Flights To Cheshire County - Cheap Flights Starting at CA $91

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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.

Wed, Oct 21 - Sat, Oct 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $281 Roundtrip, found 1 day ago
CA $281
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 21 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 31, priced at CA $281 found 1 day ago
Fri, Jan 15 - Mon, Jan 18
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
CA $385 Roundtrip, found 1 day ago
CA $385
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 15 from Tampa Intl. to Manchester-Boston Regional, returning Mon, Jan 18, priced at CA $385 found 1 day ago
Thu, Dec 10 - Tue, Jan 12
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $435 Roundtrip, just found
CA $435
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 10 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Jan 12, priced at CA $435 just found
Sat, Oct 17 - Sat, Oct 24
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $486 Roundtrip, found 5 days ago
CA $486
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Oct 17 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 24, priced at CA $486 found 5 days ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
ORH
Worcester Regional
CA $614 Roundtrip, found 1 day ago
CA $614
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 24 from Orlando Intl. to Worcester Regional, returning Sat, Oct 31, priced at CA $614 found 1 day ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
ORH
Worcester Regional
CA $644 Roundtrip, found 1 day ago
CA $644
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 24 from Orlando Intl. to Worcester Regional, returning Sat, Oct 31, priced at CA $644 found 1 day ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
ORH
Worcester Regional
CA $652 Roundtrip, found 1 day ago
CA $652
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 24 from Orlando Intl. to Worcester Regional, returning Sat, Oct 31, priced at CA $652 found 1 day ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
ORH
Worcester Regional
CA $711 Roundtrip, found 1 day ago
CA $711
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 24 from Orlando Intl. to Worcester Regional, returning Sat, Oct 31, priced at CA $711 found 1 day ago
Fri, Nov 6 - Fri, Nov 13
YYZ
Pearson Intl.
MHT
Manchester-Boston Regional
CA $918 Roundtrip, found 23 hours ago
CA $918
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Pearson Intl. to Manchester-Boston Regional, returning Fri, Nov 13, priced at CA $918 found 23 hours ago
Fri, Nov 6 - Fri, Nov 13
YYZ
Pearson Intl.
MHT
Manchester-Boston Regional
CA $968 Roundtrip, found 23 hours ago
CA $968
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Pearson Intl. to Manchester-Boston Regional, returning Fri, Nov 13, priced at CA $968 found 23 hours ago
Fri, Nov 6 - Fri, Nov 13
YYZ
Pearson Intl.
MHT
Manchester-Boston Regional
CA $994 Roundtrip, found 23 hours ago
CA $994
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Pearson Intl. to Manchester-Boston Regional, returning Fri, Nov 13, priced at CA $994 found 23 hours ago
OriginDestinationTravel datesFlights from*
TPALondonderryJanuary 15 to January 18CA $385
MCOLondonderryDecember 10 to January 12CA $435
MCOWorcesterOctober 24 to October 31CA $614
LGAWorcesterOctober 30 to October 31CA $858
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Exeter Inn
3.5-star property

Exeter Inn

Dec 24 - Dec 28

4 night stay

Toronto (YTO) to Manchester (MHT)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $861, price is now CA $768 per person
CA $768
per person
found 1 day ago
The Grand at Bedford Village Inn
5.0-star property

The Grand at Bedford Village Inn

Oct 26 - Nov 2

7 night stay

Toronto (YYZ) to Manchester (MHT)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,436, price is now CA $1,831 per person
CA $1,831
per person
found 1 day ago
The Hotel Concord
3.5-star property

The Hotel Concord

Oct 26 - Nov 2

7 night stay

Toronto (YYZ) to Manchester (MHT)

Porter Airlines • Roundtrip • Coach
Price was CA $2,642, price is now CA $2,263 per person
CA $2,263
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.
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.
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.
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.
9.6/10 Exceptional! (693 reviews)
"great views of the river and the room was very clean. Strange parking lot, Everyone at the hotel was very helpful 9/10"

Reviewed on Oct 8, 2026

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 CA $281 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 October. 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 $281 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 $281 and CA $994. 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.