Search Cheap Flights to
Bennington

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Bennington Flights as Low as $200

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

Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$200 Roundtrip, found 9 hours ago
$200
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $200 found 9 hours ago
Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$203 Roundtrip, found 9 hours ago
$203
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $203 found 9 hours ago
Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$205 Roundtrip, found 9 hours ago
$205
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $205 found 9 hours ago
Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$210 Roundtrip, found 9 hours ago
$210
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $210 found 9 hours ago
Breeze Airways
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$213 Roundtrip, found 9 hours ago
$213
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $213 found 9 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$216 Roundtrip, found 10 hours ago
$216
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Aug 13, priced at $216 found 10 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$221 Roundtrip, found 10 hours ago
$221
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Aug 13, priced at $221 found 10 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$226 Roundtrip, found 10 hours ago
$226
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sun, Aug 2 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Aug 13, priced at $226 found 10 hours ago
American Airlines
Thu, May 28 - Sun, May 31
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$281 Roundtrip, found 9 hours ago
$281
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, May 28 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, May 31, priced at $281 found 9 hours ago
American Airlines
Tue, Jun 23 - Wed, Jul 1
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 23 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, Jul 1, priced at $291 found 3 days ago
Bargain Flight
Tue, Jun 2 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$380 Roundtrip, found 9 hours ago
$380
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Jun 16, priced at $380 found 9 hours ago
American Airlines
Tue, Jun 9 - Tue, Jun 16
LGA
LaGuardia
MHT
Manchester-Boston Regional
$401 Roundtrip, found 4 days ago
$401
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Jun 9 from LaGuardia to Manchester-Boston Regional, returning Tue, Jun 16, priced at $401 found 4 days ago
American Airlines
Fri, Jul 17 - Mon, Jul 20
BNA
Nashville Intl.
MHT
Manchester-Boston Regional
$415 Roundtrip, found 22 hours ago
$415
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Fri, Jul 17 from Nashville Intl. to Manchester-Boston Regional, returning Mon, Jul 20, priced at $415 found 22 hours ago
United
Fri, Sep 11 - Sun, Sep 13
EWR
Newark Liberty Intl. Airport
MHT
Manchester-Boston Regional
$443 Roundtrip, found 4 hours ago
$443
Roundtrip
found 4 hours ago
Select United flight, departing Fri, Sep 11 from Newark Liberty Intl. Airport to Manchester-Boston Regional, returning Sun, Sep 13, priced at $443 found 4 hours ago
JetBlue Airways
Tue, Sep 8 - Thu, Sep 10
LGA
LaGuardia
MHT
Manchester-Boston Regional
$473 Roundtrip, found 4 hours ago
$473
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Sep 8 from LaGuardia to Manchester-Boston Regional, returning Thu, Sep 10, priced at $473 found 4 hours ago
American Airlines
Thu, Sep 10 - Sun, Sep 20
JFK
John F. Kennedy Intl.
MHT
Manchester-Boston Regional
$593 Roundtrip, found 4 hours ago
$593
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Sep 10 from John F. Kennedy Intl. to Manchester-Boston Regional, returning Sun, Sep 20, priced at $593 found 4 hours ago

Cheap Flights to Bennington

Fall in love at first flight with your vacation to Bennington by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Bennington on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Bennington, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Bennington

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Bennington with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MHT airport.

What is the cheapest month to fly to Bennington?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Bennington are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Bennington?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Bennington.

What airport is best to fly into Bennington?

When you’re planning your trip to Bennington, convenience is the name of the game. Luckily, Bennington Manchester-Boston Regional Airport is nearby so you can deplane and get going on checking off everything on your Bennington must-do list.

How much are flights to Bennington?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Bennington on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $200, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Bennington?

The trick to saving a stack of cash on your flight to Bennington? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $200 right now, why wait?

Bennington Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$200

Last Minute Hotel Deals in Bennington

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
Clean rooms, the full breakfast was a great addition! Friendly staff, clean pool!!!

Reviewed on May 14, 2026

Get rates
Best Western Plus Keene Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
The hotel room was exceptionally clean and well maintained. The bed linens and bathroom were spotless, and the entire room smelled fresh upon arrival.

Reviewed on May 12, 2026

Get rates
Keene Elm City Hotel, an Ascend Collection Hotel
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

3 out of 5
30 Main Street Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (773 reviews)
Centrally located and close to restaurants.

Reviewed on May 13, 2026

Get rates
Fairfield Inn & Suites by Marriott Keene Downtown
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (385 reviews)
Clean rooms, good location, easy parking, excellent service!

Reviewed on May 7, 2026

Get rates
Hampton Inn & Suites Keene
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
Stay at this guesthouse in Keene. Enjoy free WiFi, free parking, and a picnic area. Popular attractions CC&H Framing / Pepper Pete's Hot Shop and Central Square ...
9.6/10 Exceptional! (165 reviews)
Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene.

Reviewed on May 14, 2026

Get rates
The Burrell House
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,000 reviews)
Startbucks open longer. Breakfast open later

Reviewed on May 13, 2026

Get rates
Courtyard by Marriott Keene Downtown
The Birchwood Inn

The Birchwood Inn

3.5 out of 5
340 Senator Tobey Highway Temple NH
Stay at this inn in Temple. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Solon ...
9.4/10 Exceptional! (227 reviews)
A true old inn, private bathrooms, sitting room and a comfortable bed. Coffee, snacks and breakfast items in each room. The food in the restaurant was exceptional. Friendly staff.

Reviewed on May 3, 2026

Get rates
The Birchwood Inn
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
80 Concord Street Peterborough NH
Stay at this hotel in Peterborough. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Mariposa ...
9.2/10 Wonderful! (462 reviews)
Close to town for shopping and restaurants. We enjoyed Waterhouse and Harlow's Pub. Heard that the Pearl is amazing but did not make it there. Brady's Grill, Beepa and Lulu's Restaurant are in walking distance. Visited Monadnock Eats which is great for grab n go. The last night we enjoyed a firepit ...

Reviewed on May 8, 2026

Get rates
Riverhouse by Weekender (Formerly Jack Daniels Inn)
See all 325 properties in Bennington
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.