$60 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 $60 One Way, $132 Round Trip

$132 return flights and $60 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.

Wed, Dec 9 - Wed, Dec 16
MCO
Orlando
MHT
Manchester
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando to Manchester, returning Wed, Dec 16, priced at $132 just found
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando
MHT
Manchester
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando to Manchester, returning Wed, Dec 16, priced at $137 just found
Wed, Dec 9 - Sat, Dec 12
MCO
Orlando
MHT
Manchester
$140 Roundtrip, found 8 hours ago
$140
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando to Manchester, returning Sat, Dec 12, priced at $140 found 8 hours ago
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando
MHT
Manchester
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando to Manchester, returning Wed, Dec 16, priced at $142 just found
Sun, Dec 13 - Mon, Dec 14
FLL
Fort Lauderdale
MHT
Manchester
$257 Roundtrip, found 15 hours ago
$257
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sun, Dec 13 from Fort Lauderdale to Manchester, returning Mon, Dec 14, priced at $257 found 15 hours ago
Sun, Dec 13 - Mon, Dec 14
FLL
Fort Lauderdale
MHT
Manchester
$257 Roundtrip, found 15 hours ago
$257
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Sun, Dec 13 from Fort Lauderdale to Manchester, returning Mon, Dec 14, priced at $257 found 15 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOLondonderryOctober 3 to October 10$414
RDULondonderryOctober 4 to October 11$426
CLTLondonderryOctober 3 to October 11$473
TPALondonderryOctober 3 to October 13$524
MCOWorcesterOctober 4 to October 10$570
DCALondonderryOctober 2 to October 5$584
DENLondonderryOctober 2 to October 13$708
*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
$125 nightly
The price is $136 total per night from Oct 27 to Oct 28
$136 total
Oct 27 - Oct 28
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 ...
Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
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
$139 nightly
The price is $151 total per night from Oct 25 to Oct 26
$151 total
Oct 25 - Oct 26
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! (1,006 reviews)
"Part of the wall fell down and woke us in the middle of the night. Carpet was taped to the floor with electrical tape. Dirty. Even the room we changed to."

Reviewed on Sep 27, 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
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Oct 27 to Oct 28
$99 total
Oct 27 - Oct 28
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! (1,007 reviews)
"I booked at the last minute for an unplanned visit and was pleasantly surprised by the accommodations for the price."

Reviewed on Sep 26, 2026

Opens in a new windowDays Inn by Wyndham Keene NH
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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
$174 nightly
The price is $189 total per night from Oct 25 to Oct 26
$189 total
Oct 25 - Oct 26
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! (691 reviews)
"Amazingly spacious room overlooking the river. The room was clean and the decor was wonderful. The bed was exceptionally comfortable. It was a lovely stay."

Reviewed on Sep 22, 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

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Orbitz becomes your Mobile friend

You can now book flights to Cheshire County on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Cheshire County flights.

Discounted tickets available for flights to Cheshire County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Cheshire County flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Cheshire County flights

Discounted flights to Cheshire County ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Cheshire County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Cheshire County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $132 this week to Cheshire County, and peaked at $708. Passengers flying out of Orlando (MCO) managed to pick up one-way flights starting from just $60.
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.