Cheap Flights to Orange County from $77 (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.

Sun, Nov 1 - Sat, Nov 7
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 6 hours ago
$155
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Sun, Nov 1 from Logan Intl. to Lebanon Municipal, returning Sat, Nov 7, priced at $155 found 6 hours ago
Sun, Nov 1 - Sat, Nov 7
BOS
Logan Intl.
LEB
Lebanon Municipal
$165 Roundtrip, found 6 hours ago
$165
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Sun, Nov 1 from Logan Intl. to Lebanon Municipal, returning Sat, Nov 7, priced at $165 found 6 hours ago
Wed, Nov 25 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Cape Air flight, departing Wed, Nov 25 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $175 found 1 day ago
Sat, Oct 17 - Sat, Oct 17
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$177 Roundtrip, found 7 hours ago
$177
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Sat, Oct 17 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Oct 17, priced at $177 found 7 hours ago
Sat, Aug 29 - Sat, Aug 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Aug 29 from Logan Intl. to Lebanon Municipal, returning Sat, Aug 29, priced at $178 found 1 day ago
Sun, Nov 1 - Sun, Nov 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 23 hours ago
$180
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Sun, Nov 1 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, Nov 8, priced at $180 found 23 hours ago
Sat, Aug 29 - Sat, Aug 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Aug 29 from Logan Intl. to Lebanon Municipal, returning Sat, Aug 29, priced at $182 found 1 day ago
Mon, Sep 7 - Fri, Sep 11
BOS
Logan Intl.
LEB
Lebanon Municipal
$185 Roundtrip, found 1 hour ago
$185
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Mon, Sep 7 from Logan Intl. to Lebanon Municipal, returning Fri, Sep 11, priced at $185 found 1 hour ago
Fri, Feb 12 - Mon, Feb 15
HPN
Westchester County
LEB
Lebanon Municipal
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Cape Air flight, departing Fri, Feb 12 from Westchester County to Lebanon Municipal, returning Mon, Feb 15, priced at $200 found 5 days ago
OriginDestinationTravel DatesFlights From*
DCAWest LebanonNovember 12 to November 15$310
DCANorth ClarendonSeptember 7 to September 9$386
JFKWest LebanonOctober 22 to November 1$422
PHLNorth ClarendonNovember 14 to November 21$452
PHLWest LebanonSeptember 18 to September 21$454
DENWest LebanonSeptember 21 to September 25$490
DENNorth ClarendonOctober 29 to November 1$522
JFKNorth ClarendonSeptember 11 to September 13$523
LAXNorth ClarendonNovember 6 to November 9$544
CLTWest LebanonNovember 13 to November 18$562
ATLWest LebanonSeptember 17 to October 30$591
ATLNorth ClarendonSeptember 24 to September 27$626
CLTNorth ClarendonOctober 16 to October 18$736
EWRWest LebanonSeptember 11 to September 26$763
TPAWest LebanonSeptember 25 to September 27$775
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLNorth ClarendonAugust 29 to September 1$581
JFKWest LebanonAugust 29 to August 30$596
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Follansbee Inn
3.0-star property

Follansbee Inn

Oct 9 - Oct 12

3 night stay

San Juan (SJU) to Lebanon (LEB)

United • Non-stop roundtrip • Coach
Price was $800, price is now $650 per person
$650
per person
found 1 day ago
The Landgrove
3.5-star property

The Landgrove

Oct 11 - Oct 17

6 night stay

Memphis (MEM) to Rutland (RUT)

Delta • Non-stop roundtrip • Coach
Price was $1,325, price is now $969 per person
$969
per person
found 22 hours ago
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0-star property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Oct 11 - Oct 17

6 night stay

Memphis (MEM) to Rutland (RUT)

Delta • Non-stop roundtrip • Coach
Price was $1,211, price is now $1,036 per person
$1,036
per person
found 22 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.
Opens in a new windowMy Place Hotel-Randolph VT
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 Loon Mountain Resort are located nearby.
9/10 Wonderful! (1,431 reviews)
"The beds were pretty uncomfortable, no supplies given for the kitchen (dish soap, plates,dishes) and a few things needed to be fixed in our room (doors, floor), but it was all in all a good stay- plenty to do for the kids (indoor and outdoor pool, game room) and free breakfast was an added plus. ..."

Reviewed on Aug 23, 2026

Opens in a new windowWoodwards White Mountain Resort, BW Signature Collection
Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

2.5 out of 5
21 Railroad St Lincoln NH
Book a stay at this golf hotel in Lincoln. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Loon Mountain Resort and Flume Gorge are located nearby.
Opens in a new windowHoliday Inn Express & Suites Lincoln East - White Mountains by IHG
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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 Loon Mountain Resort are located nearby.
8.6/10 Excellent! (1,034 reviews)
"I’ll start by saying that I would have no problem going back to this property, BUT for me the cost didn’t align with the property and would likely be the reason I don’t go back. Everything is dated, everything. It was clean but didn’t have a clean feel, too many decades soaked into everything. Small ..."

Reviewed on Aug 22, 2026

Opens in a new windowIndian Head Resort
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 $155 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 November. 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. $155 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 $155 and $775. 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.