$60 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 12/24. 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
$136
Cape Air
Thu 1/1Sun 1/4
BOS - LEB • Non-stop
Cheapest one-way
$60
Cape Air
Wed 12/24
BOS - LEB • Non-stop
Top routes
BOS-LEB
Cheapest
HPN-LEB
Most popular
Insights
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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

Thu, Jan 1 - Sun, Jan 4
Cape Air Logo
8:48 am - 9:53 am
BOS
-
LEB
1h 05mnonstop
Cape Air Logo
2:09 pm - 3:18 pm
LEB
-
BOS
1h 09mnonstop
$136Cape Air
Thu, Jan 1 - Sun, Jan 4
Cape Air Logo
12:39 pm - 1:44 pm
BOS
-
LEB
1h 05mnonstop
Cape Air Logo
2:09 pm - 3:18 pm
LEB
-
BOS
1h 09mnonstop
$155Cape Air
Thu, Jan 1 - Mon, Jan 5
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
$195Cape Air
Thu, Jan 1 - Mon, Jan 5
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
$220Cape Air
Tue, Dec 23 - Sat, Dec 27
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
$251Cape Air
Wed, Dec 24 - Sun, Dec 28
Cape Air Logo
9:23 am - 10:58 am
HPN
-
LEB
1h 35mnonstop
Cape Air Logo
7:22 am - 8:52 am
LEB
-
HPN
1h 30mnonstop
$280Cape Air
Tue, Dec 23 - Sat, Dec 27
JetBlue Logo
6:30 am - 1:44 pm
JFK
-
LEB
7h 14m1 stop
JetBlue Logo
2:09 pm - 9:29 pm
LEB
-
JFK
7h 20m1 stop
$284JetBlue
Tue, Feb 3 - Sat, Feb 7
JetBlue Logo
6:45 am - 1:44 pm
JFK
-
LEB
6h 59m1 stop
JetBlue Logo
4:00 pm - 9:33 pm
LEB
-
JFK
5h 33m1 stop
$314JetBlue
Mon, Jan 5 - Mon, Jan 12
Multiple Airlines Logo
6:30 am - 9:53 am
JFK
-
LEB
3h 23m1 stop
Multiple Airlines Logo
10:48 am - 6:29 pm
LEB
-
JFK
7h 41m1 stop
$320Multiple Airlines
Sat, Feb 7 - Tue, Feb 10
JetBlue Logo
8:40 am - 3:29 pm
PHL
-
LEB
6h 49m1 stop
JetBlue Logo
10:48 am - 6:23 pm
LEB
-
PHL
7h 35m1 stop
$334JetBlue
Useful Info

Good to know - Book Cheap Charlestown Plane Tickets

Cheapest flight$60
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 $136 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $195 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 $95
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Charlestown flight deals.

Reviews of the top airlines 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.
9.4
Cape AirOverall score based on 37 reviews
9.1Boarding
9.0Entertainment
8.8Comfort
9.5Crew
8.9Food
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.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

Everything you need to know for your flight to Charlestown

Complete your trip to Charlestown with a hotel stay or car rental