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Windham

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Windham Flights as Low as $353

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

JetBlue Airways
Wed, Sep 10 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$353 Roundtrip, found 4 days ago
$353
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $353 found 4 days ago
JetBlue Airways
Sun, Sep 14 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Sep 14 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $363 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $372 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$374 Roundtrip, found 4 days ago
$374
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $374 found 4 days ago
JetBlue Airways
Sun, Sep 7 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $374 found 1 day ago
JetBlue Airways
Wed, Sep 10 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $377 found 1 day ago
JetBlue Airways
Fri, Sep 12 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $387 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Sat, Sep 13
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 13, priced at $393 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Sat, Sep 13
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$394 Roundtrip, found 1 day ago
$394
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 13, priced at $394 found 1 day ago
JetBlue Airways
Thu, Sep 11 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 11 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $397 found 1 day ago
JetBlue Airways
Sat, Sep 13 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$398 Roundtrip, found 4 days ago
$398
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $398 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 15, priced at $403 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Mon, Sep 15
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 15, priced at $404 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Sun, Sep 14
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$408 Roundtrip, found 1 day ago
$408
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sun, Sep 14, priced at $408 found 1 day ago
JetBlue Airways
Fri, Sep 12 - Thu, Sep 18
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$415 Roundtrip, found 4 days ago
$415
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 18, priced at $415 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Thu, Sep 18
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$417 Roundtrip, found 1 day ago
$417
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 18, priced at $417 found 1 day ago

Cheap Flights to Windham

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

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

Frequently Asked Questions About flights to Windham

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

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 Windham are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windham?

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 Windham.

What airport is best to fly into Windham?

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

How much are flights to Windham?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windham on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $353, 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 Windham?

The trick to saving a stack of cash on your flight to Windham? 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 $353 right now, why wait?

Windham Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$353

Last Minute Hotel Deals in Windham

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our ...
7.2/10 Good! (508 reviews)
"Beautiful hotel in Manchester with gorgeous mountain views and large property. Our room had a comfortable bed but bathroom shower curtain needed to be replaced. Hotels.com had outdoor pool listed as an amenity but there was only an indoor pool. The resort fee was $45 a person and pickle ball was ..."

Reviewed on Aug 9, 2025

Get rates
The Equinox Golf Resort & Spa
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (1,003 reviews)
"The room I was given was quite impressive in size. Plenty accommodating for me and my dog. The a/c worked well, fridge was plenty cold, bed was comfortable and clean, the grounds surrounding the buildings is very nice for traveling with a dog. The front desk help was gracious and accommodating. That ..."

Reviewed on Aug 9, 2025

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Colonial Motel And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (783 reviews)
"Great location, nice front porch. Nice bar. There is no gym, breakfast, snacks, or gift shop, however, a clothing boutique is available. As a pet-friendly hotel, oftentimes I was interrupted by dogs barking and growling at each other - I felt I was at a kennel. Value for the room rate was ..."

Reviewed on Jul 24, 2025

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Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (860 reviews)
"Good experience. Nice breakfast. Pool/Hot tub"

Reviewed on Aug 8, 2025

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Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,001 reviews)
"Always a pleasure. Have stayed several times & no complaints. The staff are amazing, friendly, & helpful"

Reviewed on Aug 8, 2025

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The Putney Inn
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are ...
8.6/10 Excellent! (211 reviews)
A nice getaway. Great location.
"Parking is a bit unusual, but that was my only concern."

Reviewed on Jul 28, 2025

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Mount Snow Grand Summit Resort
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (497 reviews)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"

Reviewed on Aug 9, 2025

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Mountaineer Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (668 reviews)
"Clan Comfy"

Reviewed on Aug 9, 2025

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Comfort Inn & Suites Brattleboro I-91
See all 2,535 properties in Windham
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.