Search Cheap Flights to
Charlestown

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Charlestown Flights as Low as $391

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

American Airlines
Thu, Dec 31 - Sat, Jan 16
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$391 Roundtrip, found 1 day ago
$391
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 31 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Jan 16, priced at $391 found 1 day ago
United
Sat, Dec 5 - Sat, Dec 12
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$393 Roundtrip, found 3 hours ago
$393
Roundtrip
found 3 hours ago
Select United flight, departing Sat, Dec 5 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Dec 12, priced at $393 found 3 hours ago
American Airlines
Tue, Jan 19 - Fri, Feb 5
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$398 Roundtrip, found 2 hours ago
$398
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jan 19 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Feb 5, priced at $398 found 2 hours ago
American Airlines
Thu, Dec 31 - Sat, Jan 16
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 31 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Jan 16, priced at $399 found 1 day ago
American Airlines
Mon, Dec 7 - Fri, Dec 11
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$402 Roundtrip, found 1 day ago
$402
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 7 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Dec 11, priced at $402 found 1 day ago
American Airlines
Tue, Jan 19 - Fri, Feb 5
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$407 Roundtrip, found 2 hours ago
$407
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jan 19 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Feb 5, priced at $407 found 2 hours ago
American Airlines
Mon, Dec 7 - Fri, Dec 11
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$410 Roundtrip, found 1 day ago
$410
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 7 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Dec 11, priced at $410 found 1 day ago
American Airlines
Mon, Dec 7 - Fri, Dec 11
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 7 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Dec 11, priced at $411 found 1 day ago
American Airlines
Thu, Jan 21 - Fri, Feb 5
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$412 Roundtrip, found 1 day ago
$412
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jan 21 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Fri, Feb 5, priced at $412 found 1 day ago
American Airlines
Sat, Dec 5 - Sat, Dec 12
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$415 Roundtrip, found 3 hours ago
$415
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Dec 5 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Dec 12, priced at $415 found 3 hours ago
American Airlines
Sat, Jan 23 - Sat, Feb 6
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$417 Roundtrip, found 2 days ago
$417
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 23 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Feb 6, priced at $417 found 2 days ago
Delta
Sat, Jan 16 - Sat, Feb 6
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$478 Roundtrip, found 2 hours ago
$478
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Jan 16 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Feb 6, priced at $478 found 2 hours ago
Delta
Sat, Apr 17 - Sat, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
SKB
Robert L. Bradshaw Intl.
$599 Roundtrip, found 22 hours ago
$599
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Apr 17 from Hartsfield-Jackson Atlanta Intl. to Robert L. Bradshaw Intl., returning Sat, May 1, priced at $599 found 22 hours ago
Air Canada
Fri, Dec 4 - Sat, Dec 19
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$718 Roundtrip, found 1 day ago
$718
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Dec 4 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Dec 19, priced at $718 found 1 day ago
United
Thu, Apr 15 - Tue, May 4
ATL
Hartsfield-Jackson Atlanta Intl.
NEV
Vance W. Amory Intl.
$1,039 Roundtrip, found 2 days ago
$1,039
Roundtrip
found 2 days ago
Select United flight, departing Thu, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Vance W. Amory Intl., returning Tue, May 4, priced at $1,039 found 2 days ago
JetBlue Airways
Tue, Dec 22 - Sun, Jan 3
ATL
Hartsfield-Jackson Atlanta Intl.
SKB
Robert L. Bradshaw Intl.
$2,855 Roundtrip, found 18 hours ago
$2,855
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Dec 22 from Hartsfield-Jackson Atlanta Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 3, priced at $2,855 found 18 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 $391, 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 $391 right now, why wait?

Charlestown Flight Information
Destination airport
Robert L. Bradshaw Intl.
Destination airport IATA code
SKB
Roundtrip price
$391

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

Get rates
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! (59 reviews)
"Perfect for a hermit!"

Reviewed on Oct 24, 2026

Get rates
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 ...
8.6/10 Excellent! (1,001 reviews)
"A great vacation spot- i highly recommend it"

Reviewed on Nov 6, 2026

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! (155 reviews)
"great location and site"

Reviewed on Nov 6, 2026

Get rates
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! (649 reviews)
"There was nothing wrong with the hotel. It’s False advertising to call this a 4 star hotel (compared to US standards). It’s expensive for a basic hotel. Would consider an alternative place if looking for resort amenities. Staff was very nice."

Reviewed on Nov 2, 2026

Get rates
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! (577 reviews)
"La vista y amplitud de espacios fue excelente. Se respira una gran tranquilidad. Lo único que me puso triste es no poder caminar en la playa El personal extremadamente amable."

Reviewed on Nov 5, 2026

Get rates
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
Stay at this hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions The War Memorial and National Museum are located ...
Get rates
Seaview Garden Hotel & Residences
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 ...
Get rates
Sugar Bay Club Suites & Hotel
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.