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Rupert

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Rupert Flights as Low as $339

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

JetBlue Airways
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$339 Roundtrip, found 5 days ago
$339
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $339 found 5 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$389 Roundtrip, found 8 hours ago
$389
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $389 found 8 hours ago
JetBlue Airways
Mon, Sep 15 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $399 found 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 8 hours ago
$404
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $404 found 8 hours ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$409 Roundtrip, found 10 hours ago
$409
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $409 found 10 hours ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$413 Roundtrip, found 1 day ago
$413
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $413 found 1 day ago
JetBlue Airways
Tue, Oct 7 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$414 Roundtrip, found 11 hours ago
$414
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Oct 7 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $414 found 11 hours ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$419 Roundtrip, found 10 hours ago
$419
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $419 found 10 hours ago
United
Wed, Oct 8 - Wed, Oct 15
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$419 Roundtrip, found 11 hours ago
$419
Roundtrip
found 11 hours ago
Select United flight, departing Wed, Oct 8 from Orlando Intl. to Rutland Southern Vermont Regional, returning Wed, Oct 15, priced at $419 found 11 hours ago
United
Wed, Oct 8 - Wed, Oct 15
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$424 Roundtrip, found 11 hours ago
$424
Roundtrip
found 11 hours ago
Select United flight, departing Wed, Oct 8 from Orlando Intl. to Rutland Southern Vermont Regional, returning Wed, Oct 15, priced at $424 found 11 hours ago
Delta
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$424 Roundtrip, found 10 hours ago
$424
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $424 found 10 hours ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$425 Roundtrip, found 8 hours ago
$425
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $425 found 8 hours ago
Delta
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$429 Roundtrip, found 1 day ago
$429
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $429 found 1 day ago
United
Wed, Oct 8 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$429 Roundtrip, found 1 day ago
$429
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 8 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $429 found 1 day ago
United
Tue, Oct 7 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$434 Roundtrip, found 11 hours ago
$434
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Oct 7 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $434 found 11 hours ago
Delta
Mon, Sep 15 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$434 Roundtrip, found 1 day ago
$434
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $434 found 1 day ago

Cheap Flights to Rupert

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

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

Frequently Asked Questions About flights to Rupert

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

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

How many airlines fly to Rupert?

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 Rupert.

What airport is best to fly into Rupert?

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

How much are flights to Rupert?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rupert on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $339, 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 Rupert?

The trick to saving a stack of cash on your flight to Rupert? 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 $339 right now, why wait?

Rupert Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$338

Last Minute Hotel Deals in Rupert

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! (485 reviews)
"I had a wonderful time and did Rhumba for the first time in the pool! Lovely walk to the pond also!"

Reviewed on Jun 23, 2025

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The Equinox Golf Resort & 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! (775 reviews)
"Our favorite place to stay in the area"

Reviewed on Jun 20, 2025

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Kimpton Taconic Hotel by IHG
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,001 reviews)
"The Hampton in Manchester, Vt was wonderful, very clean and comfortable. Our room had everything we wanted and needed."

Reviewed on Jun 22, 2025

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Hampton Inn and Suites Manchester
The Manchester View
The Manchester View
2.5 out of 5
77 High Meadow Way & VT-7A, Manchester Center, VT
Stay at this hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (718 reviews)
"Breakfast was weak and limited. Everything else was wonderful"

Reviewed on Jun 25, 2025

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The Manchester View
Aspen At Manchester
Aspen At Manchester
2.5 out of 5
5669 Main Street, Manchester Center, VT
Stay at this hotel in Manchester Center. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (565 reviews)
"Self check in and check out was very convenient and quick. Room was clean. Would stay again."

Reviewed on Jun 26, 2025

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Aspen At Manchester
The Palmer House Resort, Ascend Hotel Collection
The Palmer House Resort, Ascend Hotel Collection
3 out of 5
5383 Main St, Manchester Center, VT
Stay at this 3-star golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (797 reviews)
"We had a great stay and the jacuzzi tub in our room was great. We will definitely be returning again."

Reviewed on Jun 9, 2025

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The Palmer House Resort, Ascend Hotel Collection
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
Stay at this 3-star ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (899 reviews)
"very nice, and clean. ex service!"

Reviewed on Jun 14, 2025

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The Black Bear Lodge at Stratton Mountain Resort
Weathervane Motel
Weathervane Motel
2 out of 5
2212 Main Street, Manchester Center, VT
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (657 reviews)
"This property is nice."

Reviewed on Jun 16, 2025

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Weathervane Motel
See all 1,105 properties in Rupert
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.