$56 Cheap flights to Cheshire County

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Top places to visit in Cheshire County

A street with historic buildings, a church steeple, and autumn foliage.
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Keene

Keene

Cheap flights to Cheshire County from $56 One Way, $107 Round Trip

$107 return flights and $56 one-way flights to Cheshire County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 21 - Tue, Jan 26
RDU
Raleigh
MHT
Manchester
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jan 21 from Raleigh to Manchester, returning Tue, Jan 26, priced at $107 found 3 days ago
Sat, Sep 26 - Wed, Sep 30
RSW
Fort Myers
MHT
Manchester
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 26 from Fort Myers to Manchester, returning Wed, Sep 30, priced at $144 found 3 days ago
Sat, Jan 23 - Sat, Jan 30
MCO
Orlando
MHT
Manchester
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Orlando to Manchester, returning Sat, Jan 30, priced at $149 found 2 days ago
Sun, Aug 30 - Wed, Sep 2
TPA
Tampa
MHT
Manchester
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 30 from Tampa to Manchester, returning Wed, Sep 2, priced at $232 found 1 day ago
Sat, Oct 3 - Sat, Oct 10
MCO
Orlando
MHT
Manchester
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Oct 3 from Orlando to Manchester, returning Sat, Oct 10, priced at $257 found 4 days ago
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando
MHT
Manchester
$277 Roundtrip, found 16 hours ago
$277
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Sep 30 from Orlando to Manchester, returning Tue, Oct 6, priced at $277 found 16 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOLondonderryAugust 8 to August 22$233
DCALondonderryAugust 8 to August 12$293
TPALondonderryAugust 7 to August 12$363
RDULondonderryAugust 9 to August 16$373
MCOWorcesterAugust 8 to August 12$478
TPAWorcesterAugust 9 to August 12$494
CLTLondonderryAugust 8 to August 9$517
TTNLondonderryAugust 7 to August 9$556
CLTWorcesterAugust 9 to August 11$819
ATLWorcesterAugust 7 to August 10$859
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cheshire County Accommodation Deals

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
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Sep 1 to Sep 2
$129 total
Sep 1 - Sep 2
Total with taxes and fees
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! (1,003 reviews)
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Reviewed on Aug 1, 2026

Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $85 total per night from Sep 1 to Sep 2
$85 total
Sep 1 - Sep 2
Total with taxes and fees
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. ...
7/10 Good! (1,000 reviews)
"Ac made noise and beds were too soft for me."

Reviewed on Jul 29, 2026

Opens in a new windowDays Inn by Wyndham Keene NH
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Aug 2 to Aug 3
$162 total
Aug 2 - Aug 3
Total with taxes and fees
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! (1,000 reviews)
"The staff were all courteous and professional. The room was clean, housekeeping staff were friendly. The breakfast was amazing with so many choices of food. Lori was a prize of an employee running the breakfast room! Can’t think of any negatives at all."

Reviewed on Jul 27, 2026

Opens in a new windowBest Western Plus Keene 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
Fully refundable
$144 nightly
The price is $156 total per night from Aug 30 to Aug 31
$156 total
Aug 30 - Aug 31
Total with taxes and fees
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 ...
9.6/10 Exceptional! (669 reviews)
"The location was ideal. Gorgeous view of the river. Walking and hiking opportunities nearby. Close to Brattleboro shops and restaurants. The room was spacious and comfortable and we enjoyed sitting on the terrace."

Reviewed on Aug 1, 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Cheshire County

Why search for low cost fares on your flights to Cheshire County when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Cheshire County

Orbitz offers massive discounts and substantial last-minute savings on your Cheshire County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Cheshire County flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Cheshire County. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Cheshire County but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Cheshire County?
There are 12 airlines that go to Manchester-Boston Regional Airport (MHT). With this many to select from, there's a great chance you'll find a bargain flight! Your Cheshire County adventure awaits with one of these leading air carriers:

  • American Airlines - 123 flights to Cheshire County per month
  • Southwest Airlines - 96 flights to Cheshire County per month
  • Spirit Airlines - 50 flights to Cheshire County per month

How much is a flight to Cheshire County?
Prices for round-trip flights dropped as low as $107 this week to Cheshire County, and peaked at $859. Passengers flying out of Raleigh (RDU) managed to pick up one-way flights starting from just $56.
How to book the cheapest flight to Cheshire County?
With Orbitz, you'll find some of the most amazing flight deals around from a huge range of airlines. But if you'd like to increase your chances of landing cheap flights to Cheshire County, here are some suggestions designed to help:

  • Consider taking off from or landing at other airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will list any available options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' link to view the flight deals for multiple departure dates. If you find a better fare, book it.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've sorted out your travel dates, don't waste time booking your flight. Ticket prices generally climb as the departure date gets closer.
  • Think about bundling your flights, hotels and car rental into an Orbitz package deal — the more you book, the more you save.
  • Flying during the busy season often means costly airfares. Try to avoid traveling over popular dates, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to Cheshire County?
Reserve your flights to Cheshire County in January. This is the ideal time of the year for low prices, closely followed by February and August. Score cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to Cheshire County?
To land a great flight deal, make a booking on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days of the week to book seats to Cheshire County.
What is the cheapest day of the week to fly to Cheshire County?
You can nab cheap flights to Cheshire County by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive ticket prices. Whether you prefer to stretch your travel budget or fly out on any day that's convenient, you'll always get a terrific deal with Orbitz.
What is the cheapest month to fly to Cheshire County?
We won't keep you in suspense — based on Orbitz data, August is generally the most inexpensive month to fly. Perfect for those who want a weekend getaway or just a break from it all before the weather turns. Be aware that the most expensive time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
Things change, and we think your flight should be able to as well. That's why Orbitz makes it a breeze to search for airlines with free cancellation and no change fees. Simply enter your departure and arrival points and then select "Filter by flexible change policies." Now that's peace of mind!
What do I need for the flight to Cheshire County?
From onboard activities to travel necessities like hand sanitizer, there are some things a seasoned flyer always takes with them. To make sure you're ready for your flight, have a read through this handy list:

  • Travel paperwork such as e-tickets and identification are a must. To avoid any last-minute delays when checking in, ensure that your booking is under the exact name, birth date and gender as indicated on your current ID.
  • Pack your carry-on bag with snacks and activities and you'll easily pass the time on this medium-haul flight. Wherever possible, jump on the airport's Wi-Fi and save your favorite podcast or playlist to your phone or tablet prior to take off.
  • Never mind what the season is, plane cabins can often get quite cool. Bring an extra layer on your journey to stay warm and comfy.

How do I get cheap first-class/business deals to Cheshire County?
Smart travelers have a talent for finding business or first-class airfares to Cheshire County without the eye-watering price tag. Follow in their footsteps with these helpful hints:

  • Being flexible isn't just for the gym. Leave some room to move around your travel dates so you can snap up more affordable airfares when they pop up.
  • Search for a low-cost carrier that offers seats in business class. They usually come with extra space and a glass of bubbly — but without the high price.
  • Make the most of your airline's loyalty scheme and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Cheshire County?
There's no right or wrong time to experience Cheshire County, but February, March and May are the liveliest months. Like most places in the Northern Hemisphere, the summer season starts June 20. If you'd prefer to spend your days in a light T-shirt than a thick winter coat, this time of year would suit you perfectly. Expect average daytime highs of 75 ºF and nighttime lows around 55 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.