ORD - STX

$120 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 10/28. 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

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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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

Wed, Aug 20 - Tue, Aug 26
Spirit Airlines Logo
8:12 pm - 11:26 amORD-STX
14h 14m1 stop
Spirit Airlines Logo
12:57 pm - 7:07 pmSTX-ORD
7h 10m1 stop
$254Spirit Airlines
Find Deal
Wed, Aug 20 - Tue, Aug 26
Spirit Airlines Logo
5:21 pm - 11:26 amORD-STX
17h 05m2 stops
Spirit Airlines Logo
12:57 pm - 11:59 pmSTX-ORD
12h 02m1 stop
$267Spirit Airlines
Find Deal
Wed, Aug 20 - Wed, Aug 27
Spirit Airlines Logo
8:12 pm - 11:26 amORD-STX
14h 14m1 stop
Spirit Airlines Logo
12:57 pm - 11:59 pmSTX-ORD
12h 02m1 stop
$279Spirit Airlines
Find Deal
Thu, Aug 14 - Mon, Aug 18
Spirit Airlines Logo
8:12 pm - 11:26 amORD-STX
14h 14m1 stop
Spirit Airlines Logo
12:31 pm - 7:07 pmSTX-ORD
7h 36m1 stop
$293Spirit Airlines
Find Deal
Mon, Jan 12 - Mon, Jan 19
JetBlue Logo
7:30 pm - 4:40 pmORD-STX
19h 10m2 stops
JetBlue Logo
5:35 pm - 1:23 pmSTX-ORD
21h 48m2 stops
$458JetBlue
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Thu, Oct 9 - Thu, Oct 16
 Logo
4:51 pm - 11:07 amORD-STX
17h 16m1 stop
 Logo
7:50 am - 9:58 pmSTX-ORD
15h 08m2 stops
Sun, Sep 7 - Sun, Sep 14
American Airlines Logo
7:25 pm - 1:03 pmORD-STX
16h 38m1 stop
American Airlines Logo
1:53 pm - 9:22 pmSTX-ORD
8h 29m1 stop
$495American Airlines
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Sun, Sep 7 - Sun, Sep 14
American Airlines Logo
9:37 pm - 1:03 pmORD-STX
14h 26m2 stops
American Airlines Logo
1:53 pm - 7:47 amSTX-ORD
18h 54m2 stops
$499American Airlines
Find Deal
Thu, Oct 9 - Thu, Oct 16
 Logo
7:00 pm - 11:07 amORD-STX
15h 07m1 stop
 Logo
7:00 am - 11:45 pmSTX-ORD
17h 45m3 stops
Sat, Jan 10 - Sat, Jan 17
Delta Logo
5:50 am - 2:24 pmORD-STX
6h 34m1 stop
Delta Logo
3:19 pm - 9:14 pmSTX-ORD
7h 55m1 stop
$545Delta
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 Friday, 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 June, where the average cost of round-trip tickets is $1,200 and $779 respectively.

Good to know

Low seasonJune
Cheapest flight$120
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 26% 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 $120 for a one-way ticket and $254 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?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Christiansted, with SkyTeam being the most commonly used for this route.

  • 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 $532 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 $303 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.

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 10000 reviews
7.2Comfort
7.5Boarding
8.0Crew
6.9Entertainment
6.5Food
Airline reviews

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

2.0 MediocreAnonymous, Jul 2025ORD - RIC
Read more American Airlines reviews

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!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

Everything was fine, but there was no food or entertainment, so I didn’t know how to rate that.

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

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