ORD - STX

$151 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 7/29. 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.
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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

 
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.

Recent round-trip flight deals from Chicago to Christiansted

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Christiansted.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
5:05 am - 3:49 pmORD-STX
9h 44m1 stop
Spirit Airlines Logo
4:45 pm - 11:45 pmSTX-ORD
8h 00m1 stop
$278Spirit Airlines
Find Deal
Tue, Jun 17 - Tue, Jun 24
Spirit Airlines Logo
8:00 am - 4:18 pmORD-STX
7h 18m1 stop
Spirit Airlines Logo
5:13 pm - 9:55 amSTX-ORD
17h 42m1 stop
$317Spirit Airlines
Find Deal
Tue, Jul 15 - Mon, Jul 21
Spirit Airlines Logo
7:35 pm - 11:47 amORD-STX
15h 12m1 stop
Spirit Airlines Logo
4:44 pm - 11:45 pmSTX-ORD
8h 01m1 stop
$329Spirit Airlines
Find Deal
Thu, Jun 5 - Sat, Jun 14
Spirit Airlines Logo
8:00 am - 4:18 pmORD-STX
7h 18m1 stop
Spirit Airlines Logo
5:13 pm - 12:08 pmSTX-ORD
19h 55m2 stops
$348Spirit Airlines
Find Deal
Tue, Jul 15 - Mon, Jul 21
 Logo
7:35 pm - 6:51 pmORD-STX
22h 16m2 stops
 Logo
12:42 pm - 8:50 amSTX-ORD
21h 08m1 stop
Mon, Jun 2 - Fri, Jun 6
 Logo
7:35 pm - 1:25 pmORD-STX
16h 50m2 stops
 Logo
12:42 pm - 8:03 pmSTX-ORD
32h 21m2 stops
Mon, Jun 2 - Fri, Jun 6
American Airlines Logo
7:16 pm - 1:54 pmORD-STX
17h 38m1 stop
American Airlines Logo
3:44 pm - 10:29 pmSTX-ORD
7h 45m1 stop
$515American Airlines
Find Deal
Tue, Jun 3 - Thu, Jun 12
American Airlines Logo
5:00 am - 3:25 pmORD-STX
9h 25m2 stops
American Airlines Logo
3:44 pm - 10:29 pmSTX-ORD
7h 45m1 stop
$519American Airlines
Find Deal
Mon, Jun 2 - Mon, Jun 9
United Airlines Logo
6:00 am - 5:30 pmORD-STX
10h 30m2 stops
United Airlines Logo
11:20 am - 10:12 pmSTX-ORD
11h 52m2 stops
$834United Airlines
Find Deal
Fri, Jun 13 - Fri, Jun 20
United Airlines Logo
8:49 am - 5:30 pmORD-STX
7h 41m1 stop
United Airlines Logo
6:05 pm - 11:55 amSTX-ORD
18h 50m1 stop
$855United Airlines
Find Deal
Sun, May 25 - Tue, Jun 3
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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 $1,155 and $708 respectively.

Good to know

Low seasonSeptember
High seasonApril
Cheapest flight$151
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 23% 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 $151 for a one-way ticket and $278 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 aircraft models fly most regularly from Chicago to Christiansted?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Christiansted?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Christiansted, with oneworld 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 $558 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 $312 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.

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

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

6.0 GoodAnonymous, Mar 2025ORD - CLT
Read more American Airlines reviews

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.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

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