$368 Find Cheap Flights from Chicago to Saint Kitts and Nevis - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Saint Kitts and Nevis departing on 11/4. 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.
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1 adult, Economy, 0 bags

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Book Cheap Chicago to Saint Kitts and Nevis Plane Tickets

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

Fri, Jan 15 - Tue, Jan 19
Multiple Airlines Logo
12:50 pm - 4:25 pm-
25h 35m
Multiple Airlines Logo
12:45 pm - 5:43 pm-
30h 58m
$653Multiple Airlines
Fri, Jan 15 - Tue, Jan 19
Multiple Airlines Logo
8:50 pm - 4:25 pm-
17h 35m
Multiple Airlines Logo
12:45 pm - 9:08 am-
22h 23m
$668Multiple Airlines
Fri, Jan 15 - Tue, Jan 19
Multiple Airlines Logo
3:45 pm - 4:25 pm-
22h 40m
Multiple Airlines Logo
12:45 pm - 9:08 am-
22h 23m
$671Multiple Airlines
Thu, Sep 24 - Tue, Sep 29
American Airlines Logo
5:00 am - 1:40 pm-
7h 40m
American Airlines Logo
2:40 pm - 11:30 pm-
9h 50m
$774American Airlines
Fri, Oct 9 - Tue, Oct 13
American Airlines Logo
5:05 am - 1:34 pm-
7h 29m
American Airlines Logo
2:39 pm - 12:38 am-
10h 59m
$774American Airlines
Wed, Sep 16 - Wed, Sep 23
American Airlines Logo
5:00 am - 1:40 pm-
7h 40m
American Airlines Logo
2:40 pm - 11:30 pm-
9h 50m
$775American Airlines
Wed, Sep 16 - Wed, Sep 23
American Airlines Logo
5:00 am - 1:40 pm-
7h 40m
American Airlines Logo
2:40 pm - 11:30 pm-
9h 50m
$776American Airlines
Thu, Sep 24 - Tue, Sep 29
American Airlines Logo
9:15 pm - 1:40 pm-
15h 25m
American Airlines Logo
2:40 pm - 8:52 am-
19h 12m
$779American Airlines
Thu, Sep 24 - Tue, Sep 29
American Airlines Logo
8:55 pm - 1:40 pm-
15h 45m
American Airlines Logo
2:40 pm - 11:30 pm-
9h 50m
$779American Airlines
Fri, Oct 9 - Tue, Oct 13
American Airlines Logo
8:59 pm - 1:34 pm-
15h 35m
American Airlines Logo
2:39 pm - 12:38 am-
10h 59m
$779American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Saint Kitts and Nevis flights

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

What is the cheapest month to fly from Chicago to Saint Kitts and Nevis?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Saint Kitts and Nevis, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Saint Kitts and Nevis is October, when tickets cost $488 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $1,225 and $1,186 respectively.

Good to know

Cheapest flight

$368
Flight from Chicago to Basseterre

FAQs - booking Saint Kitts and Nevis flights

  • How does KAYAK find such low prices on flights from Chicago to Saint Kitts and Nevis?

    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 to Saint Kitts and Nevis.

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

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

    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 to Saint Kitts and Nevis 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 to Saint Kitts and Nevis?

    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 to Saint Kitts and Nevis 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 Chicago to Saint Kitts and Nevis

 
Need help choosing which airline to fly with from Chicago to Saint Kitts and Nevis? 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 11852 reviews
6.4Food
7.9Crew
7.2Comfort
6.8Entertainment
7.5Boarding
Airline reviews

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

2.0 MediocrePranav, Aug 2026
Read more American Airlines reviews

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Everything you need to know for your flight from Chicago to Saint Kitts and Nevis

Cabin class types available on flights to Saint Kitts and Nevis

Cabin classes available on flights to Saint Kitts and Nevis. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.