Cheap Flights to Orange County from $66 (2026/2027)

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A large dam with a reservoir, rocky cliffs, and a forested area in the background.

Barre

Flights
Barre
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.

Sat, Jan 2 - Sat, Jan 2
BOS
Logan Intl.
LEB
Lebanon Municipal
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Jan 2 from Logan Intl. to Lebanon Municipal, returning Sat, Jan 2, priced at $130 found 1 day ago
Wed, Jan 13 - Sun, Jan 17
BOS
Logan Intl.
LEB
Lebanon Municipal
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago
Select Cape Air flight, departing Wed, Jan 13 from Logan Intl. to Lebanon Municipal, returning Sun, Jan 17, priced at $135 found 17 hours ago
Sat, Jan 2 - Sat, Jan 2
BOS
Logan Intl.
LEB
Lebanon Municipal
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Jan 2 from Logan Intl. to Lebanon Municipal, returning Sat, Jan 2, priced at $140 found 1 day ago
Fri, Dec 25 - Fri, Jan 1
BOS
Logan Intl.
LEB
Lebanon Municipal
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Cape Air flight, departing Fri, Dec 25 from Logan Intl. to Lebanon Municipal, returning Fri, Jan 1, priced at $145 found 2 days ago
Sun, Nov 8 - Sun, Nov 8
BOS
Logan Intl.
LEB
Lebanon Municipal
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, Nov 8 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 8, priced at $150 found 1 day ago
Wed, Nov 25 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Wed, Nov 25 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $155 found 1 hour ago
Sun, Nov 8 - Sun, Nov 8
BOS
Logan Intl.
LEB
Lebanon Municipal
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, Nov 8 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 8, priced at $160 found 1 day ago
Thu, Jan 28 - Wed, Feb 3
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$160 Roundtrip, found 11 hours ago
$160
Roundtrip
found 11 hours ago
Select Cape Air flight, departing Thu, Jan 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Feb 3, priced at $160 found 11 hours ago
Fri, Jan 15 - Tue, Jan 19
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$364 Roundtrip, found 6 days ago
$364
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jan 15 from Ronald Reagan Washington National to Lebanon Municipal, returning Tue, Jan 19, priced at $364 found 6 days ago
OriginDestinationTravel DatesFlights From*
DCAWest LebanonJanuary 15 to January 19$364
DCANorth ClarendonNovember 19 to November 27$388
JFKWest LebanonNovember 23 to November 30$449
LGANorth ClarendonDecember 2 to December 4$473
TPAWest LebanonNovember 7 to November 9$570
ATLWest LebanonJanuary 8 to January 11$616
ATLNorth ClarendonJanuary 8 to January 11$676
CLTWest LebanonNovember 6 to November 8$719
LAXWest LebanonDecember 20 to December 26$850
PHLWest LebanonNovember 18 to November 25$852
CLTNorth ClarendonDecember 3 to December 6$945
EWRWest LebanonNovember 9 to November 12$1,033
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DCAWest LebanonOctober 30 to November 2$770
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT
2.0-star property

My Place Hotel-Randolph VT

Nov 4 - Nov 7

3 night stay

Fort Lauderdale (FLL) to Rutland (RUT)

JetBlue Airways • Coach

Rutland (RUT) to Fort Lauderdale (FLL)

American Airlines • Coach
Price was $608, price is now $568 per person
$568
per person
found 1 day ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0-star property

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Nov 4 - Nov 7

3 night stay

Fort Lauderdale (FLL) to Rutland (RUT)

JetBlue Airways • Coach

Rutland (RUT) to Fort Lauderdale (FLL)

American Airlines • Coach
Price was $633, price is now $587 per person
$587
per person
found 1 day ago
Jay Peak Resort
3.0-star property

Jay Peak Resort

Nov 7 - Nov 14

7 night stay

Fort Lauderdale (FLL) to Stowe (MVL)

American Airlines • Non-stop roundtrip • Coach
Price was $1,241, price is now $1,157 per person
$1,157
per person
found 1 day 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.
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! (1,036 reviews)
"I was assigned to the room where I heard the noisy sound like compressor at night and couldn’t sleep. Other than that, I liked to property. Thank you."

Reviewed on Oct 22, 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.
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 $130 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 16 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 January. 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. $130 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 $130 and $1,033. 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.
What can I expect on a flight to Orange County?
How long your flight takes and whether you fly with a full-service or low-priced airline will mostly determine this. If you're searching for long-haul flights to Orange County, meals, drinks and entertainment will be standard inclusions. Trying to find cheap flights for family vacations? You'll save with low-cost carriers. These airlines generally don't offer as many inclusions, so be prepared to pay for food and drinks.