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Cheap flights from Chicago to Saint Kitts and Nevis from $591

This is the cheapest round-trip 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 9/27. 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

American Airlines Logo
7:15 pm - 1:40 pmORD-SKB
17h 25m1 stop
American Airlines Logo
2:42 pm - 11:49 pmSKB-ORD
10h 07m1 stop
$591American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
American Airlines Logo
8:47 pm - 1:40 pmORD-SKB
15h 53m2 stops
American Airlines Logo
2:42 pm - 11:49 pmSKB-ORD
10h 07m1 stop
$595American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
American Airlines Logo
7:00 am - 4:15 pmORD-SKB
7h 15m1 stop
American Airlines Logo
5:25 pm - 9:02 amSKB-ORD
17h 37m1 stop
$616American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
5:10 am - 4:15 pmORD-SKB
9h 05m2 stops
American Airlines Logo
5:25 pm - 12:18 amSKB-ORD
8h 53m1 stop
$620American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
8:25 pm - 2:15 pmORD-SKB
15h 50m2 stops
American Airlines Logo
5:25 pm - 7:20 amSKB-ORD
15h 55m2 stops
$631American Airlines
Find Deal
Sat, Dec 13 - Thu, Dec 18
American Airlines Logo
7:07 pm - 2:39 pmORD-SKB
17h 32m1 stop
American Airlines Logo
5:23 pm - 9:25 amSKB-ORD
18h 02m1 stop
$653American Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
American Airlines Logo
8:25 pm - 2:15 pmORD-SKB
15h 50m2 stops
American Airlines Logo
5:25 pm - 9:02 amSKB-ORD
17h 37m1 stop
$656American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
8:45 pm - 2:39 pmORD-SKB
15h 54m2 stops
American Airlines Logo
5:23 pm - 7:05 amSKB-ORD
15h 42m2 stops
$657American Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
Logo
6:23 pm - 1:55 pmORD-SKB
18h 32m2 stops
Logo
2:00 pm - 11:59 pmSKB-ORD
34h 59m3 stops
$984
Find Deal
Sun, Aug 10 - Tue, Aug 12
United Airlines Logo
2:30 pm - 5:49 pmORD-SKB
49h 19m2 stops
United Airlines Logo
9:40 am - 6:52 pmSKB-ORD
11h 12m2 stops
$3,647United Airlines
Find Deal
Sat, Dec 27 - Sat, Jan 3

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
Sep 27
ORD7:15 pmChicago O'Hare Intl
17h 25m
1 stop
SKB1:40 pmBasseterre Robert Bradshaw Intl
Oct 4
SKB2:42 pmBasseterre Robert Bradshaw Intl
10h 07m
1 stop
ORD11:49 pmChicago O'Hare Intl
$591
Find similar
American Airlines
Sep 27
ORD8:47 pmChicago O'Hare Intl
15h 53m
2 stops
SKB1:40 pmBasseterre Robert Bradshaw Intl
Oct 4
SKB2:42 pmBasseterre Robert Bradshaw Intl
10h 07m
1 stop
ORD11:49 pmChicago O'Hare Intl
$595
Find similar
American Airlines
Dec 13
ORD7:00 amChicago O'Hare Intl
7h 15m
1 stop
SKB4:15 pmBasseterre Robert Bradshaw Intl
Dec 20
SKB5:25 pmBasseterre Robert Bradshaw Intl
17h 37m
1 stop
ORD9:02 amChicago O'Hare Intl
$616
Find similar

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 July 31, 2025.
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

Sat 9/27

7:15 pm-1:40 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

Sat 10/4

2:42 pm-11:49 pm

1 stop10h 07m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 9/27

8:47 pm-1:40 pm

2 stops15h 53m

Basseterre Robert Bradshaw Intl

Sat 10/4

2:42 pm-11:49 pm

1 stop10h 07m

$595

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

7:00 am-4:15 pm

1 stop7h 15m

Basseterre Robert Bradshaw Intl

Sat 12/20

5:25 pm-9:02 am

1 stop17h 37m

$616

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

5:10 am-4:15 pm

2 stops9h 05m

Basseterre Robert Bradshaw Intl

Sat 12/20

5:25 pm-12:18 am

1 stop8h 53m

$620

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

8:25 pm-2:15 pm

2 stops15h 50m

Basseterre Robert Bradshaw Intl

Thu 12/18

5:25 pm-7:20 am

2 stops15h 55m

$631

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 11/2

7:07 pm-2:39 pm

1 stop17h 32m

Basseterre Robert Bradshaw Intl

Sat 11/8

5:23 pm-9:25 am

1 stop18h 02m

$653

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

8:25 pm-2:15 pm

2 stops15h 50m

Basseterre Robert Bradshaw Intl

Sat 12/20

5:25 pm-9:02 am

1 stop17h 37m

$656

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 11/2

8:45 pm-2:39 pm

2 stops15h 54m

Basseterre Robert Bradshaw Intl

Sat 11/8

5:23 pm-7:05 am

2 stops15h 42m

$657

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sun 8/10

6:23 pm-1:55 pm

2 stops18h 32m

Basseterre Robert Bradshaw Intl

Tue 8/12

2:00 pm-11:59 pm

3 stops34h 59m

$984

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/27

2:30 pm-5:49 pm

2 stops49h 19m

Basseterre Robert Bradshaw Intl

Sat 1/3

9:40 am-6:52 pm

2 stops11h 12m

$3,647

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 month to fly to Saint Kitts and Nevis?

The month of July is, on average, the cheapest month to fly to Saint Kitts and Nevis from Chicago, with most prices found around $642. If you’re not able to fly to Saint Kitts and Nevis in July, then September is your next best option. Flight prices from Chicago to Saint Kitts and Nevis during September average around $652.

What is the cheapest day to depart on your flight to Saint Kitts and Nevis?

According to our data, Wednesday is the cheapest day to fly to Saint Kitts and Nevis from Chicago. The lowest ticket price found for a Wednesday departure recently was $674. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $891. These prices are subject to change though, so be sure to set up a Price Alert for flights to Saint Kitts and Nevis.

What is the cheapest time of day to depart on your flight to Saint Kitts and Nevis?

In the afternoon is the cheapest time of day to fly from Chicago to Saint Kitts and Nevis when you can find flight prices for as low as $611. Flying to Saint Kitts and Nevis in the afternoon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Saint Kitts and Nevis is in the evening when prices are around $826.

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

Best Price Found

$591

Fastest flight time

7h 10m

Direct flights

None

Airports in Saint Kitts and Nevis

1 airport
The best flight deal from Chicago to Saint Kitts and Nevis found on momondo in the last 72 hours is $591
The fastest flight from Chicago to Saint Kitts and Nevis takes 7h 10m
There are no direct flights from Chicago to Saint Kitts and Nevis. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Basseterre Robert Bradshaw Intl Airport.
There is 1 airport near Saint Kitts and Nevis: Basseterre Robert Bradshaw Intl (SKB)
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 $611Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
8.0
7,981 reviews
Search Delta 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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