STX - ORD

$111 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 5/4. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$490
Multiple Airlines
dom. 2/22jue. 2/26
STX - ORD • 2 stops
Cheapest one-way
$111
Multiple Airlines
lun. 5/4
STX - ORD • 1 stop
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

dom., feb. 22 - jue., feb. 26
Multiple Airlines Logo
6:35 pm - 7:11 pm
STX
-
ORD
50h 36m
2 stops
Multiple Airlines Logo
8:16 pm - 3:40 pm
ORD
-
STX
17h 24m
1 stop
$490Multiple Airlines
jue., abr. 2 - lun., abr. 6
American Airlines Logo
5:17 pm - 8:53 am
STX
-
ORD
16h 36m
1 stop
American Airlines Logo
5:00 am - 2:48 pm
ORD
-
STX
8h 48m
1 stop
$496American Airlines
jue., abr. 2 - lun., abr. 6
American Airlines Logo
5:17 pm - 8:53 am
STX
-
ORD
16h 36m
1 stop
American Airlines Logo
8:58 pm - 1:15 pm
ORD
-
STX
15h 17m
2 stops
$500American Airlines
dom., feb. 22 - jue., feb. 26
Multiple Airlines Logo
7:00 am - 11:47 am
STX
-
ORD
30h 47m
3 stops
Multiple Airlines Logo
8:16 pm - 3:40 pm
ORD
-
STX
17h 24m
1 stop
$550Multiple Airlines
dom., feb. 22 - jue., feb. 26
American Airlines Logo
2:45 pm - 11:34 pm
STX
-
ORD
10h 49m
1 stop
American Airlines Logo
7:10 am - 3:48 pm
ORD
-
STX
6h 38m
1 stop
$616American Airlines
dom., feb. 22 - jue., feb. 26
Multiple Airlines Logo
7:00 am - 11:47 am
STX
-
ORD
30h 47m
3 stops
Multiple Airlines Logo
8:42 pm - 3:40 pm
ORD
-
STX
16h 58m
2 stops
$619Multiple Airlines
dom., feb. 22 - jue., feb. 26
Multiple Airlines Logo
7:00 am - 11:47 am
STX
-
ORD
30h 47m
3 stops
Multiple Airlines Logo
8:59 am - 3:40 pm
ORD
-
STX
28h 41m
3 stops
$640Multiple Airlines
jue., abr. 2 - lun., abr. 6
American Airlines Logo
1:50 pm - 12:16 am
STX
-
ORD
11h 26m
2 stops
American Airlines Logo
8:58 pm - 1:15 pm
ORD
-
STX
15h 17m
2 stops
$690American Airlines
jue., abr. 2 - lun., abr. 6
Multiple Airlines Logo
10:20 am - 11:17 pm
STX
-
ORD
13h 57m
2 stops
Multiple Airlines Logo
4:36 pm - 8:02 pm
ORD
-
STX
26h 26m
3 stops
$956Multiple Airlines
jue., abr. 2 - lun., abr. 6
Multiple Airlines Logo
8:30 am - 11:17 pm
STX
-
ORD
15h 47m
3 stops
Multiple Airlines Logo
4:36 pm - 8:02 pm
ORD
-
STX
26h 26m
3 stops
$981Multiple 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $572 on average.

Find deals

Good to know

Cheapest flight$111
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 $111 for a one-way ticket and $490 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 11254 reviews
7.2Comfort
6.4Food
6.9Entertainment
7.5Boarding
8.0Crew
Airline reviews

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.

8.0 ExcellentAnonymous, Feb 2026
SFO - ORD
Read more American Airlines reviews

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

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

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)