STX - ORD

$140 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 5/15. 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
$421
Multiple Airlines
Fri 5/22Mon 5/25
STX - ORD • 1 stop
Cheapest one-way
$140
Multiple Airlines
Fri 5/15
STX - ORD • 1 stop
Top airlines
Spirit Airlines
Cheapest • from $454 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
1 day a week
There are direct flights from Christiansted to Chicago 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Fri, May 22 - Mon, May 25
Multiple Airlines Logo
3:37 pm - 3:14 pm
STX
-
ORD
24h 37m
1 stop
Multiple Airlines Logo
5:05 am - 2:35 pm
ORD
-
STX
8h 30m
1 stop
$421Multiple Airlines
Fri, May 22 - Sun, May 24
Multiple Airlines Logo
3:37 pm - 12:14 am
STX
-
ORD
9h 37m
1 stop
Multiple Airlines Logo
7:20 am - 2:35 pm
ORD
-
STX
30h 15m
1 stop
$426Multiple Airlines
Fri, May 22 - Sat, May 23
Spirit Airlines Logo
3:37 pm - 12:14 am
STX
-
ORD
9h 37m
1 stop
Spirit Airlines Logo
5:05 am - 2:35 pm
ORD
-
STX
8h 30m
1 stop
$454Spirit Airlines
Wed, May 20 - Sun, May 24
Multiple Airlines Logo
10:20 am - 12:14 am
STX
-
ORD
14h 54m
2 stops
Multiple Airlines Logo
7:20 am - 2:35 pm
ORD
-
STX
30h 15m
1 stop
$510Multiple Airlines
Wed, May 20 - Mon, May 25
Multiple Airlines Logo
10:20 am - 3:14 pm
STX
-
ORD
29h 54m
2 stops
Multiple Airlines Logo
5:05 am - 2:35 pm
ORD
-
STX
8h 30m
1 stop
$522Multiple Airlines
Wed, May 20 - Sat, May 23
Multiple Airlines Logo
10:20 am - 3:14 pm
STX
-
ORD
29h 54m
2 stops
Multiple Airlines Logo
5:05 am - 2:35 pm
ORD
-
STX
8h 30m
1 stop
$533Multiple Airlines
Fri, May 22 - Sun, May 24
Multiple Airlines Logo
3:37 pm - 12:14 am
STX
-
ORD
9h 37m
1 stop
Multiple Airlines Logo
1:15 pm - 2:15 pm
ORD
-
STX
24h 00m
2 stops
$538Multiple Airlines
Tue, May 5 - Sat, May 23
American Airlines Logo
5:14 pm - 11:04 am
STX
-
ORD
18h 50m
1 stop
American Airlines Logo
5:00 am - 8:41 pm
ORD
-
STX
14h 41m
1 stop
$581American Airlines
Tue, May 5 - Sat, May 23
American Airlines Logo
5:14 pm - 7:31 am
STX
-
ORD
15h 17m
2 stops
American Airlines Logo
8:50 am - 8:41 pm
ORD
-
STX
10h 51m
2 stops
$585American Airlines
Thu, May 21 - Sun, May 24
American Airlines Logo
3:47 pm - 12:24 am
STX
-
ORD
9h 37m
1 stop
American Airlines Logo
6:40 am - 8:41 pm
ORD
-
STX
13h 01m
2 stops
$600American 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.

Find deals

Good to know

Cheapest flight$140
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 $140 for a one-way ticket and $421 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.

  • On which days can I fly direct from Christiansted to Chicago?

    You can catch a nonstop flight from Christiansted to Chicago on Saturday.

  • 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.

Prefer to fly direct from Christiansted to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Christiansted Henry Rohlsen to Chicago O'Hare Intl.
Find which airlines fly direct from Christiansted Henry Rohlsen Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Christiansted Henry Rohlsen to Chicago O'Hare Intl

Saturday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Christiansted Henry Rohlsen

Saturday

American Airlines

American Airlines

See more direct flights

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.
7.2
American AirlinesOverall score based on 11294 reviews
6.4Food
7.5Boarding
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

4.0 OkayJeffrey, Feb 2026
MSP - ORD
Read more American Airlines reviews

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Flight from CHI to PVD was delayed by over 20 hours.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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

Information on your arrival and departure airports

Christiansted (STX)
O'Hare Intl (ORD)