Cheap Flights from Chicago to Henry E. Rohlsen

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Flight deals from Chicago to Henry E. Rohlsen

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Henry E. Rohlsen Airport? If you want to travel next month, round-trip fares start from $482. Find the lowest prices on one-way and round-trip tickets right here.

St. Croix.$482 per passenger.Departing Wed, Jul 22, returning Tue, Jul 28.Round-trip flight with Frontier Airlines and jetBlue.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Jul 22, arriving in Henry E. Rohlsen.Inbound indirect flight with jetBlue, departing from Henry E. Rohlsen on Tue, Jul 28, arriving in Chicago Rockford.Price includes taxes and charges.From $482, select.

St. Croix.$496 per passenger.Departing Thu, Sep 3, returning Mon, Sep 7.Round-trip flight with Frontier Airlines and jetBlue.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Thu, Sep 3, arriving in Henry E. Rohlsen.Inbound indirect flight with jetBlue, departing from Henry E. Rohlsen on Mon, Sep 7, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.

St. Croix.$534 per passenger.Departing Wed, Aug 5, returning Mon, Aug 10.Round-trip flight with Frontier Airlines and jetBlue.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Aug 5, arriving in Henry E. Rohlsen.Inbound indirect flight with jetBlue, departing from Henry E. Rohlsen on Mon, Aug 10, arriving in Chicago O'Hare International.Price includes taxes and charges.From $534, select.

St. Croix.$566 per passenger.Departing Sat, Jul 25, returning Sun, Aug 9.Round-trip flight with Frontier Airlines and jetBlue.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Sat, Jul 25, arriving in Henry E. Rohlsen.Inbound indirect flight with jetBlue, departing from Henry E. Rohlsen on Sun, Aug 9, arriving in Chicago O'Hare International.Price includes taxes and charges.From $566, select.

St. Croix.$682 per passenger.Departing Mon, Jan 11, returning Sun, Jan 17.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Mon, Jan 11, arriving in Henry E. Rohlsen.Inbound indirect flight with Delta, departing from Henry E. Rohlsen on Sun, Jan 17, arriving in Chicago Midway.Price includes taxes and charges.From $682, select.

St. Croix.$745 per passenger.Departing Sat, Dec 12, returning Sat, Dec 19.Round-trip flight with United.Outbound indirect flight with United, departing from Chicago O'Hare International on Sat, Dec 12, arriving in Henry E. Rohlsen.Inbound indirect flight with United, departing from Henry E. Rohlsen on Sat, Dec 19, arriving in Chicago O'Hare International.Price includes taxes and charges.From $745, select.

St. Croix.$945 per passenger.Departing Mon, Nov 16, returning Mon, Nov 23.Round-trip flight with Allegiant Air and Cape Air.Outbound indirect flight with Allegiant Air, departing from Chicago Rockford on Mon, Nov 16, arriving in Henry E. Rohlsen.Inbound indirect flight with Cape Air, departing from Henry E. Rohlsen on Mon, Nov 23, arriving in Chicago Rockford.Price includes taxes and charges.From $945, select.

St. Croix.$1,168 per passenger.Departing Tue, Nov 24, returning Tue, Dec 1.Round-trip flight with United.Outbound indirect flight with United, departing from Chicago O'Hare International on Tue, Nov 24, arriving in Henry E. Rohlsen.Inbound indirect flight with United, departing from Henry E. Rohlsen on Tue, Dec 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,168, 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 July.

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Direct flights from Chicago to Henry E. Rohlsen

Chicago to St. Croix: Flight information

The things to know before you go.

Cheapest flight found	$482
Cheapest month to fly	July
Average flight time	4 hrs, 40 mins
Most popular airline	American Airlines
Average flights per week	1

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

How much are round-trip flights from Chicago to Henry E. Rohlsen?

The best price we found for a round-trip flight from Chicago to Henry E. Rohlsen is $482. 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.

How long does it take to fly from Chicago to Henry E. Rohlsen?

4 hours and 40 minutes is the average flight time from Chicago to Henry E. Rohlsen.

Which airlines fly direct from Chicago to Henry E. Rohlsen?

American Airlines flies direct from Chicago to Henry E. Rohlsen.

How many flights are there a week from Chicago to Henry E. Rohlsen?

There is one flight per week flying from Chicago to Henry E. Rohlsen, as of June 2026.

When is the cheapest time to fly from Chicago to Henry E. Rohlsen?

The cheapest month to fly from Chicago to Henry E. Rohlsen is usually July.

