Search Cheap Flights to
Windsor

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Windsor Flights as Low as $340

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

JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$340 Roundtrip, found 6 days ago
$340
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $340 found 6 days ago
JetBlue Airways
Tue, Sep 16 - Fri, Sep 19
TPA
Tampa Intl.
LEB
Lebanon Municipal
$345 Roundtrip, found 6 days ago
$345
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Fri, Sep 19, priced at $345 found 6 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $345 found 1 day ago
JetBlue Airways
Sat, Sep 6 - Wed, Sep 10
TPA
Tampa Intl.
LEB
Lebanon Municipal
$346 Roundtrip, found 4 days ago
$346
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 6 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 10, priced at $346 found 4 days ago
JetBlue Airways
Sat, Sep 13 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$350 Roundtrip, found 6 days ago
$350
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $350 found 6 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $355 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$356 Roundtrip, found 4 days ago
$356
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $356 found 4 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $359 found 5 days ago
JetBlue Airways
Tue, Sep 9 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$361 Roundtrip, found 1 day ago
$361
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $361 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Sat, Sep 20
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, found 6 days ago
$365
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 20, priced at $365 found 6 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $365 found 1 day ago
JetBlue Airways
Tue, Sep 9 - Wed, Sep 10
TPA
Tampa Intl.
LEB
Lebanon Municipal
$367 Roundtrip, found 4 days ago
$367
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 10, priced at $367 found 4 days ago
JetBlue Airways
Fri, Sep 19 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$367 Roundtrip, found 6 days ago
$367
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Sep 19 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $367 found 6 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$369 Roundtrip, found 5 days ago
$369
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $369 found 5 days ago
JetBlue Airways
Tue, Sep 16 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $370 found 1 day ago
American Airlines
Thu, Sep 4 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$376 Roundtrip, found 1 day ago
$376
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 4 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $376 found 1 day 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 September, 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 $340, 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 $340 right now, why wait?

Windsor Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$340

Last Minute Hotel Deals in Windsor

White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive, 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 helpful staff and ...
7/10 Good! (1,003 reviews)
"Excellent location! Staff were really friendly."

Reviewed on Jul 30, 2025

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White River Inn and Suites
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
Stay at this 4.5-star 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! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul 30, 2025

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Woodstock Inn & Resort
Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

2 out of 5
442 North Hartland Rd, I-91 Exit 11 Rt 5 S 1/4 Mile, White River Junction, VT
Book a stay at this business-friendly motel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
6.4/10 (1,001 reviews)
"Needs some upgrades, but it was a quiet, comfortable stay, will stay again when in the area again."

Reviewed on Jul 30, 2025

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Super 8 by Wyndham White River Junction
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road, West Lebanon, NH
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,002 reviews)
"My whole family liked the 70s vibe. We loved the pool. And my husband and I enjoyed the breakfast a great deal."

Reviewed on Aug 2, 2025

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Fireside Inn & Suites West Lebanon
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! (1,000 reviews)
"Very nice place"

Reviewed on Jul 27, 2025

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Killington Mountain Lodge, Tapestry Collection by Hilton
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! (1,007 reviews)
Quick overnight
"Bed was very comfortable with crisp linen sheets. Bathroom was spotless. Carpet could use some padding as upstairs neighbors were heavy footed. Staff very helpful and friendly. Nice attention to details. Walkable restaurants around."

Reviewed on Aug 1, 2025

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Align Inn Vermont
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! (1,001 reviews)
"Great place"

Reviewed on Aug 1, 2025

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Hampton Inn White River Junction
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
"Great little place. Very friendly and clean."

Reviewed on Jul 31, 2025

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North Star Lodge and Resort
See all 2,575 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.