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C$290 Cheap Flights from Chicago (CHIA) to Henry E. Rohlsen (STX)

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Flight deals from Chicago to Henry E. Rohlsen

Looking for a cheap last-minute deal or the best return flight from Chicago to Henry E. Rohlsen Airport? If you want to travel next month, return fares start from C$552. Find the lowest prices on one-way and return tickets right here.
St Croix.C$290 per passenger.Departing Thu., May 21.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu., May 21, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$290, select.
St Croix.C$290 per passenger.Departing Sat., Aug. 22.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat., Aug. 22, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$290, select.
St Croix.C$297 per passenger.Departing Thu., Jun. 18.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu., Jun. 18, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$297, select.
St Croix.C$317 per passenger.Departing Sun., Jul. 5.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sun., Jul. 5, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$317, select.
St Croix.C$328 per passenger.Departing Mon., Oct. 5.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Mon., Oct. 5, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$328, select.
St Croix.C$358 per passenger.Departing Sun., Nov. 1.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Sun., Nov. 1, arriving in Henry E. Rohlsen.Price includes taxes and charges.From C$358, select.

Find the cheapest month to fly from Chicago to Henry E. Rohlsen

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Henry E. Rohlsen flights are currently cheapest in May.
Apr.
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May
from C$290
Jun.
from C$297
Jul.
from C$317
Aug.
from C$290
Sep.
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Oct.
from C$328
Nov.
from C$358
Dec.
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Which airlines fly from Chicago to Henry E. Rohlsen?

Chicago to St Croix: Flight information

The things to know before you go.
Cheapest flight foundC$290
Cheapest month to flyMay
Average flight time4 hrs, 40 mins
Most popular airlineAmerican Airlines
Average flights per week2

Finding cheap flights from Chicago to Henry E. Rohlsen: Frequently asked questions

The best price we found for a return flight from Chicago to Henry E. Rohlsen is C$552. 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 40 minutes is the average flight time from Chicago to Henry E. Rohlsen.
American Airlines flies direct from Chicago to Henry E. Rohlsen.
As of April 2026, there is one flight per week flying from Chicago to Henry E. Rohlsen.
The cheapest month to fly from Chicago to Henry E. Rohlsen is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Henry E. Rohlsen Airport on Thursday, May 14, 2026.
Yes – the average flight time is 4 hours and 40 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 Henry E. Rohlsen 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.
The cheapest airline that flies to Henry E. Rohlsen is Spirit Airlines .

Flying from Chicago to Henry E. Rohlsen Airport (STX): what you need to know

  • US Virgin Islands is 1 hour ahead of Chicago. Henry E. Rohlsen Airport is located in US Virgin Islands, which operates on the UTC-4 timezone.

  • To ensure you catch your flight from Chicago to STX, allow plenty of time to check in and drop off your luggage. Turning up two hours before international departures and an hour before domestic flights is the general rule.

  • Going away during a peak month like August? High seasons (like spring break, summer and New Year) can add another hour at check-in and security. Play things extra safe and arrive up to four hours before an international flight and two hours before a domestic departure.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

About Henry E. Rohlsen Airport (STX)

  • Once your flight from Chicago to Henry E. Rohlsen Airport has touched down, unwind and relax at a hotel close by. The Fred - Adults Only Hotel is a great option that's an easy drive from STX.

Getting from Henry E. Rohlsen Airport (STX) to central US Virgin Islands

  • Henry E. Rohlsen Airport is approximately 40 kilometres from central US Virgin Islands. How long it takes to get there by cab or car rental depends on the time of day. Do some research before you go.

How to find the cheapest flights from Chicago to Henry E. Rohlsen Airport (STX)

  • The lowest price we've found for a one-way ticket from Chicago to Henry E. Rohlsen Airport is C$290. The cheapest price for a return flight is C$552. Keep in mind fares can change due to availability at the time of booking.

  • We suggest booking as soon as possible to get flight tickets from Chicago to STX. You're more likely to score a great deal and have a wider selection of flight times and dates.

  • Finding flight tickets from Chicago to Henry E. Rohlsen Airport is easier if you can be flexible with your travel plans. Try using the 'Whole month' search function to see the lowest fares throughout the month and land a great deal.

  • Create a Price Alert for flight tickets from Chicago to STX. There's no need to search every day to find out if prices have dropped. We'll update you the moment the price changes.

  • Customize your journey using filters. Choose the number of stops, total duration, and departure and arrival times to find the ideal flight from Chicago to Henry E. Rohlsen Airport. You can also sort the results to see the 'Fastest,' 'Cheapest' or 'Best' options first.

The best time to fly from Chicago to Henry E. Rohlsen Airport (STX)

  • February is the quietest time of year to fly to US Virgin Islands. Alternatively, follow the crowds and take off in July. This is the most popular month for flights from Chicago to Henry E. Rohlsen Airport.

  • Lock in your flight from Chicago to STX for September if you're eager to explore the city during its warmest month. Expect temperatures in US Virgin Islands to range from 26ºC to 30ºC.

  • Travel in February if you want to explore when it's cooler. Temperatures average between 23ºC and 26ºC. However, this destination promises a good time whenever you book your cheap flights from Chicago to Henry E. Rohlsen Airport.

More about US Virgin Islands

  • Check out top attractions like Leinster Bay. It's a must-see whether you're a first-time or returning visitor to US Virgin Islands.

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 45 days.