Cheap Flights to Rutland County from $77 (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.

Tue, Mar 23 - Tue, Mar 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Cape Air flight, departing Tue, Mar 23 from Logan Intl. to Lebanon Municipal, returning Tue, Mar 30, priced at $155 found 3 days ago
Wed, Nov 25 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Cape Air flight, departing Wed, Nov 25 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $165 found 3 days ago
Mon, Oct 19 - Mon, Oct 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select Cape Air flight, departing Mon, Oct 19 from Logan Intl. to Lebanon Municipal, returning Mon, Oct 19, priced at $170 found 6 days ago
Wed, Nov 25 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Cape Air flight, departing Wed, Nov 25 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $175 found 3 days ago
Sat, Aug 22 - Mon, Aug 24
BOS
Logan Intl.
LEB
Lebanon Municipal
$178 Roundtrip, found 15 hours ago
$178
Roundtrip
found 15 hours ago
Select Cape Air flight, departing Sat, Aug 22 from Logan Intl. to Lebanon Municipal, returning Mon, Aug 24, priced at $178 found 15 hours ago
Thu, Oct 22 - Thu, Oct 22
BOS
Logan Intl.
LEB
Lebanon Municipal
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Select Cape Air flight, departing Thu, Oct 22 from Logan Intl. to Lebanon Municipal, returning Thu, Oct 22, priced at $180 found 4 days ago
Fri, Oct 16 - Sun, Oct 18
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Select Cape Air flight, departing Fri, Oct 16 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, Oct 18, priced at $180 found 6 days ago
Wed, Sep 30 - Sat, Oct 3
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Cape Air flight, departing Wed, Sep 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Oct 3, priced at $183 found 1 day ago
Tue, Oct 13 - Wed, Oct 21
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 1 day ago
$524
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Oct 21, priced at $524 found 1 day ago
OriginDestinationTravel DatesFlights From*
BOSWest LebanonNovember 1 to November 7$155
BOSNorth ClarendonOctober 16 to October 18$180
HPNWest LebanonNovember 29 to December 1$230
JFKWest LebanonSeptember 26 to October 9$438
LGANorth ClarendonSeptember 28 to September 29$450
PHLNorth ClarendonNovember 14 to November 21$452
PHLWest LebanonSeptember 18 to September 21$454
EWRNorth ClarendonSeptember 28 to September 29$460
CLEWest LebanonSeptember 30 to October 5$507
CLENorth ClarendonOctober 15 to October 19$526
FLLNorth ClarendonOctober 9 to October 12$608
EWRWest LebanonSeptember 11 to September 26$763
FLLWest LebanonSeptember 24 to September 27$770
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSWest LebanonAugust 30 to September 6$178
BOSNorth ClarendonAugust 30 to September 3$192
HPNWest LebanonAugust 28 to August 31$263
PHLNorth ClarendonAugust 29 to September 1$581
JFKWest LebanonAugust 29 to August 30$596
*Prices include taxes and fees

Best Rutland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn
2.0-star property

Deerfield Valley Inn

Oct 9 - Oct 13

4 night stay

Philadelphia (PHL) to Springfield (VSF)

American Airlines • Roundtrip • Coach
Price was $971, price is now $833 per person
$833
per person
found 1 day ago
Latchis Hotel
2.5-star property

Latchis Hotel

Oct 9 - Oct 13

4 night stay

Philadelphia (PHL) to Springfield (VSF)

American Airlines • Roundtrip • Coach
Price was $1,077, price is now $901 per person
$901
per person
found 1 day ago
The Landgrove
3.5-star property

The Landgrove

Oct 9 - Oct 13

4 night stay

Philadelphia (PHL) to Rutland (RUT)

American Airlines • Roundtrip • Coach
Price was $1,277, price is now $1,074 per person
$1,074
per person
found 1 day ago
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Travelers ❤️ These Rutland County 🏨

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! (1,022 reviews)
"Didn’t stay"

Reviewed on Aug 20, 2026

Opens in a new windowThe Mountain Inn at Killington
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.
Opens in a new windowComfort Inn Rutland - Killington
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 clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
7.4/10 Good! (1,001 reviews)
"Great hotel for weekend getaway, relaxing thanks."

Reviewed on Aug 19, 2026

Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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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 rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
6.8/10 (1,020 reviews)
"The shower needs some maintenance"

Reviewed on Aug 19, 2026

Opens in a new windowDays Inn by Wyndham Rutland/Killington Area
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 $155 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 March. 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. $155 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 $155 and $770. 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.