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 $303 One Way, $637 Round Trip

Prices starting at $637 for return flights and $303 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.

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 Basseterre St. Kitts
$205 nightly
The price is $232 total per night from Jul 5 to Jul 6
$232 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,001 reviews)
"Large property, clean, friendly staff, 24hr pool. Food 8/10"

Reviewed on Jun 21, 2026

St Kitts Marriott Beach Resort, Casino & Spa
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
$143 nightly
The price is $159 total per night from Jul 1 to Jul 2
$159 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this 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! (531 reviews)
"I had an amazing stay at the KOI Hotel in St. Kitts! From the moment I arrived, the staff went above and beyond to make my experience memorable. A special thank you to Kenesha and Kimberly, who were incredibly friendly, welcoming, and helpful throughout my stay. They provided fantastic recommendations ..."

Reviewed on Jun 17, 2026

Koi Resort Saint Kitts, Curio Collection by Hilton
St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites

4 out of 5
Second Round About Frigate Bay Basseterre Basseterre
$141 nightly
The price is $158 total per night from Jul 1 to Jul 2
$158 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this spa apartment in Basseterre. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Royal St. Kitts Golf Club and Warner ...
St. Kitts Castle Premium Suites
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 Basseterre St. Kitts
$205 nightly
The price is $232 total per night from Jul 5 to Jul 6
$232 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,001 reviews)
"Large property, clean, friendly staff, 24hr pool. Food 8/10"

Reviewed on Jun 21, 2026

St Kitts Marriott Beach Resort, Casino & Spa
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
$143 nightly
The price is $159 total per night from Jul 1 to Jul 2
$159 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this 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! (531 reviews)
"I had an amazing stay at the KOI Hotel in St. Kitts! From the moment I arrived, the staff went above and beyond to make my experience memorable. A special thank you to Kenesha and Kimberly, who were incredibly friendly, welcoming, and helpful throughout my stay. They provided fantastic recommendations ..."

Reviewed on Jun 17, 2026

Koi Resort Saint Kitts, Curio Collection by Hilton
Seaview Garden Hotel & Residences

Seaview Garden Hotel & Residences

3 out of 5
Unnamed Road Basseterre Trinity Palmetto Point Parish
$67 nightly
The price is $76 total per night from Jun 22 to Jun 23
$76 total
Jun 22 - Jun 23
Total with taxes and fees
Stay at this hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions The War Memorial and National Museum are located ...
8.4/10 Very Good! (41 reviews)
"The staff are wonderful. It's the items that wasn't in the room that I didn't like. They gave us a shower mat for our room at check in time which should have already been in the room no iron or iron board not enough pots and pans for me to cook no wash cloth to shower with no paper towels or washing ..."

Reviewed on Jun 13, 2026

Seaview Garden Hotel & Residences
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 Basseterre
Book a stay at this luxury hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions The War Memorial and National Museum are ...
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 Basseterre St. Kitts
$130 nightly
The price is $147 total per night from Jun 28 to Jun 29
$147 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (470 reviews)
"Good location, lots of food options within walking distance, supermarket a few mins drive away, helpful staff, parking is a bit tight, sargassum has the beach in a bad state, the room and grounds was clean and for the price, its a good option."

Reviewed on Jun 16, 2026

Sugar Bay Club Suites & Hotel
Timothy Beach Resort

Timothy Beach Resort

3 out of 5
Frigate Bay Basseterre St. Kitts
$129 nightly
The price is $143 total per night from Jul 1 to Jul 2
$143 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this 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! (516 reviews)
"No real complaints all has been good"

Reviewed on Jun 21, 2026

Timothy Beach Resort
Bird Rock Beach Hotel

Bird Rock Beach Hotel

3.5 out of 5
South Pelican Drive Basseterre St. Kitts
$105 nightly
The price is $116 total per night from Jun 28 to Jun 29
$116 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this beach hotel in Basseterre. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Frigate Bay Beach and Frigate Bay are located ...
6.4/10 (331 reviews)
"The staff was great!!! Cean and nice environment. Room could do with heater, blowdryer and microwave to make the stay better."

Reviewed on Apr 25, 2026

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 Basseterre St. Kitts
$205 nightly
The price is $232 total per night from Jul 5 to Jul 6
$232 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,001 reviews)

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

Travelers say...
"Large property, clean, friendly staff, 24hr pool. Food 8/10"

Reviewed on Jun 21, 2026

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 Caribbean
Stay at this vacation home in Basseterre. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (124 reviews)
"Like many previous reviews articulated, this house’ view is tremendously good value and a lovely, quiet place to spend a holiday. We never got tired of watching the beautiful ocean so close by along with the backdrop of Nevis. Dinners outside were wonderful and the house is as listed: large, clean, ..."

Reviewed on Jun 18, 2026

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 Basseterre St. Kitts
$130 nightly
The price is $147 total per night from Jun 28 to Jun 29
$147 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this beach hotel in Basseterre. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (470 reviews)

Families like: Outdoor pools, babysitting, bicycle rentals, laundry

Travelers say...
"Good location, lots of food options within walking distance, supermarket a few mins drive away, helpful staff, parking is a bit tight, sargassum has the beach in a bad state, the room and grounds was clean and for the price, its a good option."

Reviewed on Jun 16, 2026

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 to SKB Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.