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Cheap flights from Chicago to Saint Kitts and Nevis from $516

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 11/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
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
Fri, Nov 28 - Thu, Dec 4
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
Find Deal
Sat, Dec 13 - Thu, Dec 18
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
Find Deal
Thu, Dec 4 - Mon, Dec 8
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
Find Deal
Fri, Nov 28 - Thu, Dec 4
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
Find Deal
Sat, Apr 18 - Sat, Apr 25
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
Find Deal
Fri, Nov 28 - Thu, Dec 4
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
Mon, Dec 29 - 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
Sat, Dec 20 - 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
Nov 28
ORD5:00 amChicago O'Hare Intl
8h 18m
1 stop
SKB3:18 pmBasseterre Robert Bradshaw Intl
Dec 4
SKB3:27 pmBasseterre Robert Bradshaw Intl
17h 52m
2 stops
ORD7:19 amChicago O'Hare Intl
$516
Find similar
American Airlines
Dec 13
ORD5:00 amChicago O'Hare Intl
7h 07m
1 stop
SKB2:07 pmBasseterre Robert Bradshaw Intl
Dec 18
SKB3:27 pmBasseterre Robert Bradshaw Intl
9h 32m
1 stop
ORD10:59 pmChicago O'Hare Intl
$524
Find similar
American Airlines
Dec 13
ORD5:00 amChicago O'Hare Intl
9h 19m
2 stops
SKB4:19 pmBasseterre Robert Bradshaw Intl
Dec 18
SKB5:29 pmBasseterre Robert Bradshaw Intl
16h 57m
2 stops
ORD8:26 amChicago O'Hare Intl
$529
Find similar

Delta flights from Chicago to Saint Kitts and Nevis

Our best Delta deals on Chicago to Saint Kitts and Nevis flight tickets
Delta
Apr 18
MDW6:00 amChicago Midway
7h 08m
1 stop
SKB2:08 pmBasseterre Robert Bradshaw Intl
Apr 25
SKB1:53 pmBasseterre Robert Bradshaw Intl
8h 52m
1 stop
MDW9:45 pmChicago Midway
$678
Find similar
Delta
Dec 20
MDW6:00 amChicago Midway
7h 13m
1 stop
SKB3:13 pmBasseterre Robert Bradshaw Intl
Jan 3
SKB2:53 pmBasseterre Robert Bradshaw Intl
9h 29m
1 stop
MDW10:22 pmChicago Midway
$1,909
Find similar
Delta
Dec 20
MDW6:00 amChicago Midway
7h 13m
1 stop
SKB3:13 pmBasseterre Robert Bradshaw Intl
Jan 3
SKB2:53 pmBasseterre Robert Bradshaw Intl
9h 29m
1 stop
MDW10:22 pmChicago Midway
$2,134
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 October 30, 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

Fri 11/28

5:00 am-3:18 pm

1 stop8h 18m

Basseterre Robert Bradshaw Intl

Thu 12/4

3:27 pm-7:19 am

2 stops17h 52m

$516

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

5:00 am-2:07 pm

1 stop7h 07m

Basseterre Robert Bradshaw Intl

Thu 12/18

3:27 pm-10:59 pm

1 stop9h 32m

$524

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

5:00 am-4:19 pm

2 stops9h 19m

Basseterre Robert Bradshaw Intl

Thu 12/18

5:29 pm-8:26 am

2 stops16h 57m

$529

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

7:07 pm-2:20 pm

1 stop17h 13m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:27 pm-11:07 am

1 stop21h 40m

$536

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

8:55 pm-2:20 pm

2 stops15h 25m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:27 pm-11:07 am

1 stop21h 40m

$541

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 11/28

6:45 pm-1:50 pm

1 stop17h 05m

Basseterre Robert Bradshaw Intl

Thu 12/4

3:27 pm-10:57 pm

1 stop9h 30m

$620

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 4/18

6:00 am-2:08 pm

1 stop7h 08m

Basseterre Robert Bradshaw Intl

Sat 4/25

1:53 pm-9:45 pm

1 stop8h 52m

$678

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 11/28

9:10 pm-5:45 pm

2 stops18h 35m

Basseterre Robert Bradshaw Intl

Thu 12/4

8:35 am-11:32 pm

2 stops16h 57m

$866

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 12/29

5:00 am-5:45 pm

2 stops10h 45m

Basseterre Robert Bradshaw Intl

Sat 1/3

8:35 am-12:30 am

2 stops17h 55m

$1,303

ChicagoBasseterre

MDW - SKB

MDWSKB

Chicago Midway

Sat 12/20

6:00 am-3:13 pm

1 stop7h 13m

Basseterre Robert Bradshaw Intl

Sat 1/3

2:53 pm-10:22 pm

1 stop9h 29m

$1,909

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 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

Direct flights

None
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
11,035 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
7.9
7,998 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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