Cheap flights from ORD to SKB (O'Hare Intl. to Robert L. Bradshaw Intl.)

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Cheap Flights from ORD to SKB starting at $291 One Way, $591 Round Trip

Prices starting at $591 for return flights and $291 for one-way flights to Robert L. Bradshaw Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 6 - Thu, Dec 11
ORD
Chicago
SKB
St. Kitts
$591 Roundtrip, found 3 days ago
$591
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Dec 6 from Chicago to St. Kitts, returning Thu, Dec 11, priced at $591 found 3 days ago
Mon, Dec 8 - Thu, Dec 11
ORD
Chicago
SKB
St. Kitts
$611 Roundtrip, found 3 days ago
$611
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Dec 8 from Chicago to St. Kitts, returning Thu, Dec 11, priced at $611 found 3 days ago
Wed, Aug 20 - Wed, Aug 27
ORD
Chicago
SKB
St. Kitts
$631 Roundtrip, found 4 days ago
$631
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Chicago to St. Kitts, returning Wed, Aug 27, priced at $631 found 4 days ago
Wed, Aug 20 - Wed, Aug 27
ORD
Chicago
SKB
St. Kitts
$641 Roundtrip, found 4 days ago
$641
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Chicago to St. Kitts, returning Wed, Aug 27, priced at $641 found 4 days ago
Sun, Jan 4 - Sun, Jan 11
ORD
Chicago
SKB
St. Kitts
$658 Roundtrip, found 2 days ago
$658
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 4 from Chicago to St. Kitts, returning Sun, Jan 11, priced at $658 found 2 days ago

Hotel Ideas near Robert L. Bradshaw Intl.

Airport Hotels near Robert L. Bradshaw Intl.

St Kitts Marriott Beach Resort, Casino & Spa
St Kitts Marriott Beach Resort, Casino & Spa
4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
Stay at this 4.5-star luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,001 reviews)
"The property is beautiful and filled with things to do. Several large pools, 3 different restaurants, plus outdoor dining. We had a wonderful time here. We especially enjoyed the balcony, which was surprisingly private."

Reviewed on Jun 6, 2025

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St Kitts Marriott Beach Resort, Casino & Spa
Sugar Bay Club Suites & Hotel
Sugar Bay Club Suites & Hotel
3 out of 5
Basseterre, Frigate Bay, Basseterre, St. Kitts
Stay at this 3-star beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (413 reviews)
"Excellent location! Nice pools. Good price for the area. Stayed in 2 bedroom villa and it was very nice! Some maintenance is needed on the property but overall it is a nice, budget friendly property that I would return to again."

Reviewed on Jun 3, 2025

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Sugar Bay Club Suites & Hotel
Koi Resort Saint Kitts, Curio Collection by Hilton
Koi Resort Saint Kitts, Curio Collection by Hilton
4 out of 5
100 Koi Resort Drive, Basseterre
Stay at this 4-star spa resort in Basseterre. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (363 reviews)
"The entire staff made us feel welcome and were so warm and friendly"

Reviewed on Jun 7, 2025

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Koi Resort Saint Kitts, Curio Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Basseterre

St Kitts Marriott Beach Resort, Casino & Spa
St Kitts Marriott Beach Resort, Casino & Spa
4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
Stay at this 4.5-star luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,001 reviews)
"The property is beautiful and filled with things to do. Several large pools, 3 different restaurants, plus outdoor dining. We had a wonderful time here. We especially enjoyed the balcony, which was surprisingly private."

Reviewed on Jun 6, 2025

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St Kitts Marriott Beach Resort, Casino & Spa
Sugar Bay Club Suites & Hotel
Sugar Bay Club Suites & Hotel
3 out of 5
Basseterre, Frigate Bay, Basseterre, St. Kitts
Stay at this 3-star beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (413 reviews)
"Excellent location! Nice pools. Good price for the area. Stayed in 2 bedroom villa and it was very nice! Some maintenance is needed on the property but overall it is a nice, budget friendly property that I would return to again."

Reviewed on Jun 3, 2025

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Sugar Bay Club Suites & Hotel
Koi Resort Saint Kitts, Curio Collection by Hilton
Koi Resort Saint Kitts, Curio Collection by Hilton
4 out of 5
100 Koi Resort Drive, Basseterre
Stay at this 4-star spa resort in Basseterre. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (363 reviews)
"The entire staff made us feel welcome and were so warm and friendly"

Reviewed on Jun 7, 2025

Get rates
Koi Resort Saint Kitts, Curio Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Basseterre Hotels With Airport Transportation

Ocean Terrace Inn
Ocean Terrace Inn
4.5 out of 5
Wigley Avenue, Fortlands, Basseterre
Stay at this 4.5-star luxury hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions National Museum and St. George's Anglican ...
Comfortable stay
"The room was large & cleaned everyday. Staff was friendly & helped get the bags to the room. On checkin there was only 1 towel & 1 water in the room but after a phone call housekeeping quickly brought the 2nd. Tishan is an excellent front desk rep. Super friendly, thorough & helpful. My booking said ..."

