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St Kitts

$438+ Cheap flights from O'Hare Intl (ORD) to St Kitts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SKB
Feb 10 — Feb 171
Tue 2/10
Tue 2/17
1 adult, Economy
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Cheap flight deals from O'Hare Intl to St Kitts

Keep the following information in mind while searching for O'Hare Intl to St Kitts flight deals. Data was last updated January 11, 2026.

Round-trip from

$438
(American Airlines)

Popular in

August

Cheapest in

July

Average price

$714
From Chicago O'Hare Intl to St Kitts
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Highest demand for flights based on searches. 16% potential increase in price ($195 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($123 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from O'Hare Intl to St Kitts

Cheapest flights from O'Hare Intl to St Kitts
Explore the most affordable flight options available from O'Hare Intl to St Kitts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 11, 2026.

This American Airlines deal was found by Cheapflights users on 1/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/249:10 pmORD - SKB
2 stops15h 37mAmerican Airlines
Fri 1/303:47 pmSKB - ORD
1 stop9h 21mAmerican Airlines
Deal found 1/10$438
This American Airlines deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/234:14 pmORD - SKB
1 stop18h 57mAmerican Airlines
Wed 1/283:47 pmSKB - ORD
1 stop9h 21mAmerican Airlines
Deal found 1/9$487
This American Airlines deal was found by Cheapflights users on 1/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:00 amORD - SKB
1 stop9h 30mAmerican Airlines
Sat 2/284:43 pmSKB - ORD
1 stop19h 43mAmerican Airlines
Deal found 1/10$507
This American Airlines deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:00 amORD - SKB
1 stop7h 22mAmerican Airlines
Tue 3/33:24 pmSKB - ORD
1 stop11h 13mAmerican Airlines
Deal found 1/9$537
This American Airlines deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:05 pmORD - SKB
1 stop17h 10mAmerican Airlines
Fri 10/232:50 pmSKB - ORD
1 stop9h 52mAmerican Airlines
Deal found 1/9$567
This Kiwi.com deal was found by Cheapflights users on 1/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2412:17 pmORD - SKB
1 stop28h 13mMultiple Airlines
Fri 1/308:30 amSKB - ORD
1 stop10h 07mMultiple Airlines
Deal found 1/10$576
This Delta deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:25 amORD - SKB
1 stop7h 48mDelta
Sat 2/212:53 pmSKB - ORD
1 stop11h 03mDelta
Deal found 1/9$587

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated January 11, 2026.
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

O'Hare Intl

Fly to

St Kitts

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/24

9:10 pm-2:47 pm

2 stops15h 37m

Basseterre Robert Bradshaw Intl

Fri 1/30

3:47 pm-11:08 pm

1 stop9h 21m

$438

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/21

5:00 am-4:30 pm

1 stop9h 30m

Basseterre Robert Bradshaw Intl

Sat 2/28

5:30 pm-7:25 am

2 stops15h 55m

$512

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 2/25

5:00 am-2:22 pm

1 stop7h 22m

Basseterre Robert Bradshaw Intl

Tue 3/3

3:24 pm-7:24 am

2 stops18h 00m

$512

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 2/27

5:00 am-2:22 pm

1 stop7h 22m

Basseterre Robert Bradshaw Intl

Tue 3/3

3:24 pm-12:37 am

1 stop11h 13m

$537

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 1/24

12:17 pm-6:30 pm

1 stop28h 13m

Basseterre Robert Bradshaw Intl

Fri 1/30

8:30 am-4:37 pm

1 stop10h 07m

$576

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 2/14

5:25 am-3:13 pm

1 stop7h 48m

Basseterre Robert Bradshaw Intl

Sat 2/21

2:53 pm-11:56 pm

1 stop11h 03m

$587

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 3/12

6:59 pm-1:24 pm

1 stop17h 25m

Basseterre Robert Bradshaw Intl

Tue 3/17

2:24 pm-12:37 am

1 stop11h 13m

$592

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 3/7

6:59 pm-1:24 pm

1 stop16h 25m

Basseterre Robert Bradshaw Intl

Sat 3/14

4:30 pm-12:37 am

1 stop9h 07m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Best time to book a flight from O'Hare Intl to St Kitts

Have a flexible travel schedule? Discover the best time to fly to St Kitts from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to St Kitts

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to St Kitts?

Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St Kitts (average of $465). Flying from Chicago O'Hare Intl Airport to St Kitts in March is currently the most expensive (average of $793). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing St Kitts

Get insights into the airlines that provide service to St Kitts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St Kitts. Reviews last updated January 11, 2026.
Peruse reviews from past customers who have flown with American Airlines from Chicago O'Hare Intl Airport to St Kitts to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,100 reviews

Entertainment

6.9

Food

6.4

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,100 reviews
American Airlines
7.2
Good
11,100 reviews

Entertainment

6.9

Food

6.4

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to St Kitts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to St Kitts?

    A quick flight from Chicago O'Hare Intl Airport to St Kitts can take about 15h 37m. American Airlines provides one of the quickest options available for as low as $438. Chicago O'Hare Intl Airport and St Kitts are separated by a distance of 2260 mi.

  • Can I find deals for flights from O'Hare Intl to St Kitts that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to St Kitts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to St Kitts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to St Kitts.

  • Can I find deals for business class flights from O'Hare Intl to St Kitts?

    Yes. Cheapflights offers flight deals from O'Hare Intl to St Kitts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to St Kitts?

    Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St Kitts (average of $465). Flying from Chicago O'Hare Intl Airport to St Kitts in March is currently the most expensive (average of $793). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for O'Hare Intl to St Kitts

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Basseterre flights

Top airline flying from O'Hare Intl to St Kitts

Discover the top airline that operate flights from O'Hare Intl to St Kitts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$737FlexibilityNo cancel feeOn-time71%

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