ORD - STX

$143 Find Cheap Flights from Chicago to Christiansted

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Christiansted departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Christiansted

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Christiansted, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Christiansted, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$287
Overall average: $515
Spirit Airlines
Thu 2/19Wed 2/25
ORD - STX • 1 stop
Cheapest non-stop
$656
American Airlines
Sat 2/21Sat 2/28
ORD - STX • Non-stop
When to travel
April
Cheapest • 27% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from Chicago to Christiansted 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Christiansted!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Christiansted (ORD-STX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Christiansted that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Christiansted

Thu, Feb 19 - Wed, Feb 25
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$287Spirit Airlines
Find Deal
Thu, Jan 29 - Mon, Feb 2
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$291Spirit Airlines
Find Deal
Thu, Feb 19 - Mon, Mar 2
Multiple Airlines Logo
11:42 am - 12:22 pmORD-STX
22h 40m1 stop
Multiple Airlines Logo
1:27 pm - 9:23 amSTX-ORD
21h 56m1 stop
$313Multiple Airlines
Find Deal
Thu, Feb 19 - Wed, Feb 25
Multiple Airlines Logo
11:42 am - 12:22 pmORD-STX
22h 40m1 stop
Multiple Airlines Logo
1:27 pm - 10:49 amSTX-ORD
23h 22m2 stops
$318Multiple Airlines
Find Deal
Thu, Feb 19 - Fri, Feb 27
Multiple Airlines Logo
11:42 am - 12:22 pmORD-STX
22h 40m1 stop
Multiple Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$319Multiple Airlines
Find Deal
Sun, Nov 16 - Sat, Nov 22
Spirit Airlines Logo
10:52 am - 4:46 pmORD-STX
27h 54m1 stop
Spirit Airlines Logo
4:36 pm - 11:29 pmSTX-ORD
8h 53m1 stop
$321Spirit Airlines
Find Deal
Sun, Feb 22 - Wed, Feb 25
Multiple Airlines Logo
11:42 am - 12:22 pmORD-STX
22h 40m1 stop
Multiple Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$330Multiple Airlines
Find Deal
Sun, Feb 22 - Fri, Feb 27
Multiple Airlines Logo
11:42 am - 12:22 pmORD-STX
22h 40m1 stop
Multiple Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$336Multiple Airlines
Find Deal
Tue, Feb 24 - Mon, Mar 2
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 9:23 amSTX-ORD
21h 56m1 stop
$341Spirit Airlines
Find Deal
Tue, Feb 24 - Fri, Feb 27
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$345Spirit Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Christiansted flights

Get data-powered insights and trends into flights from Chicago to Christiansted to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Christiansted?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Christiansted clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Christiansted, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Christiansted, Thursday is the cheapest day to fly and Wednesday is the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Christiansted?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Christiansted, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Christiansted is April, where tickets cost $456 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $838 and $795 respectively.

Good to know

Low seasonJune
Cheapest flight$143
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago to Christiansted

When to book flights from Chicago to Christiansted

Are your dates flexible? Find out the best times to travel from Chicago to Christiansted based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Christiansted flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Christiansted?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Christiansted was $143 for a one-way ticket and $287 for a round-trip.

  • Do I need a passport to fly between Chicago and Christiansted?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Christiansted.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Christiansted?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Christiansted flight route.

  • Which aircraft models fly most regularly from Chicago to Christiansted?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Christiansted flight route.

  • Which airline alliances offer flights from Chicago to Christiansted?

    oneworld is the only airline alliance operating flights between Chicago and Christiansted.

  • On which days can I fly direct from Chicago to Christiansted?

    You can catch a nonstop flight from Chicago to Christiansted on Saturday.

  • Which is the best airline for flights from Chicago to Christiansted, American Airlines or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Christiansted are American Airlines and Spirit Airlines. With an average price for the route of $597 and an overall rating of 7.2, American Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $317 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Chicago to Christiansted?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Christiansted.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Christiansted?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Christiansted from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Christiansted?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Christiansted with an airline and back to Chicago with another airline. Booking your flights between Chicago and STX can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Christiansted?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Christiansted from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Christiansted

  • Looking for a cheap flight? 25% of our users found flights on this route for $635 or less round-trip.

Prefer to fly direct from Chicago to Christiansted?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Christiansted Henry Rohlsen.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Christiansted Henry Rohlsen Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Christiansted Henry Rohlsen

Saturday

American Airlines

American Airlines

See more direct flights

Direct returns

Christiansted Henry Rohlsen to Chicago O'Hare Intl

Saturday

American Airlines

American Airlines

See more direct flights

Reviews of the top airlines flying from Chicago to Christiansted

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Christiansted. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Christiansted? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11030 reviews
6.4Food
7.2Comfort
6.9Entertainment
8.0Crew
7.5Boarding
Airline reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

2.0 MediocreAnonymous, Oct 2025ORD - PDX
Read more American Airlines reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

For the price I could have taken a “name brand” airline. No drink no snack and constant emails trying to get addition money for EVERYTHING other airlines include in the price. It looks cheaper but it’s Judy bait and switch and emails non stop!

The gate agents for spirit at EWR wouldn’t give me my ticket to board when I arrived 50 min from the flight, saying that I wouldn’t make my flight. They tried to reschedule me to arrive at my destination 14 hours after the original flight, which included a 10 hr layover in another city. I rebooked with another airline and it took me a total of 5 min to go through security. Then I see a charge on my card for a $100 change fee that I did not approve. Beware of this horrible place and these horrible people

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

Waited at the airport for over 4 hours to board this flight. Terrible airline

Was supposed to take off 8:00 last night. Got delayed till 8:00 this morning

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

When the flight ticket is expensive and you have to purchase check in luggage and there is no snacks, no entertainment, tight seats stuffed in the back of the plane not such good experience. I would like some to reach out to me . I paid for check luggage when I bought the ticket they made me pay again on the return flight extra $70. Very frustrating.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Everything you need to know for your flight from Chicago to Christiansted

Information on your arrival and departure airports

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