 Dec.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 22 Dec, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $844, select.
      St Croix.$915 per passenger.Departing Thu, 5 Nov.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 5 Nov, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $915, select.
      St Croix.$1,361 per passenger.Departing Sun, 13 Sep.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 13 Sep, arriving in Henry E. Rohlsen.Price includes taxes and charges.From $1,361, 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 October.
      Sep
      from $1,361
      Oct
      from $425
      Nov
      from $915
      Dec
      from $845
      Jan
      from $466
      Feb
      Find prices
      Mar
      from $457
      Apr
      Find prices
      May
      Find prices
      Jun
      from $746
      Jul
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      Aug
      Find prices

      Direct flights from Chicago to St Croix

      American Airlines

      Chicago to St Croix: Flight information

      The things to know before you go.
      Cheapest flight found$425
      Cheapest month to flyOctober
      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 $822. 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 October.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to St Croix on Sunday, 11 October 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 Allegiant Air .

      How to find cheap flights from Chicago to St Croix

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

      • Simply hit 'search'. From Singapore Airlines to Emirates, we've compared plane tickets from all major online travel agents and airlines flying Chicago-St Croix to find the cheapest flights. And with us, there are no hidden fees – what you see is what you pay.
      • Flex your dates to secure the best air ticket price for your Chicago-St Croix flight. If your travel dates are flexible, use Skyscanner's "Whole month" tool to find the cheapest time to fly toSt Croix from Chicago.
      • Stay One Step Ahead with Price Alerts. Never miss a deal! Set up a Price Alert for Chicago to St Croix by creating an alert. Whenever prices go down or up, you'll get a push notification or email to help you get the best flight deal.
      • Look for direct flights. 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, these will appear in the results.
      • 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 on your next trip.
      • Find the cheapest Business Class flights from Chicago to St Croix. We scour the Internet for the best Business, Premium Economy, and First Class flight fares for Chicago-St Croix, too. Check the difference in price as you search – you might just stumble on a last-minute low fare.
      • Search for cheap flights when out and about. To get the best flight booking experience on the go, download our app and search for flight tickets from Chicago to St Croix wherever you are.

      Book air tickets from Chicago to St Croix with peace of mind

      • Find flexible flights for Chicago to St Croix Your airline might be offering flexible plane tickets to St Croix, which means you won't lose out if your flight has to be changed or cancelled.
      • Add travel cost protection. Avoid travel pitfalls and choose travel cost protection - it's available at the checkout as you book your Chicago-St Croix flight with us.
      • Reduce your carbon footprint by selecting a greener Chicago-St Croix flight option. To check whether there are any lower emissions flights available on your route, simply check the “only show flights with lower CO₂ emissions” box which will be available once you have moved on from this page.

      Combine your flight to St Croix with hotels and car rental

      Once you've secured your cheap flight ticket for Chicago-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..

      Not Sure About St Croix? Explore “Everywhere”

      If you're still exploring destinations, use Skyscanner’s “Everywhere” search feature to see the cheapest places to fly from your location. You might just find an irresistible deal to St Croix or another dream destination.


      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.