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 $655

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

American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$655 Roundtrip, found 7 hours ago
$655
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $655 found 7 hours ago
American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$662 Roundtrip, found 7 hours ago
$662
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $662 found 7 hours ago
American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$662 Roundtrip, found 7 hours ago
$662
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $662 found 7 hours ago
American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$670 Roundtrip, found 7 hours ago
$670
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $670 found 7 hours ago
American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$722 Roundtrip, found 7 hours ago
$722
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $722 found 7 hours ago
JetBlue Airways
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$727 Roundtrip, found 7 hours ago
$727
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $727 found 7 hours ago
American Airlines
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$737 Roundtrip, found 7 hours ago
$737
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $737 found 7 hours ago
JetBlue Airways
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$738 Roundtrip, found 7 hours ago
$738
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $738 found 7 hours ago
JetBlue Airways
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$753 Roundtrip, found 7 hours ago
$753
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $753 found 7 hours ago
JetBlue Airways
Wed, Nov 6 - Mon, Nov 11
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$776 Roundtrip, found 4 days ago
$776
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Nov 6 from Orlando Intl. to Robert L. Bradshaw Intl., returning Mon, Nov 11, priced at $776 found 4 days ago
JetBlue Airways
Sun, Nov 10 - Tue, Nov 12
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$779 Roundtrip, found 4 days ago
$779
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Nov 10 from Orlando Intl. to Robert L. Bradshaw Intl., returning Tue, Nov 12, priced at $779 found 4 days ago
JetBlue Airways
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$783 Roundtrip, found 7 hours ago
$783
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $783 found 7 hours ago
JetBlue Airways
Sat, Nov 9 - Mon, Nov 11
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$785 Roundtrip, found 4 days ago
$785
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Nov 9 from Orlando Intl. to Robert L. Bradshaw Intl., returning Mon, Nov 11, priced at $785 found 4 days ago
JetBlue Airways
Wed, Nov 6 - Tue, Nov 12
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$800 Roundtrip, found 4 days ago
$800
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Nov 6 from Orlando Intl. to Robert L. Bradshaw Intl., returning Tue, Nov 12, priced at $800 found 4 days ago
JetBlue Airways
Fri, Nov 8 - Tue, Nov 12
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$806 Roundtrip, found 4 days ago
$806
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Nov 8 from Orlando Intl. to Robert L. Bradshaw Intl., returning Tue, Nov 12, priced at $806 found 4 days ago
United
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SKB
Robert L. Bradshaw Intl.
$5,241 Roundtrip, found 7 hours ago
$5,241
Roundtrip
found 7 hours ago
Select United flight, departing Thu, Jan 16 from Orlando Intl. to Robert L. Bradshaw Intl., returning Sun, Jan 19, priced at $5,241 found 7 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 January, 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 $655, 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 $655 right now, why wait?

Charlestown Flight Information
Destination airport
Robert L. Bradshaw Intl.
Destination airport IATA code
SKB
Roundtrip price
$654

Last Minute Hotel Deals in Charlestown

Montpelier Plantation & Beach
Montpelier Plantation & Beach
4 out of 5
Montpelier Estate, P.O Box 474, Charlestown, Nevis
The price is $283 per night from Nov 8 to Nov 9
$283
includes taxes & fees
Nov 8 - Nov 9
Stay at this 4-star beach hotel in Charlestown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (141 reviews)
"The property is beautiful, the flowers in the gardens, the lizards, the hummingbirds, the nightime frog serenade were all amazing. The rooms were very comfortable and the food was excellent. The staff are the best thing about the place - charming, friendly and helpful. We dined in the old sugar kiln ..."

Reviewed on Nov 2, 2024

Montpelier Plantation & Beach
The Hermitage
The Hermitage
3.5 out of 5
Gingerland, Charlestown, Nevis
The price is $224 per night from Nov 7 to Nov 8
$224
includes taxes & fees
Nov 7 - Nov 8
Stay at this guesthouse in Charlestown. Enjoy free WiFi, free parking, and room service. Popular attractions Market Place and Eva Wilkin Gallery are located ...
9.4/10 Exceptional! (29 reviews)
truly fantastic hotel
"Exceptionally friendly staff, great food and drinks, and a beautiful property. Would highly recommend"

Reviewed on Jun 2, 2024

The Hermitage
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
The price is $165 per night from Nov 20 to Nov 21
$165
includes taxes & fees
Nov 20 - Nov 21
Stay at this 4-star spa hotel in Basseterre. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (219 reviews)
"Beautiful property, quiet, clean. You definitely need a rental car though"

Reviewed on Nov 2, 2024

Koi Resort Saint Kitts, Curio Collection by Hilton
St. Kitts Marriott Resort & The Royal Beach Casino
St. Kitts Marriott Resort & The Royal Beach Casino
4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
The price is $258 per night from Nov 10 to Nov 11
$258
includes taxes & fees
Nov 10 - Nov 11
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)
"I had a third floor room right on the beach. The view was wonderful. No elevators, so I walked up 4 floors all week to get to the room. Water leaked in the patio door which was never addressed. Last night, I think my Tv blew a fuse. Lights went out. Overall, the hotel was probably a 3.5 stars, not ..."

Reviewed on Nov 2, 2024

St. Kitts Marriott Resort & The Royal Beach Casino
Royal St. Kitts Hotel
Royal St. Kitts Hotel
4 out of 5
406 Zenway Blvd, Frigate Bay, Basseterre, St. Kitts
The price is $254 per night from Dec 5 to Dec 6
$254
includes taxes & fees
Dec 5 - Dec 6
Stay at this 4-star golf hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (400 reviews)
"Immaculate grounds clean rooms, and friendly staff."

Reviewed on Sep 22, 2024

Royal St. Kitts Hotel
Park Hyatt St. Kitts
Park Hyatt St. Kitts
5 out of 5
Banana Bay, South East Peninsula, Parish of St. George, Basseterre
The price is $776 per night from Nov 18 to Nov 19
$776
includes taxes & fees
Nov 18 - Nov 19
Stay at this 5-star luxury hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (159 reviews)
"We loved the property and their staff! Everyone was extremely friendly and helpful 🙏"

Reviewed on Oct 18, 2024

Park Hyatt St. Kitts
Four Seasons Resort - Nevis
Four Seasons Resort - Nevis
5 out of 5
Pinney's Beach,, Jessups Village, Nevis West
The price is $994 per night from Nov 17 to Nov 18
$994
includes taxes & fees
Nov 17 - Nov 18
Book a stay at this beach 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! (118 reviews)
Excellent
"Excellent."

Reviewed on Oct 29, 2024

Four Seasons Resort - Nevis
The Hamilton Beach Villas & Spa
The Hamilton Beach Villas & Spa
4 out of 5
Main Road, Cotton Ground, Saint Thomas Lowland
The price is $336 per night from Nov 7 to Nov 8
$336
includes taxes & fees
Nov 7 - Nov 8
Stay at this 4-star beach hotel in Cotton Ground. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (79 reviews)
"The amenities in the room was excellent. I arrived around mid-day well before the 3:00pm check in time and longed to take a rest after a long day. The reception Staff, Tamika, was gracious. She said the room was ready and she was prepared to checked us in which she did. This was a great relief and ..."

Reviewed on Oct 4, 2024

The Hamilton Beach Villas & Spa
See all 317 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.