$446 Find Cheap Flights from Chicago O'Hare Airport to St Kitts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to St Kitts departing on 6/15. 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 St Kitts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to St Kitts, 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 St Kitts, as well as popular online travel agencies
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Flight Deals

Book Cheap O'Hare Intl to St Kitts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to St Kitts 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 O'Hare Intl to St Kitts

Thu, Apr 2 - Mon, Apr 6
Multiple Airlines Logo
12:00 pm - 10:30 am
ORD
-
SKB
45h 30m
2 stops
Multiple Airlines Logo
8:30 am - 5:45 am
SKB
-
ORD
22h 15m
1 stop
$740Multiple Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
5:00 am - 1:35 pm
ORD
-
SKB
7h 35m
1 stop
American Airlines Logo
2:35 pm - 10:57 pm
SKB
-
ORD
9h 22m
1 stop
$754American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
5:00 am - 1:35 pm
ORD
-
SKB
7h 35m
1 stop
American Airlines Logo
2:35 pm - 7:24 am
SKB
-
ORD
17h 49m
2 stops
$759American Airlines
Fri, Apr 3 - Mon, Apr 6
Multiple Airlines Logo
5:05 am - 10:30 am
ORD
-
SKB
28h 25m
2 stops
Multiple Airlines Logo
8:30 am - 5:45 am
SKB
-
ORD
22h 15m
1 stop
$761Multiple Airlines
Sun, May 3 - Fri, Aug 14
Multiple Airlines Logo
10:00 am - 6:30 pm
ORD
-
SKB
7h 30m
1 stop
Multiple Airlines Logo
8:30 am - 12:25 pm
SKB
-
ORD
28h 55m
2 stops
$767Multiple Airlines
Sun, May 3 - Sun, May 10
American Airlines Logo
7:00 pm - 1:31 pm
ORD
-
SKB
17h 31m
1 stop
American Airlines Logo
2:35 pm - 10:57 pm
SKB
-
ORD
9h 22m
1 stop
$789American Airlines
Sun, May 3 - Sun, May 10
American Airlines Logo
8:46 pm - 1:31 pm
ORD
-
SKB
15h 45m
2 stops
American Airlines Logo
2:35 pm - 7:24 am
SKB
-
ORD
17h 49m
2 stops
$794American Airlines
Wed, May 27 - Sat, Jun 6
American Airlines Logo
8:57 pm - 1:39 pm
ORD
-
SKB
15h 42m
2 stops
American Airlines Logo
2:07 pm - 9:37 pm
SKB
-
ORD
8h 30m
1 stop
$799American Airlines
Thu, Apr 30 - Tue, May 5
American Airlines Logo
5:00 am - 1:26 pm
ORD
-
SKB
7h 26m
1 stop
American Airlines Logo
2:35 pm - 10:57 pm
SKB
-
ORD
9h 22m
1 stop
$814American Airlines
Thu, Apr 30 - Tue, May 5
American Airlines Logo
8:46 pm - 1:26 pm
ORD
-
SKB
15h 40m
2 stops
American Airlines Logo
2:35 pm - 12:25 am
SKB
-
ORD
10h 50m
1 stop
$819American Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to St Kitts flights

Get data-powered insights and trends into flights from O'Hare Intl to St Kitts 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 Chicago O'Hare Intl Airport to St Kitts?

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 $443, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonOctober
Cheapest flight$446
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago to Basseterre

FAQs - booking St Kitts flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to St Kitts?

    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 O'Hare Airport to St Kitts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to St Kitts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to St Kitts 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 O'Hare Airport to St Kitts?

    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 from Chicago O'Hare Airport to St Kitts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to St Kitts?

    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 from Chicago O'Hare Airport to St Kitts 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 O'Hare Intl to St Kitts

 
See real verified KAYAK customer reviews for airlines flying from Chicago to St Kitts. 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 O'Hare Intl to St Kitts? 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 11488 reviews
6.4Food
6.9Entertainment
7.2Comfort
7.9Crew
7.5Boarding
Airline reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

2.0 MediocreGenesis, Mar 2026
ORD - SDF
Read more American Airlines reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Everything you need to know for your flight to St Kitts

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)