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 $357

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

American Airlines
Mon, Oct 5 - Mon, Oct 19
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$357 Roundtrip, just found
$357
Roundtrip
just found
Select American Airlines flight, departing Mon, Oct 5 from LaGuardia to Robert L. Bradshaw Intl., returning Mon, Oct 19, priced at $357 just found
American Airlines
Sun, Oct 18 - Sat, Oct 24
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$357 Roundtrip, found 13 hours ago
$357
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sun, Oct 18 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Oct 24, priced at $357 found 13 hours ago
American Airlines
Fri, Oct 16 - Wed, Oct 21
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$362 Roundtrip, found 13 hours ago
$362
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Oct 16 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Wed, Oct 21, priced at $362 found 13 hours ago
American Airlines
Sun, Oct 18 - Sat, Oct 24
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$366 Roundtrip, found 13 hours ago
$366
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sun, Oct 18 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Sat, Oct 24, priced at $366 found 13 hours ago
American Airlines
Fri, Oct 16 - Wed, Oct 21
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$371 Roundtrip, found 13 hours ago
$371
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Oct 16 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Wed, Oct 21, priced at $371 found 13 hours ago
American Airlines
Mon, Oct 5 - Mon, Oct 19
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$375 Roundtrip, just found
$375
Roundtrip
just found
Select American Airlines flight, departing Mon, Oct 5 from LaGuardia to Robert L. Bradshaw Intl., returning Mon, Oct 19, priced at $375 just found
JetBlue Airways
Thu, Sep 24 - Sun, Oct 11
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 24 from Logan Intl. to Robert L. Bradshaw Intl., returning Sun, Oct 11, priced at $475 found 1 day ago
American Airlines
Mon, Jan 25 - Fri, Feb 5
BWI
Baltimore Washington Intl. Thurgood Marshall
SKB
Robert L. Bradshaw Intl.
$475 Roundtrip, found 13 hours ago
$475
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Mon, Jan 25 from Baltimore Washington Intl. Thurgood Marshall to Robert L. Bradshaw Intl., returning Fri, Feb 5, priced at $475 found 13 hours ago
Delta
Sat, Jan 30 - Sat, Feb 13
BWI
Baltimore Washington Intl. Thurgood Marshall
SKB
Robert L. Bradshaw Intl.
$573 Roundtrip, found 13 hours ago
$573
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Jan 30 from Baltimore Washington Intl. Thurgood Marshall to Robert L. Bradshaw Intl., returning Sat, Feb 13, priced at $573 found 13 hours ago
JetBlue Airways
Sat, Sep 5 - Thu, Sep 10
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$583 Roundtrip, found 5 days ago
$583
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Thu, Sep 10, priced at $583 found 5 days ago
American Airlines
Thu, Dec 17 - Wed, Dec 30
BUF
Buffalo Niagara Intl.
SKB
Robert L. Bradshaw Intl.
$643 Roundtrip, found 13 hours ago
$643
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Thu, Dec 17 from Buffalo Niagara Intl. to Robert L. Bradshaw Intl., returning Wed, Dec 30, priced at $643 found 13 hours ago
Air Canada
Sun, Jan 3 - Thu, Jan 21
ORD
O'Hare Intl.
SKB
Robert L. Bradshaw Intl.
$677 Roundtrip, found 2 days ago
$677
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Jan 3 from O'Hare Intl. to Robert L. Bradshaw Intl., returning Thu, Jan 21, priced at $677 found 2 days ago
JetBlue Airways
Tue, Sep 1 - Sun, Sep 6
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$699 Roundtrip, found 19 hours ago
$699
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Tue, Sep 1 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sun, Sep 6, priced at $699 found 19 hours ago
American Airlines
Sat, Aug 22 - Sat, Aug 29
TPA
Tampa Intl.
SKB
Robert L. Bradshaw Intl.
$957 Roundtrip, found 13 hours ago
$957
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sat, Aug 22 from Tampa Intl. to Robert L. Bradshaw Intl., returning Sat, Aug 29, priced at $957 found 13 hours ago
American Airlines
Thu, Sep 3 - Mon, Sep 7
IAD
Washington Dulles Intl.
SKB
Robert L. Bradshaw Intl.
$1,256 Roundtrip, found 1 day ago
$1,256
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Washington Dulles Intl. to Robert L. Bradshaw Intl., returning Mon, Sep 7, priced at $1,256 found 1 day ago
United
Sat, Aug 22 - Sat, Aug 29
TPA
Tampa Intl.
SKB
Robert L. Bradshaw Intl.
$1,431 Roundtrip, found 13 hours ago
$1,431
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Aug 22 from Tampa Intl. to Robert L. Bradshaw Intl., returning Sat, Aug 29, priced at $1,431 found 13 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 October, 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 $357, 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 $357 right now, why wait?

Charlestown Flight Information
Destination airport
Robert L. Bradshaw Intl.
Destination airport IATA code
SKB
Roundtrip price
$357

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 ...
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! (56 reviews)
"Loved the remoteness of the property. Quaint bungalows scattered about. The food was splendid and the service was warm and attentive. Monkeys and donkeys visit from time to time."

Reviewed on Aug 12, 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 ...
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! (151 reviews)
"The staff at the Four Seasons were amazing including the bellman, the housekeeper, the breakfast wait staff, the guest services manager and food & beverage manager, the golf pro shop staff, the staff at the lunch spot by the pool and the front desk staff. The Soa was excellent. Birthday celebrations ..."

Reviewed on Aug 16, 2026

Get rates
Four Seasons Resort - Nevis
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! (551 reviews)
"Enjoyed the stay.. front desk staffs kimberly,stephanie and keaanu were amazing..restaurant staff were so helpful. They made us felt like home.."

Reviewed on Aug 11, 2026

Get rates
Koi Resort Saint Kitts, Curio Collection by Hilton
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! (628 reviews)
"My recent stay at the Royal St. Kitts Hotel in Frigate Bay was an absolute dream from start to finish! If you are planning a trip to St. Kitts, this resort is an unmatched sanctuary of comfort, luxury, and authentic Caribbean hospitality. Why You Will Love It: Stunning Grounds: The property is a ..."

Reviewed on Aug 17, 2026

Get rates
Royal St. Kitts 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 ...
8.2/10 Very Good! (71 reviews)
"July 18-28, 2026 (10 nights prepaid non-refundable) Great location, great view IF you get the correct room you pay for. Rooms are very spacious; they just need to check rooms properly before guests arrive. > On arrival I was put in the WRONG room - not the view I paid for, and previous guest documents ..."

Reviewed on Aug 17, 2026

Get rates
Seaview Garden Hotel & Residences
Timothy Beach Resort

Timothy Beach Resort

3 out of 5
Frigate Bay Basseterre St. Kitts
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 ...
Get rates
Timothy Beach Resort
See all 399 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.