Flights To Orange County - Cheap Flights Starting at CA $107

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A calm lake with a wooden dock, surrounded by lush greenery and a mountain in the background.

Fairlee

Flights
Fairlee

How Much Does it Cost To Fly To Orange County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $235 Roundtrip, found 1 day ago
CA $235
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $235 found 1 day ago
Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $236 Roundtrip, found 1 day ago
CA $236
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $236 found 1 day ago
Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $250 Roundtrip, found 1 day ago
CA $250
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $250 found 1 day ago
Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $264 Roundtrip, found 1 day ago
CA $264
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $264 found 1 day ago
Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $278 Roundtrip, found 1 day ago
CA $278
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $278 found 1 day ago
Mon, Oct 12 - Sat, Oct 17
BOS
Logan Intl.
LEB
Lebanon Municipal
CA $293 Roundtrip, found 1 day ago
CA $293
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 17, priced at CA $293 found 1 day ago
Fri, Oct 16 - Mon, Oct 19
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
CA $299 Roundtrip, found 2 days ago
CA $299
Roundtrip
found 2 days ago
Select Cape Air flight, departing Fri, Oct 16 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Oct 19, priced at CA $299 found 2 days ago
Wed, Nov 4 - Wed, Nov 11
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $604 Roundtrip, found 1 day ago
CA $604
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 $604 found 1 day ago
OriginDestinationTravel datesFlights from*
DCANorth ClarendonDecember 16 to December 28CA $618
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0-star property

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Oct 16 - Oct 19

3 night stay

Calgary (YYC) to Rutland (RUT)

United • Non-stop • Coach

Rutland (RUT) to Calgary (YYC)

Delta • Non-stop • Coach
Price was CA $1,876, price is now CA $1,633 per person
CA $1,633
per person
found 18 hours ago
The Landgrove
3.5-star property

The Landgrove

Oct 16 - Oct 19

3 night stay

Calgary (YYC) to Rutland (RUT)

United • Non-stop • Coach

Rutland (RUT) to Calgary (YYC)

Delta • Non-stop • Coach
Price was CA $1,858, price is now CA $1,688 per person
CA $1,688
per person
found 18 hours ago
Castle Hill Resort And Spa
3.5-star property

Castle Hill Resort And Spa

Oct 16 - Oct 19

3 night stay

Calgary (YYC) to Rutland (RUT)

United • Non-stop • Coach

Rutland (RUT) to Calgary (YYC)

Delta • Non-stop • Coach
Price was CA $1,918, price is now CA $1,795 per person
CA $1,795
per person
found 18 hours ago
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Travelers ❤️ These Orange County 🏨

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
9.4/10 Exceptional! (591 reviews)
"Bed was comfortable and the shower was great"

Reviewed on Oct 11, 2026

Opens in a new windowMy Place Hotel-Randolph VT
Indian Head Resort

Indian Head Resort

3 out of 5
664 US Route 3 Lincoln NH
Book a stay at this family-friendly hotel in Lincoln. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Flume Gorge and Ice Castles are located nearby.
8.6/10 Excellent! (1,008 reviews)
"We stayed in a room facing the lake. The Foliage was beautiful 😍"

Reviewed on Oct 11, 2026

Opens in a new windowIndian Head Resort
Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

3 out of 5
527 US Route 3 Lincoln NH
Stay at this hotel in Lincoln. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Flume Gorge and Ice Castles are located nearby.
Opens in a new windowWoodwards White Mountain Resort, BW Signature Collection
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RiverWalk Resort at Loon Mountain

RiverWalk Resort at Loon Mountain

3.5 out of 5
22 South Mountain Drive Lincoln NH
Book a stay at this spa hotel in Lincoln. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ice Castles and Loon Mountain Resort are located nearby.
9.2/10 Wonderful! (1,005 reviews)
"The rooms were well appointed clean and today. Good location so in the evening you can walk to restaurants as well as two on site. The staff were really friendly and helpful."

Reviewed on Oct 11, 2026

Opens in a new windowRiverWalk Resort at Loon Mountain
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 Orange County?
In the last seven days, the cheapest roundtrip flight to Orange County cost CA $235 on our site. Check out our fabulous deals, secure your tickets and start planning your next getaway. This price was available on Travelocity for flights to Orange County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Orange County?
Pick from 15 airline companies when you want to arrange your flight to Orange County. Let Cape Air fly you there. This highly rated air carrier has 182 services a month to Randolph, Orange County's main city.
What is the cheapest month to fly to Orange County?
For the best chance at nabbing a good flight deal, time your vacation sometime in October. Based on Travelocity's direct flight demand between January and December last year, it's the cheapest period to hop on a plane to Orange County.
How can I check my flight status to Orange County?
There are a couple of ways you can look up the status of your flight. You'll discover all the important information in our "Trips" portal, which is located at the top of our homepage. Log in or open an account in seconds — you can then browse and manage your bookings whenever you want. For those on the move, the Travelocity app can also help you look up the status of your flight to Orange 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 Orange County?
Walk away with an awesome deal with Travelocity — our "Flexible dates" feature makes the process easier. Enter your preferred travel dates, then click the flexible dates box above your search results to see the prices for nearby days. CA $235 was the lowest price for a return flight to Orange County in the last seven days. 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 Orange County with Travelocity?
Pack your bags and get ready for an epic trip with Travelocity. It's our mission to find you great deals on cheap flights to Orange County. Whether you're looking for flexible airfares with plenty of room to move or cheap family flights from budget carriers, we'll make it happen.
How much is a flight to Orange County on average?
In the last seven days, roundtrip flights to Orange County were priced between CA $235 and CA $618. No matter your bank balance, we have some terrific deals to help you keep to 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.