$90 Find Cheap Flights to Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Windsor departing on 6/10. 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.
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Flights Deals

Cheap Flights to Windsor

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

Tue, Jun 3 - Tue, Jun 10
Cape Air Logo
8:35 am - 9:31 amBOS-LEB
0h 56mnonstop
Cape Air Logo
11:16 am - 12:15 pmLEB-BOS
0h 59mnonstop
$178Cape Air
Find Deal
Tue, Jun 10 - Wed, Jun 11
Cape Air Logo
12:40 pm - 1:36 pmBOS-LEB
0h 56mnonstop
Cape Air Logo
7:05 am - 8:04 amLEB-BOS
0h 59mnonstop
$179Cape Air
Find Deal
Thu, May 22 - Mon, May 26
JetBlue Logo
3:20 pm - 4:16 pmBOS-LEB
0h 56mnonstop
JetBlue Logo
11:16 am - 12:15 pmLEB-BOS
0h 59mnonstop
$199JetBlue
Find Deal
Tue, Jun 3 - Tue, Jun 10
 Logo
9:55 pm - 7:06 pmEWR-LEB
21h 11m2 stops
 Logo
4:45 pm - 12:59 pmLEB-EWR
20h 14m2 stops
Wed, May 21 - Sun, May 25
 Logo
5:20 am - 1:36 pmTPA-LEB
32h 16m2 stops
 Logo
11:16 am - 9:05 pmLEB-TPA
33h 49m2 stops
Tue, Jun 3 - Tue, Jun 10
 Logo
9:55 pm - 7:06 pmEWR-LEB
21h 11m3 stops
 Logo
4:45 pm - 9:00 pmLEB-EWR
28h 15m2 stops
Wed, May 21 - Sun, May 25
JetBlue Logo
10:50 am - 4:16 pmORD-LEB
4h 26m1 stop
JetBlue Logo
11:16 am - 6:36 pmLEB-ORD
8h 20m1 stop
$407JetBlue
Find Deal
Fri, Aug 22 - Sun, Aug 24
JetBlue Logo
8:40 am - 2:58 pmORD-LEB
5h 18m1 stop
JetBlue Logo
10:43 am - 4:56 pmLEB-ORD
7h 13m1 stop
$441JetBlue
Find Deal
Mon, May 19 - Thu, May 22
Cape Air Logo
12:55 pm - 1:36 pmJFK-LEB
24h 41m2 stops
Cape Air Logo
1:00 pm - 12:25 pmLEB-JFK
23h 25m2 stops
$894Cape Air
Find Deal
Fri, Jun 6 - Sun, Jun 8
Cape Air Logo
12:55 pm - 7:06 pmJFK-LEB
30h 11m2 stops
Cape Air Logo
4:45 pm - 12:25 pmLEB-JFK
43h 40m2 stops
$965Cape Air
Find Deal
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Good to know - Book Cheap Windsor Plane Tickets

Low seasonFebruary
High seasonFebruary
Cheapest flight$90
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Boston to Lebanon

FAQs - booking Windsor flights

  • How long is the flight to Windsor?

    Flights from White Plains1h 33m
    Flights from Boston0h 57m
  • 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 $178 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $245 in the last 3 days.

  • How to fly to Windsor?

    You cannot fly directly to Windsor. KAYAK recommends you fly to Lebanon Municipal (LEB) (10.93 miles from Windsor). From there you can rent a car or get a taxi.

  • What airports are near Windsor?

    The closest airport is Lebanon Municipal (LEB) (10.93 mi). Other nearby airports are Rutland (RUT) (28.23 mi), Manchester (MHT) (61.14 mi), Morristown Morrisville-Stowe (MVL) (73.87 mi) or Burlington (BTV) (78.3 mi). KAYAK recommends you fly to Lebanon Municipal.

  • How far is Lebanon Municipal Airport from central Lebanon?

    Central Lebanon is 3 miles away from Lebanon Municipal Airport.

  • What is the name of Lebanon’s airport?

    There is only 1 airport in Lebanon, called Lebanon Municipal Airport (LEB). It can also be referred to as Lebanon Municipal or Lebanon Rgnl.

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

    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 Windsor.

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

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

    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 Windsor 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 Windsor?

    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 Windsor 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 Windsor

  • There is no major airport in Windsor. It is instead served by Lebanon Municipal Airport.
  • Looking for a cheap flight? 25% of our users found flights on this route for $162 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Windsor flight deals.

Top airlines flying to Windsor

Need help choosing which airline to fly with from the United States to Windsor? 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.
9.1
Cape AirOverall score based on 34 reviews
8.9Boarding
8.9Entertainment
8.6Food
8.7Comfort
9.2Crew
Airline reviews

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

10.0 ExcellentSonia, Apr 2023CPX - SJU
Read more Cape Air reviews

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.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Everything you need to know for your flight to Windsor

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