Cheap Flights to Rutland County from $79 (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, Jul 11 - Fri, Jul 17
BOS
Logan Intl.
LEB
Lebanon Municipal
$162 Roundtrip, found 5 days ago
$162
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Jul 11 from Logan Intl. to Lebanon Municipal, returning Fri, Jul 17, priced at $162 found 5 days ago
Mon, Jul 13 - Sun, Jul 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jul 13 from Logan Intl. to Lebanon Municipal, returning Sun, Jul 19, priced at $168 found 2 days ago
Sat, Jul 11 - Mon, Jul 13
BOS
Logan Intl.
LEB
Lebanon Municipal
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jul 11 from Logan Intl. to Lebanon Municipal, returning Mon, Jul 13, priced at $172 found 1 day ago
Thu, Jul 23 - Mon, Jul 27
BOS
Logan Intl.
LEB
Lebanon Municipal
$172 Roundtrip, found 3 hours ago
$172
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Jul 23 from Logan Intl. to Lebanon Municipal, returning Mon, Jul 27, priced at $172 found 3 hours ago
Wed, Jul 22 - Sun, Jul 26
BOS
Logan Intl.
LEB
Lebanon Municipal
$173 Roundtrip, found 18 hours ago
$173
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Wed, Jul 22 from Logan Intl. to Lebanon Municipal, returning Sun, Jul 26, priced at $173 found 18 hours ago
Mon, Jul 13 - Sun, Jul 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Cape Air flight, departing Mon, Jul 13 from Logan Intl. to Lebanon Municipal, returning Sun, Jul 19, priced at $175 found 2 days ago
Fri, Sep 25 - Mon, Sep 28
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Cape Air flight, departing Fri, Sep 25 from Logan Intl. to Lebanon Municipal, returning Mon, Sep 28, priced at $175 found 2 days ago
Sat, Jul 11 - Mon, Jul 13
BOS
Logan Intl.
LEB
Lebanon Municipal
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Jul 11 from Logan Intl. to Lebanon Municipal, returning Mon, Jul 13, priced at $178 found 1 day ago
Mon, Aug 24 - Sat, Aug 29
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$377 Roundtrip, found 6 days ago
$377
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Aug 24 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Aug 29, priced at $377 found 6 days ago
OriginDestinationTravel DatesFlights From*
BOSWest LebanonJuly 23 to July 27$169
BOSNorth ClarendonAugust 14 to August 16$180
HPNWest LebanonJuly 31 to July 31$220
JFKWest LebanonJuly 27 to July 30$378
EWRNorth ClarendonSeptember 18 to September 20$398
EWRNorth ClarendonSeptember 18 to September 20$398
PHLWest LebanonAugust 15 to August 19$417
PHLNorth ClarendonAugust 13 to August 16$432
CLEWest LebanonSeptember 12 to September 14$435
FLLNorth ClarendonSeptember 11 to September 13$534
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSWest LebanonJuly 11 to July 13$172
BOSNorth ClarendonJuly 12 to July 16$193
PHLWest LebanonJuly 11 to July 18$505
JFKNorth ClarendonJuly 10 to July 13$574
HPNWest LebanonJuly 10 to July 12$872
HPNNorth ClarendonJuly 10 to July 11$975
FLLNorth ClarendonJuly 10 to July 15$1,030
*Prices include taxes and fees

Best Rutland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
2.5-star property

Latchis Hotel

Aug 18 - Aug 22

4 night stay

Chicago (CHI) to Springfield (VSF)

Southwest Airlines • Roundtrip • Coach
Price was $804, price is now $672 per person
$672
per person
found 1 day ago
My Place Hotel-Randolph VT
2.0-star property

My Place Hotel-Randolph VT

Sep 26 - Oct 2

6 night stay

Chicago (ORD) to Rutland (RUT)

United • Roundtrip • Coach
Price was $1,002, price is now $790 per person
$790
per person
found 1 day ago
Vikings Villages Resort
2.0-star property

Vikings Villages Resort

Aug 18 - Aug 22

4 night stay

Chicago (CHI) to Springfield (VSF)

Southwest Airlines • Roundtrip • Coach
Price was $953, price is now $767 per person
$767
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Rutland County 🏨

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! (1,000 reviews)
"We liked our room because it had double balconies!"

Reviewed on Jul 6, 2026

Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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! (1,006 reviews)
"Everything was great for an off season stay!"

Reviewed on Jul 6, 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.
8.2/10 Very Good! (1,006 reviews)
"Breakfast gets a 10 out of 10!! Love all the options and the yummy flavored waffle mix!! Pool and hot tub were great!! I mean if all hot tubs can be that temp I would love it!! While we enjoyed our stay there were a few hiccups. Not all of us could get on the WiFi. I did not like the lack of full ..."

Reviewed on Jul 7, 2026

Opens in a new windowComfort Inn Rutland - Killington
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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! (237 reviews)
"Great property for a nice getaway, plenty of amenities and the staff is top notch. Highly recommend"

Reviewed on Jul 5, 2026

Opens in a new windowMountain Meadows Lodge
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 $162 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 July. 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. $162 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 $162 and $1,030. 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.