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Cheap flights from Chicago to Saint Kitts and Nevis from $287

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Saint Kitts and Nevis departing on 4/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Saint Kitts and Nevis

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:59 pm - 2:22 pm
ORD
-
SKB
17h 23m
1 stop
American Airlines Logo
2:24 pm - 11:17 pm
SKB
-
ORD
9h 53m
1 stop
$543American Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
8:58 pm - 2:22 pm
ORD
-
SKB
15h 24m
2 stops
American Airlines Logo
2:24 pm - 7:25 am
SKB
-
ORD
18h 01m
2 stops
$548American Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
6:59 pm - 2:22 pm
ORD
-
SKB
17h 23m
1 stop
American Airlines Logo
2:24 pm - 12:38 am
SKB
-
ORD
11h 14m
1 stop
$573American Airlines
Thu, Mar 5 - Thu, Mar 12
American Airlines Logo
8:58 pm - 2:22 pm
ORD
-
SKB
15h 24m
2 stops
American Airlines Logo
2:24 pm - 7:25 am
SKB
-
ORD
18h 01m
2 stops
$578American Airlines
Thu, Mar 5 - Thu, Mar 12
American Airlines Logo
7:00 pm - 1:30 pm
ORD
-
SKB
17h 30m
1 stop
American Airlines Logo
2:40 pm - 10:19 pm
SKB
-
ORD
8h 39m
1 stop
$587American Airlines
Sat, May 16 - Thu, May 21
American Airlines Logo
9:01 pm - 1:30 pm
ORD
-
SKB
15h 29m
2 stops
American Airlines Logo
2:40 pm - 7:28 am
SKB
-
ORD
17h 48m
2 stops
$592American Airlines
Sat, May 16 - Thu, May 21
Delta Logo
5:10 am - 2:10 pm
ORD
-
SKB
8h 00m
1 stop
Delta Logo
1:55 pm - 11:59 pm
SKB
-
ORD
11h 04m
1 stop
$603Delta
Sat, Apr 18 - Sat, Apr 25
Delta Logo
6:00 am - 2:10 pm
MDW
-
SKB
7h 10m
1 stop
Delta Logo
1:55 pm - 10:28 pm
SKB
-
MDW
9h 33m
1 stop
$603Delta
Sat, Apr 18 - Sat, Apr 25
Delta Logo
12:29 pm - 1:33 pm
ORD
-
SKB
23h 04m
2 stops
Delta Logo
1:50 pm - 11:54 pm
SKB
-
ORD
11h 04m
1 stop
$608Delta
Fri, Mar 6 - Sat, Mar 14
American Airlines Logo
5:00 am - 1:24 pm
ORD
-
SKB
7h 24m
1 stop
American Airlines Logo
2:24 pm - 12:38 am
SKB
-
ORD
11h 14m
1 stop
$613American Airlines
Wed, Mar 11 - Mon, Mar 16

American Airlines flights from Chicago to Saint Kitts and Nevis

Our best American Airlines deals on Chicago to Saint Kitts and Nevis flight tickets
American Airlines
Mar 3
ORD6:59 pmChicago O'Hare Intl
17h 23m
1 stop
SKB2:22 pmBasseterre Robert Bradshaw Intl
Mar 10
SKB2:24 pmBasseterre Robert Bradshaw Intl
9h 53m
1 stop
ORD11:17 pmChicago O'Hare Intl
$543
American Airlines
Mar 3
ORD8:58 pmChicago O'Hare Intl
15h 24m
2 stops
SKB2:22 pmBasseterre Robert Bradshaw Intl
Mar 10
SKB2:24 pmBasseterre Robert Bradshaw Intl
18h 01m
2 stops
ORD7:25 amChicago O'Hare Intl
$548
American Airlines
Mar 5
ORD6:59 pmChicago O'Hare Intl
17h 23m
1 stop
SKB2:22 pmBasseterre Robert Bradshaw Intl
Mar 12
SKB2:24 pmBasseterre Robert Bradshaw Intl
11h 14m
1 stop
ORD12:38 amChicago O'Hare Intl
$573

