Cheap Flights to Bennington County from $49 (2026/2027)

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Manchester

Flights
Manchester

How Much Does it Cost To Fly To Bennington County?

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

Thu, Nov 5 - Thu, Nov 12
SFB
Orlando Sanford Intl.
ALB
Albany Intl.
$90 Roundtrip, found 5 hours ago
$90
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Thu, Nov 5 from Orlando Sanford Intl. to Albany Intl., returning Thu, Nov 12, priced at $90 found 5 hours ago
Sun, Sep 6 - Thu, Sep 10
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Allegiant Air flight, departing Sun, Sep 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Thu, Sep 10, priced at $98 just found
Sun, Jan 24 - Tue, Feb 2
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$107 Roundtrip, found 9 hours ago
$107
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sun, Jan 24 from Raleigh - Durham Intl. to Albany Intl., returning Tue, Feb 2, priced at $107 found 9 hours ago
Sat, Nov 21 - Sat, Nov 28
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 2 hours ago
$180
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Sat, Nov 21 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 28, priced at $180 found 2 hours ago
Sun, Sep 6 - Thu, Sep 10
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 9 hours ago
$183
Roundtrip
found 9 hours ago
Select Cape Air flight, departing Sun, Sep 6 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 10, priced at $183 found 9 hours ago
Tue, Sep 29 - Tue, Sep 29
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select Cape Air flight, departing Tue, Sep 29 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $187 found 3 days ago
Fri, Oct 16 - Sun, Oct 18
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 6 days ago
$190
Roundtrip
found 6 days ago
Select Cape Air flight, departing Fri, Oct 16 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, Oct 18, priced at $190 found 6 days ago
Wed, Nov 11 - Sat, Nov 14
CVG
Cincinnati - Northern Kentucky Intl.
ALB
Albany Intl.
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Cincinnati - Northern Kentucky Intl. to Albany Intl., returning Sat, Nov 14, priced at $303 found 1 day ago
Thu, Oct 15 - Wed, Oct 21
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$309 Roundtrip, found 5 hours ago
$309
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Oct 15 from Dallas-Fort Worth Intl. to Albany Intl., returning Wed, Oct 21, priced at $309 found 5 hours ago
Wed, Nov 11 - Sat, Nov 14
CVG
Cincinnati - Northern Kentucky Intl.
ALB
Albany Intl.
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 11 from Cincinnati - Northern Kentucky Intl. to Albany Intl., returning Sat, Nov 14, priced at $309 found 1 day ago
Wed, Nov 11 - Sat, Nov 14
CVG
Cincinnati - Northern Kentucky Intl.
ALB
Albany Intl.
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 11 from Cincinnati - Northern Kentucky Intl. to Albany Intl., returning Sat, Nov 14, priced at $309 found 1 day ago
OriginDestinationTravel DatesFlights From*
PIELathamDecember 4 to December 7$92
DCALathamSeptember 15 to September 16$197
MCOLathamOctober 29 to November 2$213
ORDLathamOctober 8 to October 10$257
SJULathamSeptember 10 to September 19$278
ATLLathamOctober 21 to October 24$302
LAXLathamNovember 2 to November 3$376
DCANorth ClarendonSeptember 7 to September 9$386
DENNorth ClarendonOctober 29 to November 1$522
TPANorth ClarendonOctober 3 to October 6$534
LAXNorth ClarendonNovember 6 to November 9$544
MCONorth ClarendonOctober 9 to October 13$546
FLLNorth ClarendonSeptember 10 to September 15$584
ATLNorth ClarendonSeptember 24 to September 27$626
CLTNorth ClarendonOctober 16 to October 18$736
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLLathamAugust 30 to September 10$160
PIELathamAugust 28 to September 4$322
DCALathamAugust 28 to August 30$349
SJULathamAugust 28 to August 29$446
ORDLathamAugust 29 to August 30$456
MCOLathamAugust 28 to August 31$457
CLTLathamAugust 28 to September 1$505
ATLLathamAugust 28 to September 4$509
LAXLathamAugust 29 to September 2$678
DENLathamAugust 30 to September 3$788
*Prices include taxes and fees

Best Bennington County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge
3.0-star property

Berkshire Mountain Lodge

Oct 29 - Nov 2

4 night stay

San Juan (SJU) to Albany (ALB)

JetBlue Airways • Roundtrip • Coach
Price was $621, price is now $493 per person
$493
per person
found 1 day ago
The Whitlock
2.0-star property

