Cheap Flights to Rutland County from $76 (2026/2027)| Travelocity

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Killington

Flights

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.

Fri, Jan 1 - Thu, Jan 7

BOS

Logan Intl.

LEB

Lebanon Municipal

$135

Roundtrip

just found

Fri, Jan 1 - Thu, Jan 7

BOS

Logan Intl.

LEB

Lebanon Municipal

$145

Roundtrip

just found

Mon, Dec 14 - Mon, Dec 14

BOS

Logan Intl.

LEB

Lebanon Municipal

$150

Roundtrip

found 1 day ago

Tue, Nov 24 - Sun, Nov 29

BOS

Logan Intl.

LEB

Lebanon Municipal

$155

Roundtrip

found 2 hours ago

Mon, Dec 14 - Mon, Dec 14

BOS

Logan Intl.

LEB

Lebanon Municipal

$160

Roundtrip

found 1 day ago

Fri, Jan 1 - Thu, Jan 7

BOS

Logan Intl.

RUT

Rutland Southern Vermont Regional

$160

Roundtrip

found 1 day ago

Tue, Nov 24 - Sun, Nov 29

BOS

Logan Intl.

LEB

Lebanon Municipal

$165

Roundtrip

found 2 hours ago

Mon, Nov 23 - Mon, Nov 23

BOS

Logan Intl.

RUT

Rutland Southern Vermont Regional

$174

Roundtrip

found 1 day ago

Wed, Oct 28 - Sun, Nov 1

ORF

Norfolk Intl.

RUT

Rutland Southern Vermont Regional

$603

Roundtrip

found 10 hours ago

Origin	Destination	Travel Dates	Flights From*
BOS	West Lebanon	January 1 to January 7	$135
BOS	North Clarendon	January 1 to January 7	$160
HPN	West Lebanon	December 23 to December 30	$180
JFK	West Lebanon	November 3 to November 10	$448
EWR	West Lebanon	January 8 to January 10	$460
JFK	North Clarendon	November 12 to November 13	$513
FLL	North Clarendon	November 19 to November 22	$599
FLL	West Lebanon	December 19 to December 21	$600
ALB	North Clarendon	January 11 to January 14	$625
HPN	North Clarendon	October 30 to November 3	$635
EWR	North Clarendon	January 16 to January 18	$1,215

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
BOS	West Lebanon	October 16 to October 18	$155
BOS	North Clarendon	October 17 to October 18	$180
JFK	West Lebanon	October 16 to October 18	$694
PHL	North Clarendon	October 17 to October 23	$840
CLE	North Clarendon	October 16 to October 19	$1,187
EWR	North Clarendon	October 17 to October 23	$1,485
EWR	North Clarendon	October 17 to October 23	$1,485

*Prices include taxes and fees

Best Rutland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

3.0-star property

Jackson Gore Village, A Vail Resorts Property

Oct 23 - Oct 26

3 night stay

Omaha (OMA) to Springfield (VSF)

Southwest Airlines • Non-stop • Coach

Springfield (VSF) to Omaha (OMA)

American Airlines • Non-stop • Coach

$905

per person

found 24 hours ago

3.0-star property

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Oct 23 - Oct 26

3 night stay

Omaha (OMA) to Rutland (RUT)

Southwest Airlines • Non-stop • Coach

Rutland (RUT) to Omaha (OMA)

American Airlines • Non-stop • Coach

$929

per person

found 24 hours ago

2.0-star property

My Place Hotel-Randolph VT

Oct 22 - Oct 25

3 night stay

Raleigh (RDU) to Rutland (RUT)

Breeze Airways • Roundtrip • Coach

$995

per person

found 1 day ago

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Travelers ❤️ These Rutland County 🏨

Comfort Inn Rutland - Killington

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.

The Mountain Inn at Killington

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! (1,004 reviews)

"Property was okay. Room was in the below ground floor found it depressing. Everything was okay. Missed the breakfast so can’t comment about that. Feel like I overpaid for this accommodation."

Reviewed on Oct 13, 2026

Mountain Meadows Lodge

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! (330 reviews)

"Very much enjoyed our stay! The property is beautiful and hosts lovely. We loved the breakfast pancakes and chocolate chip cookies! Easy access to hiking trails. Would definitely stay here again!"

Reviewed on Oct 14, 2026

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Mountain Sports Inn

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! (1,000 reviews)

"Staff were very friendly and helpful. Room was spacious with all the amenities we needed. Location was excellent, and though we were not there to ski, noted that there is a shuttle right across the street to the resort. Lovely made to order breakfast was a bonus."

Reviewed on Oct 14, 2026

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.

More Ways To Wander Rutland County

Rutland County Hotels

Find the perfect hotel after your flight

Rutland County Vacation Rentals

Great Deals on alternative accommodations

Rutland County Car Rentals

Affordable cars to get you around town

Rutland County Vacations

Save more by combining flights, hotels and cars

Things to do in Rutland County

Activities, attractions and tours

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 January. 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 $1,485. 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.