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Rupert

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Rupert Flights as Low as $492

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

JetBlue Airways
Tue, Sep 22 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$492 Roundtrip, found 16 hours ago
$492
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $492 found 16 hours ago
American Airlines
Tue, Aug 4 - Wed, Aug 5
DEN
Denver Intl.
RUT
Rutland Southern Vermont Regional
$499 Roundtrip, found 2 days ago
$499
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 4 from Denver Intl. to Rutland Southern Vermont Regional, returning Wed, Aug 5, priced at $499 found 2 days ago
JetBlue Airways
Wed, Sep 23 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$502 Roundtrip, found 17 hours ago
$502
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Sep 23 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $502 found 17 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$503 Roundtrip, found 17 hours ago
$503
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $503 found 17 hours ago
JetBlue Airways
Fri, Jul 17 - Thu, Jul 23
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$504 Roundtrip, found 7 hours ago
$504
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 23, priced at $504 found 7 hours ago
JetBlue Airways
Thu, Jul 23 - Thu, Jul 30
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$505 Roundtrip, found 7 hours ago
$505
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jul 23 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 30, priced at $505 found 7 hours ago
American Airlines
Sat, Aug 1 - Wed, Aug 5
DEN
Denver Intl.
RUT
Rutland Southern Vermont Regional
$507 Roundtrip, found 2 days ago
$507
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 1 from Denver Intl. to Rutland Southern Vermont Regional, returning Wed, Aug 5, priced at $507 found 2 days ago
United
Fri, Sep 25 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$508 Roundtrip, found 7 hours ago
$508
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $508 found 7 hours ago
JetBlue Airways
Thu, Jul 23 - Thu, Jul 30
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$511 Roundtrip, found 7 hours ago
$511
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, Jul 23 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 30, priced at $511 found 7 hours ago
United
Tue, Jul 14 - Wed, Jul 22
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$511 Roundtrip, found 16 hours ago
$511
Roundtrip
found 16 hours ago
Select United flight, departing Tue, Jul 14 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 22, priced at $511 found 16 hours ago
JetBlue Airways
Tue, Sep 22 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 16 hours ago
$513
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $513 found 16 hours ago
United
Fri, Sep 25 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 1 day ago
$513
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $513 found 1 day ago
Delta
Mon, Sep 21 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$514 Roundtrip, found 17 hours ago
$514
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Sep 21 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $514 found 17 hours ago
American Airlines
Tue, Jul 14 - Wed, Jul 22
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$515 Roundtrip, found 16 hours ago
$515
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 22, priced at $515 found 16 hours ago
JetBlue Airways
Fri, Jul 17 - Thu, Jul 23
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 7 hours ago
$524
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 23, priced at $524 found 7 hours ago
United
Sat, Sep 12 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$578 Roundtrip, found 4 days ago
$578
Roundtrip
found 4 days ago
Select United flight, departing Sat, Sep 12 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $578 found 4 days 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 $492, 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 $492 right now, why wait?

Rupert Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$491

Last Minute Hotel Deals in Rupert

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (852 reviews)
"The lobby and rooms were well maintained and clean. Daytime hotel staff was professional and friendly. Nighttime staff, although may have been doing his job, was curt when inquired about the bar (closed) and fire pit access (“if it’s on. Otherwise, I don’t have the key for it.” A bunch of us sat ..."

Reviewed on Jun 26, 2026

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Kimpton Taconic Hotel by IHG
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (949 reviews)
"I did not like the fact to have to drive to the pool because it was raining. The gym very outdated. No water in the outside hot tub. Breakfast did not look good so we skipped it. The pond dock was falling apart, the boat was half sunk with cans littered in it. The pond itself needs upkeep. Ice machine ..."

Reviewed on Jun 26, 2026

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The Palmer House Resort, an Ascend Collection Hotel
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)
"Great outside space! Breakfast was outstanding! Staff was very helpful and property was very clean!"

Reviewed on Jun 25, 2026

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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
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (827 reviews)
"Check in - instructions given ahead of time for our late arrival. Friendly staff. We had a sweet encounter with Amanda - housekeeper/maintenance. She was so down to earth and welcoming energy. Properly was gorgeous and rooms were clean quiet and spacious. Pool - my kids enjoyed! Thanks for tunes ..."

Reviewed on Jun 27, 2026

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The Manchester View
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American ...
7.4/10 Good! (640 reviews)
"This was such a disappointment! My wife and I went for our 30th Anniversary as we stayed there about 30 years ago and loved it!! My wife wanted to go again. I was skeptical as I saw the reviews were not the greatest and the price was a lot cheaper than it once was. I told my wife that we may not ..."

Reviewed on Jun 25, 2026

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The Equinox Golf Resort & Spa
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A Manchester Center VT
Stay at this motel in Manchester Center. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
9.4/10 Exceptional! (373 reviews)
"I love the Brittany! It’s a wonderful place to stay with good vibes at a reasonable price"

Reviewed on Jun 25, 2026

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Brittany Motel
The Inn at Manchester

The Inn at Manchester

3.5 out of 5
3967 Route 7A Manchester VT
Stay at this B&B in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions American ...
10/10 Exceptional! (334 reviews)
"The Inn at Manchester is one of the best New England Inns I ever stayed at. The room was very cozy and pleasantly decorated. The grounds and the common spaces were welcoming, spacious and beautiful. I would not hesitate to go back,"

Reviewed on Jun 25, 2026

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The Inn at Manchester
Schuyler Yacht Basin

Schuyler Yacht Basin

3 out of 5
1 Ferry St Schuylerville NY
Stay at this cabin in Schuylerville. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Saratoga Battlefield Monument and Washington ...
8.6/10 Excellent! (20 reviews)
"What a beautiful place it was for an escape weekend! Definitely would recommend this beautiful place!"

Reviewed on Oct 6, 2025

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Schuyler Yacht Basin
See all 1,210 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.