Cheap Flights to Orange County from $76 (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.

Wed, Dec 23 - Fri, Jan 1
BOS
Logan Intl.
LEB
Lebanon Municipal
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select Cape Air flight, departing Wed, Dec 23 from Logan Intl. to Lebanon Municipal, returning Fri, Jan 1, priced at $145 found 4 days ago
Fri, Nov 20 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Cape Air flight, departing Fri, Nov 20 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $155 found 3 days ago
Fri, Nov 20 - Sun, Nov 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Cape Air flight, departing Fri, Nov 20 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 29, priced at $165 found 3 days ago
Tue, Sep 8 - Tue, Sep 8
BOS
Logan Intl.
LEB
Lebanon Municipal
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Cape Air flight, departing Tue, Sep 8 from Logan Intl. to Lebanon Municipal, returning Tue, Sep 8, priced at $172 found 2 days ago
Mon, Sep 7 - Tue, Sep 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Sep 7 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 8, priced at $172 found 1 day ago
Sat, Sep 26 - Fri, Oct 2
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, Sep 26 from Logan Intl. to Lebanon Municipal, returning Fri, Oct 2, priced at $175 found 2 days ago
Wed, Sep 9 - Sun, Sep 13
BOS
Logan Intl.
LEB
Lebanon Municipal
$178 Roundtrip, found 13 hours ago
$178
Roundtrip
found 13 hours ago
Select Cape Air flight, departing Wed, Sep 9 from Logan Intl. to Lebanon Municipal, returning Sun, Sep 13, priced at $178 found 13 hours ago
Thu, Oct 1 - Mon, Oct 5
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 Thu, Oct 1 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Oct 5, priced at $180 found 1 day ago
OriginDestinationTravel DatesFlights From*
DCAWest LebanonDecember 3 to December 6$310
JFKWest LebanonOctober 3 to October 4$458
JFKNorth ClarendonOctober 10 to October 13$465
PHLWest LebanonSeptember 27 to September 30$468
PHLNorth ClarendonDecember 4 to December 6$472
DENNorth ClarendonOctober 29 to November 2$504
DENWest LebanonSeptember 21 to September 25$521
EWRNorth ClarendonSeptember 20 to September 22$552
DCANorth ClarendonOctober 2 to October 9$582
ATLNorth ClarendonOctober 5 to October 9$632
LAXNorth ClarendonNovember 6 to November 13$634
LAXWest LebanonSeptember 19 to September 22$638
CLTNorth ClarendonOctober 22 to October 25$645
CLTWest LebanonOctober 2 to October 4$706
ATLWest LebanonNovember 25 to November 29$744
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXNorth ClarendonSeptember 11 to September 14$885
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

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

Sep 27 - Oct 3

6 night stay

Orlando (MCO) to Rutland (RUT)

Southwest Airlines • Coach

Rutland (RUT) to Orlando (MCO)

American Airlines • Coach
Save 100% on your flight
Price was $1,210, price is now $909 per person
$909
per person
found 1 day ago
Castle Hill Resort And Spa
3.5-star property

Castle Hill Resort And Spa

Oct 2 - Oct 5

3 night stay

Long Beach (LGB) to Rutland (RUT)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,429, price is now $1,109 per person
$1,109
per person
found 1 day ago
Long Trail House at Stratton Mountain Resort
3.0-star property

Long Trail House at Stratton Mountain Resort

Oct 2 - Oct 5

3 night stay

Long Beach (LGB) to Rutland (RUT)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,251, price is now $1,037 per person
$1,037
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.
9.4/10 Exceptional! (539 reviews)
"The staff was polite, helpful and kind even after we arrive at 2 am. The parking was clean, well illuminated, spacious and safe. From the lobby to the elevator, stairs and room all were clean. The room areas (bathroom, bed area, and kitchen) were clean and comfortable. The beds were perfect and helped ..."

Reviewed on Sep 4, 2026

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! (1,440 reviews)
"The room was clean and the staff were very nice."

Reviewed on Sep 5, 2026

Opens in a new windowWoodwards White Mountain Resort, BW Signature Collection
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
9.4/10 Exceptional! (1,319 reviews)
"The property is older but very well maintained. Nice staff. Had laundry facilities, which was a plus for me. 24-hour coffee and juice."

Reviewed on Sep 4, 2026

Opens in a new windowAlign Inn Vermont
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Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Barrette Center for the Arts and New England Transportation Institute and Museum are located nearby.
Opens in a new windowFireside Inn & Suites West Lebanon
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 $145 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 December. 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. $145 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 $145 and $885. 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.