Cheap Flights to Cheshire County from $56 (2026/2027)

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Keene

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Keene
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Jaffrey

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Jaffrey

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, Jan 21 - Thu, Jan 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$112 Roundtrip, found 11 hours ago
$112
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Jan 28, priced at $112 found 11 hours ago
Thu, Jan 7 - Sun, Jan 10
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Jan 10, priced at $117 found 1 hour ago
Tue, Dec 8 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$122 Roundtrip, found 17 hours ago
$122
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $122 found 17 hours ago
Sun, Jan 10 - Thu, Jan 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, Jan 10 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Jan 14, priced at $127 found 3 days ago
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Dec 16, priced at $142 found 1 hour ago
Wed, Jan 27 - Tue, Feb 2
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jan 27 from Southwest Florida Intl. to Manchester-Boston Regional, returning Tue, Feb 2, priced at $153 found 3 days ago
Thu, Dec 3 - Sat, Dec 12
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Dec 3 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Dec 12, priced at $207 found 3 days ago
Thu, Dec 3 - Sat, Dec 12
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Dec 3 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Dec 12, priced at $207 found 3 days ago
Tue, Nov 10 - Wed, Nov 11
FLL
Fort Lauderdale - Hollywood Intl.
MHT
Manchester-Boston Regional
$257 Roundtrip, found 1 hour ago
$257
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Nov 10 from Fort Lauderdale - Hollywood Intl. to Manchester-Boston Regional, returning Wed, Nov 11, priced at $257 found 1 hour ago
Sat, Nov 14 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 14 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Nov 17, priced at $257 found 1 day ago
OriginDestinationTravel DatesFlights From*
MCOLondonderryDecember 9 to December 16$142
TPALondonderryJanuary 22 to January 25$214
DCALondonderryNovember 23 to November 24$267
TPAWorcesterNovember 4 to November 5$272
DENLondonderryDecember 30 to January 5$287
DCAWorcesterNovember 19 to November 22$287
CLTLondonderryNovember 13 to November 17$325
ATLWorcesterOctober 26 to October 30$335
ATLLondonderryNovember 13 to November 15$364
PHLLondonderryDecember 11 to December 14$366
MCOWorcesterNovember 24 to November 28$395
DENWorcesterOctober 29 to November 1$410
LGALondonderryNovember 13 to November 15$463
PHLWorcesterOctober 30 to October 31$468
CLTWorcesterNovember 20 to December 5$591
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DCALondonderryOctober 17 to October 24$318
MCOLondonderryOctober 16 to October 28$395
MCOWorcesterOctober 17 to October 26$428
LGAWorcesterOctober 18 to October 19$432
PHLWorcesterOctober 17 to October 31$432
TPALondonderryOctober 16 to October 19$475
ATLWorcesterOctober 16 to November 1$529
CLTLondonderryOctober 18 to October 25$546
DENLondonderryOctober 17 to October 21$610
ATLLondonderryOctober 17 to October 22$618
PHLLondonderryOctober 17 to October 18$643
DCAWorcesterOctober 18 to October 19$727
LGALondonderryOctober 16 to October 18$744
TPAWorcesterOctober 17 to October 18$827
DENWorcesterOctober 16 to October 18$937
*Prices include taxes and fees

Best Cheshire County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Sunny G B&B
2.5-star property

The Sunny G B&B

Nov 13 - Nov 16

3 night stay

Atlanta (ATL) to Manchester (MHT)

Frontier Airlines • Roundtrip • Coach
Price was $577, price is now $418 per person
$418
per person
found 24 hours ago
Cold Spring Plymouth Resort
3.5-star property

Cold Spring Plymouth Resort

Nov 13 - Nov 16

3 night stay

Atlanta (ATL) to Manchester (MHT)

Frontier Airlines • Roundtrip • Coach
Price was $593, price is now $474 per person
$474
per person
found 24 hours ago
InnSeason Resorts Pollard Brook
3.0-star property

InnSeason Resorts Pollard Brook

Nov 13 - Nov 16

3 night stay

Atlanta (ATL) to Manchester (MHT)

Frontier Airlines • Roundtrip • Coach
Price was $570, price is now $456 per person
$456
per person
found 24 hours ago
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See all available trips from Atlanta to Cheshire County
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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.
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 bed was very comfortable but the hotel was an absolute dirty dump!"

Reviewed on Oct 9, 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! (1,002 reviews)
"The room was clean. Staff was very friendly. The breakfast was OK. Exactly what I needed."

Reviewed on Oct 10, 2026

Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
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Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 out of 5
20 Riverside Drive West Chesterfield NH
Book a stay at this business-friendly hotel in West Chesterfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Opens in a new windowRiverside Hotel, 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 Cheshire County?
Travelers booked a roundtrip flight to Cheshire County for as little as $112 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 January. 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. $112 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 $112 and $937. 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.
How long is the average flight to Cheshire County?
Below are a handful of leading direct flights to Cheshire County including their average flight duration:

  • Philadelphia, PA (PHL-Philadelphia Intl.) to Manchester-Boston Regional Airport (MHT) - 1 hour and 27 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Manchester-Boston Regional Airport (MHT) - 2 hours and 12 minutes
  • Washington, DC (IAD-Washington Dulles Intl.) to Manchester-Boston Regional Airport (MHT) - 1 hour and 41 minutes

What can I expect on a flight to Cheshire County?
That all depends on where you're leaving from and which air carrier you're traveling with. You'll likely find all sorts of flights to Cheshire County, from business class trips to cheap flights for family vacations. If a flight is classed as long haul, the airline will typically provide entertainment and hot meals as well as games for the youngsters.