$516 Find Cheap Flights from Chicago to Saint Kitts and Nevis

This is the cheapest round-trip 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 11/28. 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

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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, Nov 28 - Thu, Dec 4
American Airlines Logo
5:00 am - 3:18 pmORD-SKB
8h 18m1 stop
American Airlines Logo
3:27 pm - 7:19 amSKB-ORD
17h 52m2 stops
$516American Airlines
Find Deal
Sat, Dec 13 - Thu, Dec 18
American Airlines Logo
5:00 am - 2:07 pmORD-SKB
7h 07m1 stop
American Airlines Logo
3:27 pm - 10:59 pmSKB-ORD
9h 32m1 stop
$524American Airlines
Find Deal
Sat, Dec 13 - Thu, Dec 18
American Airlines Logo
5:00 am - 4:19 pmORD-SKB
9h 19m2 stops
American Airlines Logo
5:29 pm - 8:26 amSKB-ORD
16h 57m2 stops
$529American Airlines
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Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
7:07 pm - 2:20 pmORD-SKB
17h 13m1 stop
American Airlines Logo
3:27 pm - 11:07 amSKB-ORD
21h 40m1 stop
$536American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
8:55 pm - 2:20 pmORD-SKB
15h 25m2 stops
American Airlines Logo
3:27 pm - 11:07 amSKB-ORD
21h 40m1 stop
$541American Airlines
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Fri, Nov 28 - Thu, Dec 4
British Airways Logo
6:45 pm - 1:50 pmORD-SKB
17h 05m1 stop
British Airways Logo
3:27 pm - 10:57 pmSKB-ORD
9h 30m1 stop
$620British Airways
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Sat, Apr 18 - Sat, Apr 25
Delta Logo
6:00 am - 2:08 pmMDW-SKB
7h 08m1 stop
Delta Logo
1:53 pm - 9:45 pmSKB-MDW
8h 52m1 stop
$678Delta
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Fri, Nov 28 - Thu, Dec 4
Multiple Airlines Logo
9:10 pm - 5:45 pmORD-SKB
18h 35m2 stops
Multiple Airlines Logo
8:35 am - 11:32 pmSKB-ORD
16h 57m2 stops
$866Multiple Airlines
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Mon, Dec 29 - Sat, Jan 3
Multiple Airlines Logo
5:00 am - 5:45 pmORD-SKB
10h 45m2 stops
Multiple Airlines Logo
8:35 am - 12:30 amSKB-ORD
17h 55m2 stops
$1,303Multiple Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 3
Delta Logo
6:00 am - 3:13 pmMDW-SKB
7h 13m1 stop
Delta Logo
2:53 pm - 10:22 pmSKB-MDW
9h 29m1 stop
$1,909Delta
Find Deal
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.

Which airlines fly non-stop between Chicago and Saint Kitts and Nevis?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago to Saint Kitts and Nevis.

There are 2 airlines that fly nonstop from Chicago to Saint Kitts and Nevis. They are American Airlines and Delta. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $488 and arriving in Basseterre (SKB). On average, Delta offers the best prices for nonstop flights between Chicago and Saint Kitts and Nevis.

Which airlines provide the cheapest flights from Chicago to Saint Kitts and Nevis?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Saint Kitts and Nevis were found on American Airlines ($516) and British Airways ($620).

Good to know

Low seasonJuly
Cheapest flight$516
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 27% lower on average.
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.

  • What is the cheapest time of day to fly to Saint Kitts and Nevis?

    The cheapest time of day to fly to Saint Kitts and Nevis is generally in the evening, when round-trip flights cost $611 on average. Morning departures are around 30% more expensive than evening flights, on average. The most expensive time of day to fly to Saint Kitts and Nevis is generally at night, which is peak travel time and where the average cost of a ticket is $826.

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.
7.2
American AirlinesOverall score based on 11030 reviews
7.5Boarding
7.2Comfort
8.0Crew
6.4Food
6.9Entertainment
Airline reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

2.0 MediocreAnonymous, Oct 2025ORD - PDX
Read more American Airlines reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

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.

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