Flights To Rutland County - Cheap Flights Starting at CA $423

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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.

Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $764 Roundtrip, found 1 day ago
CA $764
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $764 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $816 Roundtrip, found 1 day ago
CA $816
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $816 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $839 Roundtrip, found 1 day ago
CA $839
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $839 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $841 Roundtrip, found 1 day ago
CA $841
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $841 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $842 Roundtrip, found 1 day ago
CA $842
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $842 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $849 Roundtrip, found 1 day ago
CA $849
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $849 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $857 Roundtrip, found 1 day ago
CA $857
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $857 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $874 Roundtrip, found 1 day ago
CA $874
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $874 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $895 Roundtrip, found 1 day ago
CA $895
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $895 found 1 day ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $912 Roundtrip, found 1 day ago
CA $912
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Pearson Intl. to Lebanon Municipal, returning Wed, Nov 11, priced at CA $912 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
3.5-star property

Lake Bomoseen Lodge

Oct 23 - Oct 25

2 night stay

Toronto (YTO) to Rutland (RUT)

Porter Airlines • Roundtrip • Coach
Price was CA $1,003, price is now CA $871 per person
CA $871
per person
found 24 hours ago
The Shire Woodstock
3.0-star property

The Shire Woodstock

Oct 23 - Oct 25

2 night stay

Toronto (YTO) to Springfield (VSF)

Porter Airlines • Roundtrip • Coach
Price was CA $1,505, price is now CA $1,258 per person
CA $1,258
per person
found 24 hours ago
My Place Hotel-Randolph VT
2.0-star property

My Place Hotel-Randolph VT

Oct 23 - Oct 25

2 night stay

Toronto (YTO) to Rutland (RUT)

Porter Airlines • Roundtrip • Coach
Price was CA $1,115, price is now CA $981 per person
CA $981
per person
found 24 hours ago
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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! (1,002 reviews)
"This place is right in the middle of the mountains. Beautiful."

Reviewed on Oct 5, 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! (318 reviews)
"Great quick stay! We will be back."

Reviewed on Oct 6, 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! (1,010 reviews)
"The location and value were good. The made to order breakfast was terrific."

Reviewed on Oct 5, 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 CA $764 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 November. 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. CA $764 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 CA $764 and CA $912. 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.