ORD - STX

$158 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 5/2. 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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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$294
Typical prices: $655-$559
Multiple Airlines
Sat 5/2Thu 5/14
ORD - STX • 1 stop
Cheapest one-way
$158
Typical prices: $217-$258
Multiple Airlines
Sat 5/2
ORD - STX • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Christiansted. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $393 (round-trip)
Shortest trip • 6h 39m (one-way)
Insights
Insights
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Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
Good to know
+1
+1
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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

Sat, May 2 - Thu, May 14
Multiple Airlines Logo
1:27 pm - 4:56 pm
ORD
-
STX
26h 29m
1 stop
Multiple Airlines Logo
2:04 pm - 11:38 pm
STX
-
ORD
10h 34m
1 stop
$294Multiple Airlines
Sun, Apr 26 - Thu, Apr 30
Spirit Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
Spirit Airlines Logo
5:51 pm - 12:24 am
STX
-
ORD
7h 33m
1 stop
$312Spirit Airlines
Wed, May 6 - Thu, May 14
Multiple Airlines Logo
1:18 pm - 12:59 pm
ORD
-
STX
22h 41m
1 stop
Multiple Airlines Logo
2:04 pm - 11:38 pm
STX
-
ORD
10h 34m
1 stop
$313Multiple Airlines
Thu, Apr 23 - Thu, Apr 30
Multiple Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
Multiple Airlines Logo
5:51 pm - 11:54 pm
STX
-
ORD
31h 03m
1 stop
$321Multiple Airlines
Sun, Apr 26 - Thu, Apr 30
Spirit Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
Spirit Airlines Logo
5:51 pm - 10:23 am
STX
-
ORD
17h 32m
2 stops
$336Spirit Airlines
Sun, Apr 19 - Thu, Apr 23
Spirit Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
Spirit Airlines Logo
5:51 pm - 12:24 am
STX
-
ORD
7h 33m
1 stop
$337Spirit Airlines
Wed, May 6 - Sun, May 10
Spirit Airlines Logo
1:18 pm - 12:59 pm
ORD
-
STX
22h 41m
1 stop
Spirit Airlines Logo
2:04 pm - 11:15 pm
STX
-
ORD
10h 11m
1 stop
$340Spirit Airlines
Wed, May 6 - Thu, May 14
Multiple Airlines Logo
1:59 pm - 12:59 pm
ORD
-
STX
22h 00m
2 stops
Multiple Airlines Logo
2:04 pm - 11:38 pm
STX
-
ORD
10h 34m
1 stop
$345Multiple Airlines
Wed, Apr 22 - Thu, Apr 30
Spirit Airlines Logo
7:15 pm - 4:56 pm
ORD
-
STX
20h 41m
1 stop
Spirit Airlines Logo
5:51 pm - 9:36 am
STX
-
ORD
16h 45m
1 stop
$347Spirit Airlines
Sun, May 3 - Thu, May 14
Multiple Airlines Logo
5:50 am - 4:56 pm
ORD
-
STX
10h 06m
2 stops
Multiple Airlines Logo
2:04 pm - 11:38 pm
STX
-
ORD
10h 34m
1 stop
$352Multiple Airlines
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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Christiansted?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Christiansted departing in May.

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 January, where tickets cost $482 (return) on average. On the other hand, the most expensive months are June and November, where the average cost of round-trip tickets is $764 and $759 respectively.

Good to know

Low seasonJune
Cheapest flight$158
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 24% 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 $158 for a one-way ticket and $294 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?

    American Airlines, and JetBlue offer 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.

  • 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 $636 and an overall rating of 7.1, American Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $354 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 $596 or less round-trip.

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.
7.1
American AirlinesOverall score based on 11564 reviews
6.4Food
7.5Boarding
7.2Comfort
6.9Entertainment
7.9Crew
Airline reviews

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

4.0 OkayMichelle, Apr 2026
ORD - TYS
Read more American Airlines reviews

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

The attendant at the gate was not helpful at all and she was rude when we asked why the flight was delayed.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They cancelled my flight with no reason affecting my travel plans and delaying it 24 hours.

a weekend long saga that ultimately led to a canceled trip. totally unreliable.

Paid for WiFi and the connection was basically nonexistent. Was pleasantly surprised with everything else. Staff was great. Boarding was easy. Plane was clean. Overall, a very pleasant experience

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

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

Information on your arrival and departure airports