$119 Find Cheap Flights to Charlestown

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Charlestown departing on 2/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$119
JetBlue
Wed 2/11Sun 2/15
BOS - LEB • Non-stop
Cheapest one-way
$60
Typical prices: $76-$89
JetBlue
Sun 2/8
BOS - LEB • Non-stop
Top routes
BOS
-
LEB
Cheapest
HPN
-
LEB
Most popular
Insights
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We hope you love your trip to Charlestown!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Charlestown

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Charlestown that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Charlestown

Wed, Feb 11 - Sun, Feb 15
JetBlue Logo
8:48 am - 9:53 am
BOS
-
LEB
1h 05mnonstop
JetBlue Logo
7:00 am - 8:10 am
LEB
-
BOS
1h 10mnonstop
$119JetBlue
Wed, Feb 11 - Sun, Feb 15
Cape Air Logo
2:24 pm - 3:29 pm
BOS
-
LEB
1h 05mnonstop
Cape Air Logo
2:09 pm - 3:18 pm
LEB
-
BOS
1h 09mnonstop
$136Cape Air
Tue, Mar 3 - Mon, Mar 9
Cape Air Logo
5:16 pm - 6:51 pm
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
7:22 am - 8:52 am
LEB
-
HPN
1h 30mnonstop
$184Cape Air
Sat, Feb 14 - Wed, Feb 18
Cape Air Logo
5:16 pm - 6:51 pm
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
3:15 pm - 4:46 pm
LEB
-
HPN
1h 31mnonstop
$185Cape Air
Sat, Feb 14 - Wed, Feb 18
Cape Air Logo
5:16 pm - 6:51 pm
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
3:15 pm - 4:46 pm
LEB
-
HPN
1h 31mnonstop
$186Cape Air
Wed, Feb 11 - Sun, Feb 15
JetBlue Logo
5:16 pm - 6:51 pm
HPN
-
LEB
1h 35mnonstop
JetBlue Logo
3:15 pm - 4:46 pm
LEB
-
HPN
1h 31mnonstop
$194JetBlue
Mon, Apr 20 - Wed, Apr 22
Cape Air Logo
9:23 am - 10:58 am
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
3:15 pm - 4:46 pm
LEB
-
HPN
1h 31mnonstop
$206Cape Air
Tue, May 5 - Wed, May 13
Cape Air Logo
5:16 pm - 6:51 pm
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
3:15 pm - 4:46 pm
LEB
-
HPN
1h 31mnonstop
$220Cape Air
Sat, Feb 14 - Wed, Feb 18
Multiple Airlines Logo
8:39 am - 3:29 pm
MCO
-
LEB
6h 50m
1 stop
Multiple Airlines Logo
10:48 am - 7:50 pm
LEB
-
MCO
9h 02m
1 stop
$239Multiple Airlines
Mon, Mar 16 - Mon, Mar 23
Multiple Airlines Logo
10:30 pm - 1:44 pm
JFK
-
LEB
15h 14m
1 stop
Multiple Airlines Logo
4:00 pm - 7:23 pm
LEB
-
JFK
3h 23m
1 stop
$273Multiple Airlines
Useful Info

Good to know - Book Cheap Charlestown Plane Tickets

Low seasonDecember
Cheapest flight$60
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Boston to Lebanon

FAQs - booking Charlestown flights

  • How long is the flight to Charlestown?

    Flights from White Plains1h 32m
    Flights from Boston1h 07m

  • What is the cheapest flight to Lebanon?

    In the last 3 days, the cheapest flight deal to Lebanon was found on the route from Boston, at $119 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $184 in the last 3 days.

  • How to fly to Charlestown?

    You cannot fly directly to Charlestown. KAYAK recommends you fly to Lebanon Municipal (LEB) (27.56 miles from Charlestown). From there you can rent a car or get a taxi.

  • What airports are near Charlestown?

    The closest airport is Lebanon Municipal (LEB) (27.56 mi). Other nearby airports are Rutland (RUT) (32.9 mi), Manchester (MHT) (54.25 mi), Worcester (ORH) (72.6 mi) or Albany Intl (ALB) (77.43 mi). KAYAK recommends you fly to Lebanon Municipal.

  • How far is Lebanon Municipal Airport from central Lebanon?

    The city center of Lebanon is 3 miles from Lebanon Municipal Airport.

  • What is the name of Lebanon’s airport?

    Lebanon is served by Lebanon Municipal Airport, also commonly referred to as Lebanon Municipal or Lebanon Rgnl. The airport code is LEB.

  • How does KAYAK find such low prices on flights to Charlestown?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Charlestown.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Charlestown?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charlestown is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Charlestown?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Charlestown with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Charlestown?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Charlestown up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Charlestown

  • There is no major airport in Charlestown. It is instead served by Lebanon Municipal Airport.
  • Looking for cheap airfare to Charlestown? 25% of our users found round-trip tickets to Charlestown for the following prices or less: From Boston $65
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Charlestown flight deals.

Reviews of the top airline flying to Charlestown

 
Need help choosing which airline to fly with from the United States to Charlestown? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 36 reviews
8.7Comfort
9.0Entertainment
9.1Boarding
8.8Food
9.5Crew
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Everything you need to know for your flight to Charlestown