United Airlines flights from Chicago to Saint Kitts and Nevis

Our best United Airlines deals on Chicago to Saint Kitts and Nevis flight tickets
United Airlines
Feb 8
ORD9:30 amChicago O'Hare Intl
28h 43m
1 stop
SKB4:13 pmBasseterre Robert Bradshaw Intl
Feb 12
SKB9:50 amBasseterre Robert Bradshaw Intl
10h 55m
1 stop
ORD6:45 pmChicago O'Hare Intl
$1,843
United Airlines
Feb 8
ORD9:30 amChicago O'Hare Intl
28h 43m
1 stop
SKB4:13 pmBasseterre Robert Bradshaw Intl
Feb 12
SKB9:50 amBasseterre Robert Bradshaw Intl
10h 55m
1 stop
ORD6:45 pmChicago O'Hare Intl
$2,399
United Airlines
Feb 8
ORD6:17 pmChicago O'Hare Intl
19h 56m
2 stops
SKB4:13 pmBasseterre Robert Bradshaw Intl
Feb 12
SKB9:50 amBasseterre Robert Bradshaw Intl
10h 51m
2 stops
ORD6:41 pmChicago O'Hare Intl
$3,632

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Saint Kitts and Nevis that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Chicago to Saint Kitts and Nevis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 3/3

6:59 pm-2:22 pm

1 stop17h 23m

Basseterre Robert Bradshaw Intl

Tue 3/10

2:24 pm-11:17 pm

1 stop9h 53m

$543

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 3/3

8:58 pm-2:22 pm

2 stops15h 24m

Basseterre Robert Bradshaw Intl

Tue 3/10

2:24 pm-7:25 am

2 stops18h 01m

$548

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 3/5

6:59 pm-2:22 pm

1 stop17h 23m

Basseterre Robert Bradshaw Intl

Thu 3/12

2:24 pm-12:38 am

1 stop11h 14m

$573

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 3/5

8:58 pm-2:22 pm

2 stops15h 24m

Basseterre Robert Bradshaw Intl

Thu 3/12

2:24 pm-7:25 am

2 stops18h 01m

$578

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 5/16

7:00 pm-1:30 pm

1 stop17h 30m

Basseterre Robert Bradshaw Intl

Thu 5/21

2:40 pm-10:19 pm

1 stop8h 39m

$587

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 5/16

9:01 pm-1:30 pm

2 stops15h 29m

Basseterre Robert Bradshaw Intl

Thu 5/21

2:40 pm-7:28 am

2 stops17h 48m

$592

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 4/18

5:10 am-2:10 pm

1 stop8h 00m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:55 pm-11:59 pm

1 stop11h 04m

$603

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 4/18

6:00 am-2:10 pm

1 stop7h 10m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:55 pm-10:28 pm

1 stop9h 33m

$603

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 3/6

12:29 pm-1:33 pm

2 stops23h 04m

Basseterre Robert Bradshaw Intl

Sat 3/14

1:50 pm-11:54 pm

1 stop11h 04m

$608

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 3/11

5:00 am-1:24 pm

1 stop7h 24m

Basseterre Robert Bradshaw Intl

Mon 3/16

2:24 pm-12:38 am

1 stop11h 14m

$613

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Saint Kitts and Nevis from

How to get the cheapest flight ticket from Chicago to Saint Kitts and Nevis

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago to Saint Kitts and Nevis?

American Airlines and Delta are the most popular carriers operating from Chicago to Saint Kitts and Nevis

Cheap Chicago to Saint Kitts and Nevis flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Saint Kitts and Nevis

Fastest flight time

6h 55m

Direct flights

None
The fastest flight from Chicago to Saint Kitts and Nevis takes 6h 55m
There are no direct flights from Chicago to Saint Kitts and Nevis. There are no popular flight routes from Chicago to Saint Kitts and Nevis.
Search flight deals

  • When did momondo last update prices for flights from Chicago to Saint Kitts and Nevis?

    Prices for flights from Chicago to Saint Kitts and Nevis are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Saint Kitts and Nevis?

  • How old do you have to be to fly from Chicago to Saint Kitts and Nevis?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Saint Kitts and Nevis.

  • What documentation or ID do you need to fly to Saint Kitts and Nevis?

    The travel and health documents you'll need for your trip to Saint Kitts and Nevis may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Saint Kitts and Nevis. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Saint Kitts and Nevis

Compare and see reviews for airlines that fly from Chicago to Saint Kitts and Nevis with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $488Free CancellationRating
7.2
11,222 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Saint Kitts and Nevis?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Saint Kitts and Nevis. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Saint Kitts and Nevis with flexible booking policies on momondo?

Yes. All flights to Saint Kitts and Nevis from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Saint Kitts and Nevis?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Saint Kitts and Nevis from Chicago.

I’m not ready to book a flight from Chicago to Saint Kitts and Nevis right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Saint Kitts and Nevis now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Saint Kitts and Nevis and let you know when they change.

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Find better results for your trip to Saint Kitts and Nevis

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