$151 Find Cheap Flights to Woodstock

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Woodstock departing on 12/26. 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
$334
JetBlue
Tue 12/2Thu 12/4
JFK - LEB • 1 stop
Cheapest one-way
$151
Multiple Airlines
Fri 12/26
MCO - LEB • 1 stop
Top routes
MCO-LEB
Cheapest
HPN-LEB
Most popular
Insights
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We hope you love your trip to Woodstock!
Flight Deals
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Flight Deals

Cheap Flights to Woodstock

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Woodstock 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 Woodstock

Tue, Dec 2 - Thu, Dec 4
JetBlue Logo
6:30 am - 9:53 amJFK-LEB
3h 23m1 stop
JetBlue Logo
4:00 pm - 9:14 pmLEB-JFK
5h 14m1 stop
$334JetBlue
Find Deal
Thu, Jan 22 - Sun, Jan 25
JetBlue Logo
1:00 pm - 6:45 pmTPA-LEB
5h 45m1 stop
JetBlue Logo
4:00 pm - 11:05 pmLEB-TPA
7h 05m1 stop
$334JetBlue
Find Deal
Wed, Feb 25 - Sun, Mar 1
JetBlue Logo
9:00 am - 1:44 pmJFK-LEB
4h 44m1 stop
JetBlue Logo
10:48 am - 3:34 pmLEB-JFK
4h 46m1 stop
$352JetBlue
Find Deal
Fri, Jan 16 - Mon, Jan 19
JetBlue Logo
10:00 am - 3:29 pmDCA-LEB
5h 29m1 stop
JetBlue Logo
7:00 am - 11:18 amLEB-DCA
4h 18m1 stop
$354JetBlue
Find Deal
Wed, Dec 31 - Sat, Jan 3
JetBlue Logo
9:10 am - 3:29 pmDCA-LEB
6h 19m1 stop
JetBlue Logo
4:00 pm - 9:10 pmLEB-DCA
5h 10m1 stop
$369JetBlue
Find Deal
Thu, Nov 27 - Mon, Dec 1
Multiple Airlines Logo
8:19 am - 9:53 amMCO-LEB
25h 34m2 stops
Multiple Airlines Logo
7:08 am - 9:06 pmLEB-MCO
13h 58m1 stop
$375Multiple Airlines
Find Deal
Tue, Dec 2 - Thu, Dec 4
Cape Air Logo
11:55 am - 6:45 pmJFK-LEB
30h 50m2 stops
Cape Air Logo
4:00 pm - 11:00 amLEB-JFK
19h 00m2 stops
$1,150Cape Air
Find Deal
Fri, Nov 28 - Sun, Nov 30
Cape Air Logo
11:55 am - 9:53 amJFK-LEB
21h 58m2 stops
Cape Air Logo
2:09 pm - 11:00 amLEB-JFK
44h 51m2 stops
$1,230Cape Air
Find Deal
Thu, Dec 11 - Thu, Dec 18
Cape Air Logo
12:10 pm - 6:45 pmJFK-LEB
30h 35m2 stops
Cape Air Logo
2:09 pm - 11:00 amLEB-JFK
44h 51m2 stops
$1,250Cape Air
Find Deal
Wed, Nov 26 - Sun, Nov 30
Cape Air Logo
11:55 am - 9:53 amJFK-LEB
45h 58m2 stops
Cape Air Logo
2:09 pm - 11:00 amLEB-JFK
44h 51m2 stops
$1,260Cape Air
Find Deal
Useful Info

Good to know - Book Cheap Woodstock Plane Tickets

Low seasonFebruary
Cheapest flight$151
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Orlando to Lebanon

FAQs - booking Woodstock flights

  • How long is the flight to Woodstock?

    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 Orlando, at $334 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $220 in the last 3 days.

  • How to fly to Woodstock?

    You cannot fly directly to Woodstock. KAYAK recommends you fly to Lebanon Municipal (LEB) (10.48 miles from Woodstock). From there you can rent a car or get a taxi.

  • What airports are near Woodstock?

    The closest airport is Lebanon Municipal (LEB) (10.48 mi). Other nearby airports are Rutland (RUT) (22.41 mi), Morristown Morrisville-Stowe (MVL) (63.24 mi), Burlington (BTV) (66.41 mi) or Manchester (MHT) (72.58 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 Woodstock?

    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 Woodstock.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Woodstock 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 Woodstock?

    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 Woodstock 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 Woodstock?

    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 Woodstock 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 Woodstock

  • There is no major airport in Woodstock. It is instead served by Lebanon Municipal Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Woodstock flight deals.

Reviews of the top airlines flying to Woodstock

 
Need help choosing which airline to fly with from the United States to Woodstock? 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 39 reviews
8.9Food
9.2Boarding
8.8Comfort
9.5Crew
9.1Entertainment
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 2025CPX - 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 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

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

Everything you need to know for your flight to Woodstock