Cheap Flights to Rutland County from $66 (2026/2027)

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Killington

Flights
Killington

How Much Does it Cost To Fly To Rutland County?

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

Sat, Feb 13 - Sat, Feb 20
BOS
Logan Intl.
LEB
Lebanon Municipal
$135 Roundtrip, found 13 hours ago
$135
Roundtrip
found 13 hours ago
Select Cape Air flight, departing Sat, Feb 13 from Logan Intl. to Lebanon Municipal, returning Sat, Feb 20, priced at $135 found 13 hours ago
Fri, Jan 1 - Thu, Jan 7
BOS
Logan Intl.
LEB
Lebanon Municipal
$145 Roundtrip, found 23 hours ago
$145
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Fri, Jan 1 from Logan Intl. to Lebanon Municipal, returning Thu, Jan 7, priced at $145 found 23 hours ago
Fri, Jan 1 - Fri, Jan 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Select Cape Air flight, departing Fri, Jan 1 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jan 1, priced at $154 found 5 days ago
Fri, Dec 18 - Thu, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 13 hours ago
$155
Roundtrip
found 13 hours ago
Select Cape Air flight, departing Fri, Dec 18 from Logan Intl. to Lebanon Municipal, returning Thu, Dec 31, priced at $155 found 13 hours ago
Thu, Nov 5 - Sun, Nov 8
BOS
Logan Intl.
LEB
Lebanon Municipal
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Cape Air flight, departing Thu, Nov 5 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 8, priced at $158 found 2 days ago
Sun, Nov 1 - Mon, Nov 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$165 Roundtrip, found 13 hours ago
$165
Roundtrip
found 13 hours ago
Select Cape Air flight, departing Sun, Nov 1 from Logan Intl. to Lebanon Municipal, returning Mon, Nov 30, priced at $165 found 13 hours ago
Thu, Nov 5 - Sun, Nov 8
BOS
Logan Intl.
LEB
Lebanon Municipal
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select Cape Air flight, departing Thu, Nov 5 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 8, priced at $168 found 2 days ago
Fri, Jan 1 - Fri, Jan 1
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Cape Air flight, departing Fri, Jan 1 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jan 1, priced at $174 found 5 days ago
Wed, Dec 23 - Sun, Dec 27
HPN
Westchester County
LEB
Lebanon Municipal
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select Cape Air flight, departing Wed, Dec 23 from Westchester County to Lebanon Municipal, returning Sun, Dec 27, priced at $180 found 2 days ago
OriginDestinationTravel DatesFlights From*
BOSWest LebanonJanuary 1 to January 7$135
BOSNorth ClarendonJanuary 1 to January 1$154
HPNWest LebanonDecember 23 to December 27$180
FLLWest LebanonDecember 9 to December 15$412
JFKWest LebanonNovember 3 to November 10$456
JFKNorth ClarendonDecember 20 to December 24$518
PHLNorth ClarendonNovember 6 to November 8$542
FLLNorth ClarendonOctober 29 to November 5$648
EWRWest LebanonNovember 3 to November 4$1,304
EWRNorth ClarendonNovember 6 to November 8$1,306
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSWest LebanonOctober 10 to October 11$165
BOSNorth ClarendonOctober 10 to October 13$190
HPNWest LebanonOctober 11 to October 16$284
JFKWest LebanonOctober 10 to October 11$684
PHLWest LebanonOctober 9 to October 19$715
FLLWest LebanonOctober 9 to October 11$835
*Prices include taxes and fees

Best Rutland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Killington Center
3.5-star property

The Suites at Killington Center

Dec 16 - Dec 19

3 night stay

Houston (HOU) to Rutland (RUT)

Delta • Coach

Rutland (RUT) to Houston (HOU)

Cape Air • Coach
Price was $1,664, price is now $1,353 per person
$1,353
per person
found 14 hours ago
Mountain Green Resort
4.0-star property

Mountain Green Resort

Oct 8 - Oct 12

4 night stay

Houston (IAH) to Rutland (RUT)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,134, price is now $4,084 per person
$4,084
per person
found 1 day ago
The Covered Bridge Inn
2.5-star property

The Covered Bridge Inn

Oct 8 - Oct 12

4 night stay

Houston (IAH) to Springfield (VSF)

American Airlines • Non-stop roundtrip • Coach
Price was $1,812, price is now $1,560 per person
$1,560
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Rutland County 🏨

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 in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
8/10 Very Good! (1,009 reviews)
"Great hotel. Clean. Breakfast was good. Great location."

Reviewed on Oct 4, 2026

Opens in a new windowComfort Inn Rutland - Killington
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
9.2/10 Wonderful! (1,003 reviews)
"Best place to stay"

Reviewed on Oct 7, 2026

Opens in a new windowThe Mountain Inn at Killington
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Gifford Woods State Park are located nearby.
9.6/10 Exceptional! (319 reviews)
"The farmhouse room was small and not to the standards of the lodge room. Our group all booked at the same time and our similar priced room was did not include a deck or the other amenities. The staff was superior and the general facility was incredible. Not sure why we were placed in a room that ..."

Reviewed on Oct 7, 2026

Opens in a new windowMountain Meadows Lodge
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Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Killington Resort and Killington School for Tennis are located nearby.
8.8/10 Excellent! (1,001 reviews)
"The staff was very good and the breakfast was excellent thanks to all."

Reviewed on Oct 7, 2026

Opens in a new windowMountain Sports Inn
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.

Frequently asked questions

How much is the cheapest flight to Rutland County?
Thrifty travelers picked up a roundtrip flight to Rutland County for as little as $135 in the last seven days. If you spot a good bargain, book fast. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Rutland County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Rutland County?
For your best chance at scoring a terrific flight deal, organize your vacation in February. According to Travelocity's direct flight demand between January and December last year, it's the most affordable time to journey to Rutland County.
How can I check my flight status to Rutland County?
There are a couple of ways to track the status of your flight. You'll find all the important information in our "Trips" portal, which is located at the top right of our homepage. Sign in or open a new account — you can then browse and make changes to your bookings whenever you please. If you're already on the go, the Travelocity app can also help you check the status of your flight to Rutland County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Rutland County?
Snag the best deal with Travelocity — our "Flexible dates" function makes it that much easier. Enter your preferred travel dates, then hit the flexible dates box above the search results to see the prices for nearby days. $135 was the best price for a roundtrip flight to Rutland County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Rutland County with Travelocity?
An amazing vacation is only a click or two away when you plan your trip with Travelocity. With a wide range of choices and competitive deals on cheap family flights, hotels, activities and more, we make it simple to find the best prices to suit your needs. You can also use our 24/7 online chat support and free cancellations on most activities and hotels throughout every stage of the process. Wander wisely with us and secure your cheap flights to Rutland County today.
How much is a flight to Rutland County on average?
Get your next dream vacation off to a great start by securing an unbeatable deal with Travelocity. In the last seven days, roundtrip flights to Rutland County cost between $135 and $1,306. Look through our site and secure an airfare that works with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Rutland County?
The flight time and whether you choose a full-service or low-priced airline will be a major factor. If you're searching for long-haul flights to Rutland County, entertainment, drinks and food will often be included. Trying to find cheap flights for family vacations? Check out the deals from budget carriers. Usually, these airlines don't provide as many inclusions, so be prepared to pay for food and drinks.