Flights To Cheshire County - Cheap Flights Starting at CA $117

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Keene

Flights
Keene

How Much Does it Cost To Fly To Cheshire County?

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

Thu, Sep 24 - Wed, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $245 Roundtrip, found 6 days ago
CA $245
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Sep 30, priced at CA $245 found 6 days ago
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $312 Roundtrip, found 6 days ago
CA $312
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Jun 6, priced at CA $312 found 6 days ago
Fri, Jun 19 - Mon, Jun 22
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $333 Roundtrip, found 6 days ago
CA $333
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jun 19 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Jun 22, priced at CA $333 found 6 days ago
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $340 Roundtrip, found 6 days ago
CA $340
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Jun 6, priced at CA $340 found 6 days ago
Fri, Oct 30 - Mon, Nov 9
MYR
Myrtle Beach Intl.
MHT
Manchester-Boston Regional
CA $370 Roundtrip, found 6 hours ago
CA $370
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Oct 30 from Myrtle Beach Intl. to Manchester-Boston Regional, returning Mon, Nov 9, priced at CA $370 found 6 hours ago
Sun, Jun 21 - Mon, Jun 22
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $383 Roundtrip, found 6 days ago
CA $383
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Jun 21 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Jun 22, priced at CA $383 found 6 days ago
Fri, Oct 30 - Fri, Nov 6
MYR
Myrtle Beach Intl.
MHT
Manchester-Boston Regional
CA $399 Roundtrip, found 6 hours ago
CA $399
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Oct 30 from Myrtle Beach Intl. to Manchester-Boston Regional, returning Fri, Nov 6, priced at CA $399 found 6 hours ago
Thu, Aug 13 - Mon, Aug 17
MCO
Orlando Intl.
ORH
Worcester Regional
CA $403 Roundtrip, found 2 days ago
CA $403
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Orlando Intl. to Worcester Regional, returning Mon, Aug 17, priced at CA $403 found 2 days ago
Tue, Jun 16 - Wed, Jun 17
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $538 Roundtrip, found 3 days ago
CA $538
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 16 from Pearson Intl. to Worcester Regional, returning Wed, Jun 17, priced at CA $538 found 3 days ago
Tue, Jun 16 - Wed, Jun 17
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $580 Roundtrip, found 3 days ago
CA $580
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 16 from Pearson Intl. to Worcester Regional, returning Wed, Jun 17, priced at CA $580 found 3 days ago
Tue, Jun 16 - Wed, Jun 17
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $585 Roundtrip, found 3 days ago
CA $585
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 16 from Pearson Intl. to Worcester Regional, returning Wed, Jun 17, priced at CA $585 found 3 days ago
OriginDestinationTravel datesFlights from*
MCOLondonderryJune 19 to June 22CA $333
MCOWorcesterAugust 13 to August 17CA $403
TPAWorcesterJuly 16 to July 20CA $446
RDULondonderryAugust 6 to August 16CA $453
DCAWorcesterJune 11 to June 13CA $573
TPALondonderryAugust 21 to August 24CA $590
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOLondonderryMay 30 to June 6CA $312
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Mt. Snow
3.0-star property

Hideaway Inn Mt. Snow

Jun 10 - Jun 12

2 night stay

Toronto (YYZ) to Springfield (VSF)

Porter Airlines • Roundtrip • Coach
Price was CA $531, price is now CA $481 per person
CA $481
per person
found 1 day ago
Exeter Inn
3.5-star property

Exeter Inn

Jul 25 - Jul 27

2 night stay

Toronto (YYZ) to Manchester (MHT)

Porter Airlines • Roundtrip • Coach
Price was CA $737, price is now CA $619 per person
CA $619
per person
found 12 hours ago
Christmas Farm Inn and Spa
3.0-star property

Christmas Farm Inn and Spa

Jun 10 - Jun 12

2 night stay

Toronto (YYZ) to Manchester (MHT)

