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Rutland

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Rutland Flights as Low as $137

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

JetBlue Airways
Fri, Apr 24 - Wed, Apr 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Apr 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Apr 29, priced at $137 found 1 day ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 2 hours ago
$180
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $180 found 2 hours ago
JetBlue Airways
Thu, Apr 23 - Wed, Apr 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Apr 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Apr 29, priced at $182 found 1 day ago
Cape Air
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 2 hours ago
$183
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $183 found 2 hours ago
Cape Air
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$188 Roundtrip, found 2 hours ago
$188
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $188 found 2 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 2 hours ago
$190
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $190 found 2 hours ago
JetBlue Airways
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$193 Roundtrip, found 2 hours ago
$193
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $193 found 2 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$196 Roundtrip, found 2 hours ago
$196
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $196 found 2 hours ago
JetBlue Airways
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $199 found 2 hours ago
JetBlue Airways
Thu, May 28 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $199 found 2 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$200 Roundtrip, found 2 hours ago
$200
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $200 found 2 hours ago
Cape Air
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$205 Roundtrip, found 2 hours ago
$205
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $205 found 2 hours ago
JetBlue Airways
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$206 Roundtrip, found 2 hours ago
$206
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $206 found 2 hours ago
Cape Air
Thu, May 14 - Mon, Jun 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$209 Roundtrip, found 2 hours ago
$209
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Thu, May 14 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 1, priced at $209 found 2 hours ago
Cape Air
Mon, May 4 - Sat, May 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$210 Roundtrip, found 2 hours ago
$210
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 16, priced at $210 found 2 hours ago
JetBlue Airways
Fri, Apr 3 - Thu, Apr 9
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$627 Roundtrip, found 2 days ago
$627
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Apr 3 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 9, priced at $627 found 2 days ago

Cheap Flights to Rutland

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

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

Frequently Asked Questions About flights to Rutland

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

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 Rutland are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Rutland?

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 Rutland.

What airport is best to fly into Rutland?

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

How much are flights to Rutland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rutland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $137, 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 Rutland?

The trick to saving a stack of cash on your flight to Rutland? 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 $137 right now, why wait?

Rutland Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$136

Last Minute Hotel Deals in Rutland

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,007 reviews)
Great

Reviewed on Mar 24, 2026

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Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,008 reviews)
The breakfast was delicous;; the staff so nice and their soap/shampoo is a nice quality

Reviewed on Mar 23, 2026

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Best Western Inn & Suites Rutland-Killington
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (1,004 reviews)
The breakfast was good. The drive to Kilington from the hotel wasn't too bad. The room was nice and spacious and pretty clean overall. It did have a strange smell but it wasn't too bad that we couldn't deal with it. The heat was blasting when we checked in and the fridge was turned off when we arrived ...

Reviewed on Mar 24, 2026

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Days Inn by Wyndham Rutland/Killington Area
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
N/A A/C Heat was fine. Parking fine

Reviewed on Mar 13, 2026

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Hampton Inn Rutland
Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.4/10 (708 reviews)
The only good thing was that the bed was clean, but it had 2 tiny pillows and when I asked for a couple more the desk person sighs and say, I only got 2. Junkies in the parking lot. About 6 broken down cars and 10 old broken bicycles parked on the front side of the building that look like had been ...

Reviewed on Mar 13, 2026

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Cortina Inn
The Vermont Inn

The Vermont Inn

3 out of 5
78 Cream Hill Road Rutland VT
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express ...
9.2/10 Wonderful! (426 reviews)
The inn was lovely, the room was clean and the bed was fine, but the room temperature was not adjustable. It was winter and it was so hot that I had to run the AC to keep it cool enough to sleep in.

Reviewed on Feb 26, 2026

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The Vermont Inn
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,000 reviews)
The mountain view is amazing, the staff is so nice and our room was always nice and clean when we came back from skiing. The hot tub is so relaxing and enjoyable. Amazing place. I wish breakfast was included but they do have it available for $20 per person per day. Overall it was an awesome week

Reviewed on Mar 23, 2026

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Killington Mountain Lodge, Tapestry Collection by Hilton
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,005 reviews)
The staff is GREAT. No issues, just that the heated pool was still cold.

Reviewed on Mar 23, 2026

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Pointe at Castle Hill Resort
See all 2,771 properties in Rutland
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.

Top Hotels With Free Airport Shuttle

Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.4/10 (708 reviews)
The only good thing was that the bed was clean, but it had 2 tiny pillows and when I asked for a couple more the desk person sighs and say, I only got 2. Junkies in the parking lot. About 6 broken down cars and 10 old broken bicycles parked on the front side of the building that look like had been ...

Reviewed on Mar 13, 2026

Get rates
Cortina Inn
See all 2,771 properties in Rutland
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.