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St Kitts

$303+ Cheap flights from O'Hare Intl (ORD) to St Kitts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SKB
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
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 September 19, 2025.

Round-trip from

$509
(American Airlines)

One-way from

$303
(American Airlines)

Popular in

August

Cheapest in

July

Average price

$652
From Chicago O'Hare Intl to St Kitts
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One-way flight from Chicago O'Hare Intl to St Kitts
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Highest demand for flights based on searches. 25% potential increase in price ($298 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($122 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 19, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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 11/18:35 pmORD - SKB
2 stops17h 43mAmerican Airlines
Sat 11/85:23 pmSKB - ORD
2 stops15h 47mAmerican Airlines
Deal found 9/17$509
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 12/47:07 pmORD - SKB
1 stop17h 13mAmerican Airlines
Mon 12/83:21 pmSKB - ORD
1 stop9h 36mAmerican Airlines
Deal found 9/19$526
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Tue 10/285:00 amORD - SKB
1 stop7h 40mAmerican Airlines
Tue 11/44:28 pmSKB - ORD
1 stop8h 31mAmerican Airlines
Deal found 9/17$566
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Thu 10/167:05 pmORD - SKB
1 stop17h 30mAmerican Airlines
Thu 10/232:40 pmSKB - ORD
1 stop8h 51mAmerican Airlines
Deal found 9/18$591
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Mon 12/155:00 amORD - SKB
1 stop7h 20mAmerican Airlines
Sat 12/205:29 pmSKB - ORD
1 stop9h 14mAmerican Airlines
Deal found 9/18$596
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/137:07 pmORD - SKB
1 stop17h 13mAmerican Airlines
Thu 12/185:29 pmSKB - ORD
1 stop9h 14mAmerican Airlines
Deal found 9/16$616

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 September 19, 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

O'Hare Intl

Fly to

St Kitts

Route

Depart

Return

Price

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Sat 11/1

8:35 pm-3:18 pm

2 stops17h 43m

Basseterre Robert Bradshaw Intl

Sat 11/8

5:23 pm-7:10 am

2 stops15h 47m

$509

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

3:21 pm-10:57 pm

1 stop9h 36m

$526

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 11/7

5:00 am-3:18 pm

1 stop8h 18m

Basseterre Robert Bradshaw Intl

Mon 11/10

4:28 pm-9:05 am

1 stop18h 37m

$530

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Thu 10/16

7:05 pm-1:35 pm

1 stop17h 30m

Basseterre Robert Bradshaw Intl

Thu 10/23

2:40 pm-10:31 pm

1 stop8h 51m

$591

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Mon 12/29

7:00 am-4:29 pm

1 stop7h 29m

$303

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 12/30

8:45 pm-2:27 pm

2 stops15h 42m

$309

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 11/26

2:00 pm-5:55 pm

3 stops25h 55m

$344

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Wed 11/26

5:00 am-3:18 pm

1 stop8h 18m

$353

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Fri 12/19

12:10 am-4:29 pm

1 stop14h 19m

$403

ChicagoBasseterre

ORD - SKB

ORDSKB

Chicago O'Hare Intl

Tue 12/30

10:18 am-4:00 pm

3 stops51h 42m

$497

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 12 results
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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 $559). Flying from Chicago O'Hare Intl Airport to St Kitts in December is currently the most expensive (average of $677). 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 September 19, 2025.
Peruse reviews from past customers who have flown with Delta and 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.
Delta
8.0
Very good
7,964 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 17h 43m. American Airlines provides one of the quickest options available for as low as $509. 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 $559). Flying from Chicago O'Hare Intl Airport to St Kitts in December is currently the most expensive (average of $677). 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 2 airlines flying from O'Hare Intl to St Kitts

Discover the top 2 airlines 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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$766FlexibilityNo cancel feeOn-time71%
DeltaCheapest$614Average$615FlexibilityNo cancel feeOn-timeN/A

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