Air Transat • Roundtrip • Coach
Price was CA $612, price is now CA $569 per person
CA $569
per person
found 1 day ago
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Travelers ❤️ These Cheshire County 🏨

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 in our reviews. Popular attractions Ashuelot River and Redfern Arts Center are located nearby.
8.4/10 Very Good! (1,003 reviews)
"This place is a dump Pretty much a motel Looks and smells dirty The curtains in bathroom are filthy The tub is disgusting and black No pride in the upkeep of this property Dirty walls and carpets Exposed outlets Didn’t even clean our room I only stayed here because Hampton inn was sold out NEVERRR ..."

Reviewed on May 25, 2026

Opens in a new windowBest Western Plus Keene Hotel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road 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. Popular attractions Ashuelot River and Cheshire Children's Museum are located nearby.
7/10 Good! (1,002 reviews)
"The hotel is visibly aging and requires both upgrades and basic maintenance. During my stay, multiple room fixtures did not function properly, including the sink and the toilet. Additionally, the breakfast bar was sparse; there were no juices or standard breakfast beverages available, leaving water ..."

Reviewed on May 25, 2026

Opens in a new windowDays Inn by Wyndham Keene NH
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 in our reviews. Popular attractions Ashuelot River and Cheshire Children's Museum are located nearby.
8.6/10 Excellent! (1,006 reviews)
"Everything was OK, except for the coffee they use (Folgers) It was almosty undrinkable;bitter and harsh."

Reviewed on May 25, 2026

Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
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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 in our reviews. Popular attractions Ashuelot River and Cheshire Children's Museum are located nearby.
8.8/10 Excellent! (385 reviews)
"Clean rooms, good location, easy parking, excellent service!"

Reviewed on May 7, 2026

Opens in a new windowHampton Inn & Suites Keene
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 Cheshire County?
Travelers booked a roundtrip flight to Cheshire County for as little as CA $245 during the last seven days. If you find a bargain, act quick. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Cheshire County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Cheshire County?
For your best chance at scoring a superb flight deal, time your vacation sometime during September. According to Travelocity's direct flight demand from January to December last year, it's the cheapest period to hop on a plane to Cheshire County.
How can I check my flight status to Cheshire County?
There are a few useful ways to track your flight status. You can find all the important info in our "Trips" portal, which is located at the top right of our homepage. Sign in or create a new account in seconds — you can then access and make changes to your bookings whenever you want to. For those on the go, the Travelocity app can also help you check the status of your flight to Cheshire 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 Cheshire County?
Here are our tips — book well in advance, avoid peak season and be flexible with your dates. If you don't have a specific date in mind, search for your flight to Cheshire County on Travelocity and click on "Flexible dates" above your results. This will help you find any cheaper tickets on a nearby day. CA $245 was the best price for a roundtrip flight to Cheshire 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 Cheshire County with Travelocity?
An awesome vacation is just a click away when you organize your trip with Travelocity. With competitive deals on cheap family flights, hotels, activities and rental cars, we make it simple to find the best prices for you. You can also use our 24/7 customer assistance and free cancellation policies on most hotels during every stage of the process. Wander with us and score your cheap flights to Cheshire County today.
What are the most popular flight routes to Cheshire County?
Whether you're organizing a short trip or a lengthy vacation, we can help you find your flight to Cheshire County. Main flight routes to this destination include:

  • Philadelphia, PA (PHL-Philadelphia Intl.) to Manchester-Boston Regional Airport (MHT) - 645 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Manchester-Boston Regional Airport (MHT) - 624 flights a month.
  • Washington, DC (IAD-Washington Dulles Intl.) to Manchester-Boston Regional Airport (MHT) - 424 flights a month.

How much is a flight to Cheshire County on average?
Get your next trip off to the best start by nabbing a fantastic deal with Travelocity. In the last seven days, roundtrip flights to Cheshire County cost between CA $245 and CA $590. Have a look at our site and lock in an airfare that's within 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.