Search Cheap Flights to
Windsor

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Windsor Flights as Low as $393

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

JetBlue Airways
Tue, Jun 24 - Wed, Jun 25
JAX
Jacksonville Intl.
LEB
Lebanon Municipal
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 24 from Jacksonville Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $393 found 1 day ago
JetBlue Airways
Sat, Jun 21 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 21 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $393 found 1 day ago
JetBlue Airways
Wed, Jun 18 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 18 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $399 found 1 day ago
JetBlue Airways
Sat, Jun 21 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 21 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $403 found 1 day ago
JetBlue Airways
Tue, Jun 17 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $404 found 1 day ago
JetBlue Airways
Mon, Jun 23 - Fri, Jul 4
JAX
Jacksonville Intl.
LEB
Lebanon Municipal
$408 Roundtrip, found 1 day ago
$408
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jun 23 from Jacksonville Intl. to Lebanon Municipal, returning Fri, Jul 4, priced at $408 found 1 day ago
JetBlue Airways
Mon, Jun 23 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$409 Roundtrip, found 19 hours ago
$409
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Mon, Jun 23 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $409 found 19 hours ago
JetBlue Airways
Thu, Jun 26 - Sat, Jun 28
RIC
Richmond Intl.
LEB
Lebanon Municipal
$411 Roundtrip, found 7 hours ago
$411
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Richmond Intl. to Lebanon Municipal, returning Sat, Jun 28, priced at $411 found 7 hours ago
JetBlue Airways
Fri, Jun 27 - Fri, Jul 4
JAX
Jacksonville Intl.
LEB
Lebanon Municipal
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jun 27 from Jacksonville Intl. to Lebanon Municipal, returning Fri, Jul 4, priced at $414 found 1 day ago
JetBlue Airways
Tue, Jun 17 - Mon, Jun 30
RIC
Richmond Intl.
LEB
Lebanon Municipal
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Richmond Intl. to Lebanon Municipal, returning Mon, Jun 30, priced at $414 found 1 day ago
JetBlue Airways
Thu, Jun 26 - Thu, Jun 26
RIC
Richmond Intl.
LEB
Lebanon Municipal
$415 Roundtrip, found 15 hours ago
$415
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Richmond Intl. to Lebanon Municipal, returning Thu, Jun 26, priced at $415 found 15 hours ago
Delta
Thu, Jun 26 - Sat, Jun 28
RIC
Richmond Intl.
LEB
Lebanon Municipal
$417 Roundtrip, found 7 hours ago
$417
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Jun 26 from Richmond Intl. to Lebanon Municipal, returning Sat, Jun 28, priced at $417 found 7 hours ago
JetBlue Airways
Thu, Jun 26 - Fri, Jul 4
JAX
Jacksonville Intl.
LEB
Lebanon Municipal
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Jacksonville Intl. to Lebanon Municipal, returning Fri, Jul 4, priced at $419 found 1 day ago
Delta
Sat, Jun 21 - Wed, Jun 25
RIC
Richmond Intl.
LEB
Lebanon Municipal
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jun 21 from Richmond Intl. to Lebanon Municipal, returning Wed, Jun 25, priced at $419 found 1 day ago
JetBlue Airways
Thu, Jun 26 - Sat, Jun 28
RIC
Richmond Intl.
LEB
Lebanon Municipal
$421 Roundtrip, found 7 hours ago
$421
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Richmond Intl. to Lebanon Municipal, returning Sat, Jun 28, priced at $421 found 7 hours ago
Lufthansa
Mon, Oct 20 - Mon, Oct 27
LHR
Heathrow
LEB
Lebanon Municipal
$1,377 Roundtrip, found 10 hours ago
$1,377
Roundtrip
found 10 hours ago
Select Lufthansa flight, departing Mon, Oct 20 from Heathrow to Lebanon Municipal, returning Mon, Oct 27, priced at $1,377 found 10 hours ago

Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor 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 Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor 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 VSF airport.

What is the cheapest month to fly to Windsor?

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 Windsor are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

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 Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Lebanon Municipal Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $393, 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 Windsor?

The trick to saving a stack of cash on your flight to Windsor? 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 $393 right now, why wait?

Windsor Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$393

Last Minute Hotel Deals in Windsor

Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,001 reviews)
"Extremely clean. Entire hotel has been updated and is in outstanding condition. Very enjoyable stay. Would not hesitate to stay there again."

Reviewed on May 27, 2025

Get rates
Align Inn Vermont
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,001 reviews)
"Ambiance"

Reviewed on May 27, 2025

Get rates
Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (517 reviews)
"Super weekend- elegant and relaxed."

Reviewed on May 8, 2025

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Woodstock Inn & Resort
Hilton Garden Inn Hanover Lebanon
Hilton Garden Inn Hanover Lebanon
3 out of 5
35 Labombard Rd, Lebanon, NH
Stay at this 3-star business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,002 reviews)
"Clean and comfortable. Kind and helpful staff."

Reviewed on May 28, 2025

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Hilton Garden Inn Hanover Lebanon
Hampton Inn White River Junction
Hampton Inn White River Junction
2.5 out of 5
104 Ballardvale Dr, White River Junction, VT
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,002 reviews)
"It was what I needed for my stay"

Reviewed on May 26, 2025

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Hampton Inn White River Junction
Hanover Inn Dartmouth
Hanover Inn Dartmouth
4 out of 5
Two East Wheelock Street, Hanover, NH
Stay at this 4-star luxury hotel in Hanover. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (825 reviews)
"Room was quiet, clean and large. Bed was extremely comfortable."

Reviewed on May 20, 2025

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Hanover Inn Dartmouth
Hotel Coolidge
Hotel Coolidge
3 out of 5
39 South Main Street, White River Junction, VT
Stay at this 3-star business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Nice location National Register"

Reviewed on May 28, 2025

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Hotel Coolidge
Courtyard by Marriott Hanover Lebanon
Courtyard by Marriott Hanover Lebanon
3 out of 5
10 Morgan Drive, Lebanon, NH
Stay at this 3-star business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (914 reviews)
"The front desk was awesome. Loved our stay overall. Place was nice. The Starbucks breakfast sandwich was terrible like it had been microwaved more than once. Only opportunity I saw to be better."

Reviewed on May 25, 2025

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Courtyard by Marriott Hanover Lebanon
See all 2,601 properties in Windsor
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.