Reviewed on Mar 9, 2020

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Ocean Terrace Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Basseterre Hotels

Sugar Bay Club Suites & Hotel
Sugar Bay Club Suites & Hotel
3 out of 5
Basseterre, Frigate Bay, Basseterre, St. Kitts
Stay at this 3-star beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (413 reviews)
"Excellent location! Nice pools. Good price for the area. Stayed in 2 bedroom villa and it was very nice! Some maintenance is needed on the property but overall it is a nice, budget friendly property that I would return to again."

Reviewed on Jun 3, 2025

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Sugar Bay Club Suites & Hotel
Timothy Beach Resort
Timothy Beach Resort
3 out of 5
Frigate Bay, Basseterre, St. Kitts
Stay at this 3-star beach hotel in Basseterre. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (473 reviews)
"Great place"

Reviewed on May 30, 2025

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Timothy Beach Resort
Bird Rock Beach Hotel
Bird Rock Beach Hotel
3.5 out of 5
South Pelican Drive, P.O. Box 227, Basseterre, St. Kitts
Stay at this 3.5-star beach hotel in Basseterre. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Frigate Bay Beach and Frigate Bay are ...
6.4/10 (308 reviews)
"Beautiful"

Reviewed on May 30, 2025

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Bird Rock Beach Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Basseterre

St Kitts Marriott Beach Resort, Casino & Spa
St Kitts Marriott Beach Resort, Casino & Spa
4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
Stay at this 4.5-star luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,001 reviews)

Families like: Outdoor pools, babysitting, on the beach, cribs

Travelers say...
"The property is beautiful and filled with things to do. Several large pools, 3 different restaurants, plus outdoor dining. We had a wonderful time here. We especially enjoyed the balcony, which was surprisingly private."

Reviewed on Jun 6, 2025

Get rates
St Kitts Marriott Beach Resort, Casino & Spa
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
Basseterre
Book a stay at this business-friendly vacation home in Basseterre. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. ...
9.8/10 Exceptional! (77 reviews)
Great Stay
"We enjoyed everything about our stay. The views were absolutely amazing."

Reviewed on Mar 17, 2025

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Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
Sugar Bay Club Suites & Hotel
Sugar Bay Club Suites & Hotel
3 out of 5
Basseterre, Frigate Bay, Basseterre, St. Kitts
Stay at this 3-star beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (413 reviews)

Families like: Outdoor pools, babysitting, close to beach, bicycle rentals

Travelers say...
"Excellent location! Nice pools. Good price for the area. Stayed in 2 bedroom villa and it was very nice! Some maintenance is needed on the property but overall it is a nice, budget friendly property that I would return to again."

Reviewed on Jun 3, 2025

Get rates
Sugar Bay Club Suites & Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
SKB Address & GPS
Address:
Saint Kitts ,
St. Kitts and Nevis
IATA Code:
SKB
Longitude:
-62.71397
Latitude:
17.310843
Time Zone:
America/St_Kitts

Frequently asked questions

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Robert L. Bradshaw Intl. Airport?
With no direct flights operating on the route from O’Hare Intl. Airport (ORD) to SKB, your best option is to book with an airline that offers only one stopover. Accumulate those air miles with American Airlines, United Airlines or Delta Air Lines.
What is the shortest flight from O'Hare Intl. Airport (ORD) to Robert L. Bradshaw Intl. Airport?
Flying from O’Hare Intl. Airport (ORD) to SKB will take a minimum of 6 hours and 19 minutes. Enjoy a beverage and get stuck into that book — this is the perfect opportunity to relax.
How many hours flight from O'Hare Airport to Robert L. Bradshaw Intl. Airport?
From ORD to SKB, you’ll be in your plane seat for about 6 hours and 24 minutes. Settle back, order a glass of wine and take out your noise-canceling earphones. It’s time to binge-watch your favorite TV shows.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Robert L. Bradshaw Intl. Airport (SKB)?
At the moment, you won’t find any direct flights from Chicago to Basseterre. However, you will find flights with one or more stops. Look on the bright side — use the break to stretch your legs or do a little souvenir shopping!

Map To Nearby Hotels