Which upcoming date is cheapest to fly from Chicago to Henry E. Rohlsen Airport on?

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 Wednesday, July 22, 2026.

Can I get a direct flight from Chicago to Henry E. Rohlsen Airport?

Yes – the average flight time is 4 hours and 40 minutes.

How can I find the best flight deal to Henry E. Rohlsen?

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.

When is the best time to book flights to St. Croix?

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.

Which is the cheapest airline to fly with from Chicago to Henry E. Rohlsen?

The cheapest airline that flies to Henry E. Rohlsen is Frontier Airlines.

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

Book a direct Chicago to Henry E Rohlsen Airport flight and you'll be in the air for an average of 4 hours 50 minutes.
The timezone in St Croix is UTC-4, which is two hours ahead of Chicago. Henry E Rohlsen Airport is located in St Croix.
Your flight from Chicago to STX won't wait if you're running late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're traveling internationally.
Popular months like July or vacation times such as Christmas and spring break will mean bigger waits at check-in and security. Be on the safe side and head to the airport even earlier. Arriving two hours before domestic flights and up four hours ahead of international flights is a smart move.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

You can find a direct flight from Chicago to Henry E Rohlsen Airport (STX) leaving from Chicago O'Hare International Airport (ORD).
American Airlines is a well-known carrier that operates direct flights from Chicago to Henry E Rohlsen Airport jetting out of ORD.
The majority of travelers choose to fly with American Airlines between ORD and STX.
American Airlines leads the way as the most punctual carrier on this route, with 100.0% of its services landing as scheduled.
Traveling from central Chicago to ORD takes about 45 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 27 kilometers in 30 minutes or so, depending on traffic.
Catching an early flight from Chicago to Henry E Rohlsen Airport? Avoid rushing to the terminal (and get some extra shut-eye) by picking one of these stays close to Chicago O'Hare International Airport:
Of the departures from Chicago O'Hare International Airport, 70% land on schedule at their destination.
The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

MDW is about 16 kilometers from central Chicago. It'll take you 25 minutes or so to get to the airport if you're driving from the city center. Public transport takes approximately 30 minutes.
Want to treat yourself to an extra night away before your Chicago to STX flight? Relax in a hotel near Chicago Midway International Airport before your vacation officially starts. These stays have a room with your name on it:
76% of all departures from Chicago Midway International Airport arrive within the expected time frame.
The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

RFD is roughly 145 kilometers from central Chicago. The drive from the city center to the airport takes about 1 hour 40 minutes. If you're thinking about using public transport, expect a journey of around 2 hours.
Take the 'what ifs' out of departure day — stay close to Chicago Rockford International Airport and know you'll make it to your gate with time to spare. Check in to one of these hotels the day before if you've booked an early Chicago to Henry E Rohlsen Airport flight:
Flights that take off from RFD make it to their destination as scheduled 71% of the time.
The address of Chicago Rockford International Airport is 2 Airport Cir.

About Henry E Rohlsen Airport (STX)

Nothing beats the convenience of staying close to the terminal if you've arrived on a late flight from Chicago to Henry E Rohlsen Airport. Experience Cruzan Comfort and Luxurious One and Two Bedroom Villa are comfortable choices near STX.
Booking your ride around four weeks ahead of your Chicago to Henry E Rohlsen Airport flight can help you secure the lowest rate.

Getting from Henry E Rohlsen Airport (STX) to central St Croix

Central St Croix is around 18 kilometers from Henry E Rohlsen Airport and takes about 25 minutes to reach by car. Explore your options for getting into the city, whether that's with a car rental, cab or ride-share.
Traveling by public transport takes roughly 35 minutes.

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 $277. For a return flight on this route, the best price is $482. Depending on the availability and when you book, these fares may change.
To find cheap flights from Chicago to STX, book ahead. Airlines tend to offer their most competitively priced fares when flights are first released.
If you can be flexible with your trip dates, use the 'Whole month' search tool. It'll show you the lowest price across each month when searching for your Chicago to Henry E Rohlsen Airport ticket.
Locking in a cheap plane ticket from Chicago to STX is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll let you know when a better deal is available.
Save money on your flight from Chicago to Henry E Rohlsen Airport by using filters. Select your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

More about St Croix

Start your St Croix trip right by choosing the ideal place to stay. After booking your flight from Chicago to Henry E Rohlsen Airport, explore our range of accommodation options including:
You'll find plenty of things to do in St Croix when you're ready to go sightseeing. Kick off your itinerary at The Grange Estate followed by Hay Penny Beach and Mermaid Beach.