STX - ORD

$148 Find Cheap Flights from Christiansted to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Christiansted to Chicago departing on 5/14. 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 Chicago O'Hare Intl Airport

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

Cheapest round-trip
$337
Spirit Airlines
Sun 5/10Wed 5/27
STX - ORD • 1 stop
Cheapest one-way
$148
Multiple Airlines
Thu 5/14
STX - ORD • 1 stop
Top airlines
Cheapest • from $493 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $394 (round-trip)
Shortest trip • 7h 22m (one-way)
Insights
Insights
Insights
Insights
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Christiansted to Chicago (STX-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Christiansted to Chicago 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 Christiansted to Chicago

Sun, May 10 - Wed, May 27
Multiple Airlines Logo
2:04 pm - 8:22 am
STX
-
ORD
19h 18m
1 stop
Multiple Airlines Logo
8:05 am - 12:59 pm
ORD
-
STX
27h 54m
1 stop
$337Multiple Airlines
Sun, May 10 - Wed, May 27
Multiple Airlines Logo
2:04 pm - 7:55 am
STX
-
ORD
18h 51m
2 stops
Multiple Airlines Logo
8:05 am - 12:59 pm
ORD
-
STX
27h 54m
1 stop
$358Multiple Airlines
Tue, Apr 28 - Sat, May 2
Multiple Airlines Logo
2:51 pm - 12:24 am
STX
-
ORD
34h 33m
2 stops
Multiple Airlines Logo
1:27 pm - 4:56 pm
ORD
-
STX
26h 29m
1 stop
$465Multiple Airlines
Tue, Apr 28 - Sat, May 2
Multiple Airlines Logo
5:23 pm - 3:08 pm
STX
-
ORD
22h 45m
1 stop
Multiple Airlines Logo
1:27 pm - 4:56 pm
ORD
-
STX
26h 29m
1 stop
$477Multiple Airlines
Fri, May 1 - Sun, May 3
Multiple Airlines Logo
8:30 am - 8:49 pm
STX
-
ORD
13h 19m
1 stop
Multiple Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
$484Multiple Airlines
Sun, May 10 - Wed, May 27
Spirit Airlines Logo
2:04 pm - 6:38 pm
STX
-
ORD
29h 34m
3 stops
Spirit Airlines Logo
8:30 am - 12:59 pm
ORD
-
STX
27h 29m
2 stops
$493Spirit Airlines
Fri, May 1 - Sun, May 3
Multiple Airlines Logo
8:53 am - 12:24 am
STX
-
ORD
16h 31m
2 stops
Multiple Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
$494Multiple Airlines
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
4:44 pm - 9:17 pm
STX
-
ORD
29h 33m
2 stops
Multiple Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
$499Multiple Airlines
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
8:30 am - 3:08 pm
STX
-
ORD
7h 38m
1 stop
Multiple Airlines Logo
5:05 am - 4:56 pm
ORD
-
STX
10h 51m
1 stop
$500Multiple Airlines
Sun, May 10 - Wed, May 27
Spirit Airlines Logo
2:04 pm - 9:54 am
STX
-
ORD
20h 50m
2 stops
Spirit Airlines Logo
8:30 am - 12:59 pm
ORD
-
STX
27h 29m
2 stops
$527Spirit Airlines
Booking Insights

KAYAK's insights & trends for Christiansted to Chicago flights

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

Can I save money by flying with a layover from Christiansted to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $721, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$148
Flight from Christiansted to Chicago

When to book flights from Christiansted to Chicago

Are your dates flexible? Find out the best times to travel from Christiansted to Chicago 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 Christiansted to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Christiansted to Chicago O'Hare Intl Airport was $148 for a one-way ticket and $337 for a round-trip.

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

    Yes, you’ll need a passport to travel to Chicago from Christiansted.

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

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

  • Which airline alliances offer flights from Christiansted to Chicago?

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

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

    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 Christiansted to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Christiansted 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 Christiansted to Chicago?

    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 Chicago with an airline and back to Christiansted with another airline. Booking your flights between Christiansted and ORD 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 Christiansted to Chicago?

    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 Chicago from Christiansted up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Christiansted to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Christiansted to Chicago. 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 Christiansted to Chicago? 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 11604 reviews
7.9Crew
7.5Boarding
6.4Food
7.2Comfort
6.9Entertainment
Airline reviews

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

10.0 ExcellentAnonymous, Apr 2026
GSP - ORD
Read more American Airlines reviews

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

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

Information on your arrival and departure airports