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Charlestown

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Charlestown Flights as Low as $392

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sunrise Airways
Thu, Dec 17 - Sun, Jan 3
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$392 Roundtrip, found 1 day ago
$392
Roundtrip
found 1 day ago
Select Sunrise Airways flight, departing Thu, Dec 17 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 3, priced at $392 found 1 day ago
Windward Island Airways International
Fri, Jan 1 - Sat, Jan 16
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$393 Roundtrip, just found
$393
Roundtrip
just found
Select Windward Island Airways International flight, departing Fri, Jan 1 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Sat, Jan 16, priced at $393 just found
Sunrise Airways
Sun, Dec 20 - Tue, Jan 5
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select Sunrise Airways flight, departing Sun, Dec 20 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Tue, Jan 5, priced at $397 found 1 day ago
Sunrise Airways
Fri, Jan 1 - Sat, Jan 16
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select Sunrise Airways flight, departing Fri, Jan 1 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Sat, Jan 16, priced at $399 found 1 day ago
Sunrise Airways
Fri, Jan 1 - Wed, Jan 20
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select Sunrise Airways flight, departing Fri, Jan 1 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Wed, Jan 20, priced at $404 found 1 day ago
American Airlines
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$448 Roundtrip, found 2 hours ago
$448
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $448 found 2 hours ago
Delta
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$526 Roundtrip, found 2 hours ago
$526
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $526 found 2 hours ago
American Airlines
Sun, Feb 7 - Fri, Feb 12
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$528 Roundtrip, found 4 hours ago
$528
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 7 from Logan Intl. to Robert L. Bradshaw Intl., returning Fri, Feb 12, priced at $528 found 4 hours ago
Liat Air
Sat, Dec 19 - Sun, Jan 3
SXM
Princess Juliana Intl.
SKB
Robert L. Bradshaw Intl.
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select Liat Air flight, departing Sat, Dec 19 from Princess Juliana Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 3, priced at $564 found 1 day ago
JetBlue Airways
Sun, Oct 25 - Thu, Oct 29
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$626 Roundtrip, found 2 days ago
$626
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Oct 25 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Thu, Oct 29, priced at $626 found 2 days ago
American Airlines
Fri, Oct 30 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
SKB
Robert L. Bradshaw Intl.
$684 Roundtrip, found 16 hours ago
$684
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Robert L. Bradshaw Intl., returning Sat, Nov 7, priced at $684 found 16 hours ago
Air Canada
Fri, Dec 4 - Sat, Dec 19
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$749 Roundtrip, found 1 day ago
$749
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Dec 4 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Sat, Dec 19, priced at $749 found 1 day ago
JetBlue Airways
Thu, Oct 22 - Thu, Oct 29
JFK
John F. Kennedy Intl.
NEV
Vance W. Amory Intl.
$759 Roundtrip, found 2 days ago
$759
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Oct 22 from John F. Kennedy Intl. to Vance W. Amory Intl., returning Thu, Oct 29, priced at $759 found 2 days ago
American Airlines
Fri, Jan 22 - Mon, Jan 25
AUS
Austin-Bergstrom Intl.
SKB
Robert L. Bradshaw Intl.
$812 Roundtrip, found 11 hours ago
$812
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Fri, Jan 22 from Austin-Bergstrom Intl. to Robert L. Bradshaw Intl., returning Mon, Jan 25, priced at $812 found 11 hours ago
United
Fri, Jan 29 - Sat, Feb 13
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$878 Roundtrip, found 1 day ago
$878
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jan 29 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Sat, Feb 13, priced at $878 found 1 day ago
American Airlines
Tue, Dec 22 - Thu, Jan 7
DCA
Ronald Reagan Washington National
SKB
Robert L. Bradshaw Intl.
$1,067 Roundtrip, found 20 hours ago
$1,067
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Ronald Reagan Washington National to Robert L. Bradshaw Intl., returning Thu, Jan 7, priced at $1,067 found 20 hours ago

Cheap Flights to Charlestown

Fall in love at first flight with your vacation to Charlestown by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Charlestown on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Charlestown, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Charlestown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Charlestown with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SKB airport.

What is the cheapest month to fly to Charlestown?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Charlestown are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Charlestown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Charlestown.

What airport is best to fly into Charlestown?

When you’re planning your trip to Charlestown, convenience is the name of the game. Luckily, Charlestown Vance W. Amory Intl. Airport is nearby so you can deplane and get going on checking off everything on your Charlestown must-do list.

How much are flights to Charlestown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Charlestown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $392, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Charlestown?

The trick to saving a stack of cash on your flight to Charlestown? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $392 right now, why wait?

Charlestown Flight Information
Destination airport
Robert L. Bradshaw Intl.
Destination airport IATA code
SKB
Roundtrip price
$392

Last Minute Hotel Deals in Charlestown

Montpelier Nevis

Montpelier Nevis

4 out of 5
Montpelier Estate Charlestown Nevis
Book a stay at this beach hotel in Charlestown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (176 reviews)
"Excelente hotel en las montañas de Nevis. Personal amable y dado a servir. El mejor café en la mañana en todo Nevis."

Reviewed on Oct 16, 2026

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Montpelier Nevis
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Gingerland Charlestown Nevis
Book a stay at this business-friendly guesthouse in Charlestown. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Market Place and ...
9.6/10 Exceptional! (58 reviews)
"Superb location. Staff could not be more helpful and Friendly. Amazing wildlife in and around the property. Would definitely return. Only small criticism is it was a little pricey in the restaurant."

Reviewed on Oct 2, 2026

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Hermitage Nevis
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
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 ...
Get rates
St Kitts Marriott Beach Resort, Casino & Spa
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Pinney's Beach, Jessups Village Nevis West
Book a stay at this luxury resort in Jessups Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Golf Course and Nevisian ...
9.4/10 Exceptional! (154 reviews)
"INFESTED. THIS HOTEL IS NOT A 4 SEASONS RESORT. This hotel is infested, dirty, and falling apart. Every surface in the rooms is stained with nasty, large red/brown/yellow splotches to the point that I did not want to sit down on any of the furniture, let alone sleep in the bed. Most of the items/hard ..."

Reviewed on Oct 11, 2026

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Four Seasons Resort - Nevis
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
406 Zenway Blvd Basseterre St. Kitts
Book a stay at this golf hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (646 reviews)
"Excelente Hotel. El staff muy amable. El check in rápido. La habitación impecable y limpia."

Reviewed on Oct 13, 2026

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Royal St. Kitts 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
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! (573 reviews)
"My experience at Koi was not quite what I expected. The rooms are modern, and most of the staff I encountered were friendly and helpful. Unfortunately, there were several issues during my stay. Immediately after checking in, I had to change rooms because of an obvious maintenance issue. Given the ..."

Reviewed on Oct 7, 2026

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Koi Resort Saint Kitts, Curio Collection by Hilton
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Basseterre Basseterre St. Kitts
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! (480 reviews)
"Great place no frills 2 small pools you are in walking distance to everything you need"

Reviewed on Sep 28, 2026

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Sugar Bay Club Suites & Hotel
Seaview Garden Hotel & Residences

Seaview Garden Hotel & Residences

3 out of 5
Unnamed Road Basseterre Trinity Palmetto Point Parish
Stay at this hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions The War Memorial and National Museum are located ...
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Seaview Garden Hotel & Residences
See all 414 properties in Charlestown
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.