The Whitlock

Oct 29 - Nov 2

4 night stay

San Juan (SJU) to Albany (ALB)

JetBlue Airways • Roundtrip • Coach
Price was $856, price is now $644 per person
$644
per person
found 1 day ago
Jackson Gore Village, A Vail Resorts Property
3.0-star property

Jackson Gore Village, A Vail Resorts Property

Oct 29 - Nov 2

4 night stay

Fort Lauderdale (FLL) to Springfield (VSF)

JetBlue Airways • Roundtrip • Coach
Price was $693, price is now $556 per person
$556
per person
found 1 day ago
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Travelers ❤️ These Bennington County 🏨

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
8.2/10 Very Good! (1,009 reviews)
"The staff was incredibly helpful and the breakfast was homemade not powdered eggs. Down side was the walls were a bit thin. Rooms were well appointed and it’s in a great location. I was there to volunteer for a RAm event and a lot of us stayed there. Next year I would stay there again. Maybe we can ..."

Reviewed on Aug 21, 2026

Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
9.4/10 Exceptional! (862 reviews)
"A few unexpected extra charges for property fees"

Reviewed on Aug 17, 2026

Opens in a new windowKimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
7.4/10 Good! (659 reviews)
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."

Reviewed on Aug 16, 2026

Opens in a new windowThe Equinox Golf Resort & Spa
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The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lye Brook Falls and Dana L. Thompson Memorial Park are located nearby.
Opens in a new windowThe Palmer House Resort, an Ascend Collection Hotel
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 Bennington County?
Some thrifty travelers booked a roundtrip flight to Bennington County for as little as $90 over the last seven days. If you spot a bargain, grab it quickly. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Bennington County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Bennington County?
You can choose from 20 airline companies when you want to arrange your flight to Bennington County. Let American Airlines fly you there. This well-known air carrier offers 381 services each month to Pownal, Bennington County's primary city.
What is the cheapest month to fly to Bennington County?
Spend more of your money on great adventures rather than airfares by flying to Bennington County in November. This is the most affordable time to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Have a look at our range of flights and get away from it all without breaking your budget.
How can I check my flight status to Bennington County?
Check for updates on your flight to Bennington County, make tweaks to your journey and much more from our useful Trips portal. Found at the top of the Travelocity homepage, it's your one-stop shop for managing your bookings. All you need to do is sign in or open an account in seconds. Wise wanderers can also take advantage of the Travelocity app. You'll get alerts for any gate changes and flight delays, along with the ability to view deals on rental cars, hotels and activities while you're on the go. If you have family flying with you, it's also a neat way to share your travel itinerary with each other.
How do I find the best deals on flights to Bennington County?
Be flexible with your travel dates and there's a strong chance you'll find an awesome deal. After you've searched for flights on Travelocity, tap on the "Flexible dates" box above your results to reveal prices for surrounding days. Also try to book ahead and avoid the busy tourist season. In the last seven days, the lowest price for a return flight to Bennington County was $90. 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 Bennington County with Travelocity?
Where to start! With cheap flights to Bennington County, accommodations and activities, you'll discover everything you need for an awesome getaway with Travelocity. Lock in your cheap family flights and make use of our round-the-clock social media support and free cancellations on select hotels if necessary. Our goal is to offer hassle-free travel when you book with us so that you can spend less time worrying and more time making memories with your travel buddies.
What are the most popular flight routes to Bennington County?
With fantastic connections, securing flights to Bennington County is stress-free. Here are several of the main flight routes to this must-see travel destination:

  • Chicago, IL (ORD-O'Hare Intl.) to Albany Intl. Airport (ALB) - 1,122 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 706 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 689 flights a month.

How much is a flight to Bennington County on average?
In the last seven days, roundtrip flights to Bennington County were priced between $90 and $788. No matter what sort of ticket you're after, we've got some terrific deals to help you keep within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Bennington County?
The length of your direct flight to Bennington County mostly depends on your starting point. If you'd like an idea of what to expect, here are the average flight times for a few in-demand routes to Bennington County:

  • Chicago, IL (ORD-O'Hare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 1 minute
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 1 hour and 32 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 1 hour and 16 minutes

What can I expect on a flight to Bennington County?
That mainly depends on where you're taking off from and which airline company you're flying with. You'll likely find all sorts of flights to Bennington County, from business class trips to cheap flights for family vacations. For long-haul flights, airlines will generally offer hot meals and entertainment as well as games to keep your little ones amused.