STX - ORD

$281 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 8/10. 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
$656
American Airlines
Sun 9/13Thu 9/24
STX - ORD • 1 stop
Cheapest one-way
$281
JetBlue
Mon 8/10
STX - ORD • 2 stops
Top airlines
Cheapest • from $656 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $494 (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, Sep 13 - Thu, Sep 24
American Airlines Logo
5:01 pm - 7:29 am
STX
-
ORD
15h 28m
1 stop
American Airlines Logo
6:00 am - 3:36 pm
ORD
-
STX
8h 36m
1 stop
$656American Airlines
Sun, Sep 13 - Thu, Sep 24
American Airlines Logo
5:01 pm - 11:32 pm
STX
-
ORD
7h 31m
1 stop
American Airlines Logo
9:01 pm - 3:36 pm
ORD
-
STX
17h 35m
2 stops
$660American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
3:54 pm - 7:34 am
STX
-
ORD
16h 40m
1 stop
American Airlines Logo
6:59 am - 8:43 pm
ORD
-
STX
12h 44m
1 stop
$667American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
8:04 am - 7:46 pm
STX
-
ORD
12h 42m
2 stops
American Airlines Logo
8:54 am - 8:43 pm
ORD
-
STX
10h 49m
2 stops
$671American Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
3:50 pm - 11:30 pm
STX
-
ORD
8h 40m
1 stop
American Airlines Logo
10:05 am - 8:50 pm
ORD
-
STX
9h 45m
1 stop
$721American Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
3:50 pm - 9:08 am
STX
-
ORD
18h 18m
1 stop
American Airlines Logo
9:42 am - 8:50 pm
ORD
-
STX
10h 08m
2 stops
$725American Airlines
Fri, Jul 17 - Sun, Jul 19
Multiple Airlines Logo
3:14 pm - 11:27 pm
STX
-
ORD
9h 13m
1 stop
Multiple Airlines Logo
12:44 am - 12:30 pm
ORD
-
STX
10h 46m
1 stop
$727Multiple Airlines
Fri, Jul 17 - Mon, Jul 20
Multiple Airlines Logo
4:55 pm - 11:27 pm
STX
-
ORD
7h 32m
1 stop
Multiple Airlines Logo
12:44 am - 4:15 pm
ORD
-
STX
14h 31m
1 stop
$742Multiple Airlines
Fri, Jul 17 - Tue, Jul 21
JetBlue Logo
4:37 pm - 8:51 am
STX
-
ORD
17h 14m
2 stops
JetBlue Logo
6:30 pm - 3:47 pm
ORD
-
STX
20h 17m
2 stops
$762JetBlue
Tue, Jul 14 - Mon, Jul 20
American Airlines Logo
3:50 pm - 12:26 am
STX
-
ORD
9h 36m
1 stop
American Airlines Logo
6:59 am - 8:50 pm
ORD
-
STX
12h 51m
1 stop
$776American 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$281
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 5 days, the lowest price for a flight from Christiansted to Chicago O'Hare Intl Airport was $281 for a one-way ticket and $656 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 11686 reviews
7.2Comfort
6.4Food
7.9Crew
6.8Entertainment
7.5Boarding
Airline reviews

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

2.0 MediocreKrishna, Jun 2026
DCA - ORD
Read more American Airlines reviews

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

The homeless eat better than what was served on that plane. Pretzels and ice cream? My last trip to Europe. Everything is small, but the bill.

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

Information on your arrival and departure airports