Cheap Flights to Rutland County from $90 (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.

Sun, Jun 28 - Thu, Jul 2
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, Jun 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 2, priced at $180 found 1 day ago
Fri, Jul 17 - Sat, Jul 25
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Cape Air flight, departing Fri, Jul 17 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jul 25, priced at $184 just found
Thu, Jul 23 - Wed, Jul 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Thu, Jul 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 29, priced at $186 found 1 hour ago
Mon, Aug 24 - Mon, Sep 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$190 Roundtrip, found 19 hours ago
$190
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Mon, Aug 24 from Logan Intl. to Lebanon Municipal, returning Mon, Sep 14, priced at $190 found 19 hours ago
Thu, Jul 23 - Wed, Jul 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 1 hour ago
$190
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Thu, Jul 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 29, priced at $190 found 1 hour ago
Sun, May 31 - Thu, Jun 4
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$194 Roundtrip, found 6 days ago
$194
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Jun 4, priced at $194 found 6 days ago
Sun, Jun 28 - Sat, Jul 4
BOS
Logan Intl.
LEB
Lebanon Municipal
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jun 28 from Logan Intl. to Lebanon Municipal, returning Sat, Jul 4, priced at $194 found 3 days ago
Wed, Jun 3 - Wed, Jun 10
BOS
Logan Intl.
LEB
Lebanon Municipal
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Cape Air flight, departing Wed, Jun 3 from Logan Intl. to Lebanon Municipal, returning Wed, Jun 10, priced at $195 found 1 day ago
Mon, Aug 24 - Sun, Aug 30
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$384 Roundtrip, just found
$384
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, Aug 24 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Sun, Aug 30, priced at $384 just found
OriginDestinationTravel DatesFlights From*
BOSNorth ClarendonJune 28 to July 2$180
BOSWest LebanonJuly 13 to July 18$190
HPNWest LebanonAugust 20 to August 21$260
JFKNorth ClarendonJuly 24 to July 27$384
JFKWest LebanonAugust 21 to August 24$400
PHLNorth ClarendonAugust 24 to August 29$402
PHLWest LebanonSeptember 3 to September 8$435
CLEWest LebanonJune 5 to June 9$537
FLLNorth ClarendonJuly 17 to July 22$541
FLLWest LebanonJuly 7 to July 7$543
CLENorth ClarendonJune 8 to June 12$594
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSNorth ClarendonMay 31 to June 4$194
JFKNorth ClarendonMay 31 to June 4$496
JFKWest LebanonMay 29 to May 31$500
PHLWest LebanonMay 29 to May 31$714
*Prices include taxes and fees

Best Rutland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Chalet 239
2.0-star property

Chalet 239

May 27 - May 31

4 night stay

Atlanta (ATL) to Springfield (VSF)

Southwest Airlines • Non-stop • Coach

Springfield (VSF) to Atlanta (ATL)

American Airlines • Non-stop • Coach
Price was $1,153, price is now $1,013 per person
$1,013
per person
found 20 hours ago
Lake Bomoseen Lodge
3.5-star property

Lake Bomoseen Lodge

Jun 25 - Jun 29

4 night stay

Bakersfield (BFL) to Rutland (RUT)

American Airlines • Roundtrip • Coach
Price was $1,472, price is now $1,250 per person
$1,250
per person
found 17 hours ago
Latchis Hotel
2.5-star property

Latchis Hotel

Jun 25 - Jun 29

4 night stay

Bakersfield (BFL) to Springfield (VSF)

American Airlines • Roundtrip • Coach
Price was $1,295, price is now $1,125 per person
$1,125
per person
found 17 hours ago
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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)
"Place is beautiful well kept rooms are clean nice sized. My only “complaint” was hot tub area which is fabulous opens at 10am, and we were leaving that day at 9. But that was a very minor inconvenience I will be back next year for sure!"

Reviewed on May 15, 2026

Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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! (1,000 reviews)
"Free breakfast would be nice."

Reviewed on May 20, 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! (1,010 reviews)
"Nice property, clean, very comfortable beds. Staff very helpful and courteous. Breakfast selection very good. Ate dinner at restaurant, very good too."

Reviewed on May 21, 2026

Opens in a new windowThe Mountain Inn at Killington
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Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
2551 Vermont 30N Bomoseen VT
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
9.4/10 Exceptional! (932 reviews)
"Our family loves this place and its the only place we will go when we visit our College student at Castleton. It is very close to the college and the tavern that is on the property is friendly with good food and reasonably priced. Our rooms are always spotless and if you need something - their service ..."

Reviewed on May 22, 2026

Opens in a new windowLake Bomoseen 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 $180 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 June. 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. $180 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 $180 and $714. 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.