Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to St Kitts from $444

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 O'Hare Intl Airport to St Kitts departing on 10/9. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to St Kitts

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
4:28 pm - 10:59 pmSKB-ORD
8h 31m1 stop
$472American Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
10:05 pm - 3:18 pmORD-SKB
15h 13m2 stops
American Airlines Logo
4:28 pm - 7:04 amSKB-ORD
16h 36m2 stops
$476American Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
10:05 pm - 3:18 pmORD-SKB
15h 13m2 stops
American Airlines Logo
4:28 pm - 7:21 amSKB-ORD
16h 53m2 stops
$477American Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
7:30 pm - 2:47 pmORD-SKB
17h 17m1 stop
American Airlines Logo
3:47 pm - 11:09 pmSKB-ORD
9h 22m1 stop
$497American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
American Airlines Logo
7:48 pm - 2:47 pmORD-SKB
16h 59m2 stops
American Airlines Logo
5:35 pm - 9:05 amSKB-ORD
17h 30m2 stops
$501American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
American Airlines Logo
9:10 pm - 2:47 pmORD-SKB
15h 37m2 stops
American Airlines Logo
5:35 pm - 7:22 amSKB-ORD
15h 47m2 stops
$502American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
American Airlines Logo
5:00 am - 2:20 pmORD-SKB
7h 20m1 stop
American Airlines Logo
3:21 pm - 10:57 pmSKB-ORD
9h 36m1 stop
$522American 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
3:21 pm - 10:57 pmSKB-ORD
9h 36m1 stop
$526American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
5:00 am - 2:20 pmORD-SKB
7h 20m1 stop
American Airlines Logo
3:21 pm - 7:19 amSKB-ORD
17h 58m2 stops
$527American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
7:07 pm - 2:20 pmORD-SKB
17h 13m1 stop
American Airlines Logo
5:29 pm - 12:43 amSKB-ORD
9h 14m1 stop
$533American Airlines
Find Deal
Sat, Dec 13 - Thu, Dec 18

American Airlines flights from Chicago O'Hare Intl Airport to St Kitts

Our best American Airlines deals on Chicago O'Hare Intl Airport to St Kitts flight tickets
American Airlines
Nov 17
ORD5:00 amChicago O'Hare Intl
8h 18m
1 stop
SKB3:18 pmBasseterre Robert Bradshaw Intl
Nov 21
SKB4:28 pmBasseterre Robert Bradshaw Intl
8h 31m
1 stop
ORD10:59 pmChicago O'Hare Intl
$472
Find similar
American Airlines
Nov 17
ORD10:05 pmChicago O'Hare Intl
15h 13m
2 stops
SKB3:18 pmBasseterre Robert Bradshaw Intl
Nov 21
SKB4:28 pmBasseterre Robert Bradshaw Intl
16h 36m
2 stops
ORD7:04 amChicago O'Hare Intl
$476
Find similar
American Airlines
Nov 17
ORD10:05 pmChicago O'Hare Intl
15h 13m
2 stops
SKB3:18 pmBasseterre Robert Bradshaw Intl
Nov 21
SKB4:28 pmBasseterre Robert Bradshaw Intl
16h 53m
2 stops
ORD7:21 amChicago O'Hare Intl
$477
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to St Kitts 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 2, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to St Kitts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 11/17

5:00 am-3:18 pm

1 stop8h 18m

Basseterre Robert Bradshaw Intl

Fri 11/21

4:28 pm-10:59 pm

1 stop8h 31m

$472

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 11/17

10:05 pm-3:18 pm

2 stops15h 13m

Basseterre Robert Bradshaw Intl

Fri 11/21

4:28 pm-7:04 am

2 stops16h 36m

$476

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 11/17

10:05 pm-3:18 pm

2 stops15h 13m

Basseterre Robert Bradshaw Intl

Fri 11/21

4:28 pm-7:21 am

2 stops16h 53m

$477

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/10

7:30 pm-2:47 pm

1 stop17h 17m

Basseterre Robert Bradshaw Intl

Sat 1/24

3:47 pm-11:09 pm

1 stop9h 22m

$497

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/10

7:48 pm-2:47 pm

2 stops16h 59m

Basseterre Robert Bradshaw Intl

Sat 1/24

5:35 pm-9:05 am

2 stops17h 30m

$501

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/10

9:10 pm-2:47 pm

2 stops15h 37m

Basseterre Robert Bradshaw Intl

Sat 1/24

5:35 pm-7:22 am

2 stops15h 47m

$502

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

5:00 am-2:20 pm

1 stop7h 20m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:21 pm-10:57 pm

1 stop9h 36m

$522

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

3:21 pm-10:57 pm

1 stop9h 36m

$526

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 12/4

5:00 am-2:20 pm

1 stop7h 20m

Basseterre Robert Bradshaw Intl

Mon 12/8

3:21 pm-7:19 am

2 stops17h 58m

$527

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 12/13

7:07 pm-2:20 pm

1 stop17h 13m

Basseterre Robert Bradshaw Intl

Thu 12/18

5:29 pm-12:43 am

1 stop9h 14m

$533

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

See travel insights to St Kitts from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to St Kitts

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 St Kitts?

The month of October is, on average, the cheapest month to fly to St Kitts from Chicago O'Hare Intl Airport, with most prices found around $527. If you are unable to visit St Kitts during the month of October, then departing from Chicago O'Hare Intl Airport during the month June is also very affordable. Most momondo users find prices during this month for around $630.

What is the cheapest day to depart on your flight to St Kitts?

Our data shows that Wednesday is the least expensive day to fly to St Kitts. Tickets to fly out on this day can be as low as $674. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to St Kitts for around $891.

What is the cheapest time of day to depart on your flight to St Kitts?

The cheapest time of day to fly to St Kitts is in the afternoon when flights can be purchased for as low as $611. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $826 on average. Flights to St Kitts from Chicago O'Hare Intl Airport in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Chicago O'Hare Intl Airport to St Kitts flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to St Kitts.

Cheap Chicago O'Hare Intl Airport to St Kitts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to St Kitts

Direct flights

None
There are no direct flights from Chicago O'Hare Intl Airport to St Kitts. There are no popular flight routes from Chicago O'Hare Intl Airport to St Kitts.
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to St Kitts?

    Prices for flights from Chicago O'Hare Intl Airport to St Kitts refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to St Kitts?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to St Kitts?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to St Kitts.

  • What documentation or ID do you need to fly to St Kitts?

    The necessary travel and health documents for your St Kitts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to St Kitts?

Best airlines flying from Chicago O'Hare Intl Airport to St Kitts

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to St Kitts with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $488Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
7.9
7,962 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to St Kitts?

It is quick and easy to find Chicago to St Kitts flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to St Kitts that suits you.

Can I find flights from Chicago to St Kitts with flexible booking policies on momondo?

momondo does allow users to show only those flights to St Kitts from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to St Kitts?

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 St Kitts from Chicago.

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

Price alerts on flights to St Kitts from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your St Kitts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/1
Sat 11/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St Kitts

Popular cities in St Kitts

Popular flights according to clicks in the last 7 days on momondo
Flights to Basseterrefrom $282
Flights to Newcastle, Saint James Windwardfrom $873