Cheap Flights to Cheshire from $44

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Cheshire?

The cheapest prices found with in the last 7 days for return flights were $84 and $44 for one-way flights to Cheshire for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHWindsor LocksJune 11 to June 26$178
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHWindsor LocksApril 27 to April 30$228
*Prices include taxes and fees

Cheshire Flight Information

Traveling to
Cheshire
Lowest Price
$84
Number of Airlines Serving
Airlines Serving
Frontier Airlines, American Airlines, Delta
Number of Daily Flights
Airlines with Direct Flights

Cheshire Flight Schedule

CarrierFlightDepart CMHArrive BDLSun
4/21
Mon
4/22
Tue
4/23
Wed
4/24
Thu
4/25
Fri
4/26
Sat
4/27
Stops
MX51909:17 pm10:59 pmCheck Fare
-
-
-
Check Fare
-
-
0 Stops

Find The Perfect Hotel For After Your Flight

Amazing Cheshire Accommodation Deals

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is $88 per night from Apr 25 to Apr 26
$88
per night
Apr 25 - Apr 26
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our ...
8.4/10 Very Good! (549 reviews)
"We only stayed 1 night, the check in was easy it took less than 5 minutes. We arrived a few hours prior to stated check in time and they checked s in and gave us key to our room no questions asked. The room is large with a small attached room with counter, chair, and coffe maker. There is a Sushi ..."

Reviewed on Apr 14, 2024

Cheshire Welcome Inn
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.

Family Friendly Hotels in Cheshire

Holiday Inn Cheshire - Southington, an IHG Hotel
Great for families

Holiday Inn Cheshire - Southington, an IHG Hotel

3 out of 5
64 Knotter Dr, Cheshire, CT
The price is $105 per night from Apr 22 to Apr 23
$105
per night
Apr 22 - Apr 23
Stay at this business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (846 reviews)

Families like: Indoor pools, skiing nearby, laundry

Travelers say...
"Very clean hotel. Beds very comfortable. Friendly staff. Will definitely return."

Reviewed on Apr 1, 2024

Holiday Inn Cheshire - Southington, an IHG Hotel
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is $88 per night from Apr 25 to Apr 26
$88
per night
Apr 25 - Apr 26
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our ...
8.4/10 Very Good! (549 reviews)
"We only stayed 1 night, the check in was easy it took less than 5 minutes. We arrived a few hours prior to stated check in time and they checked s in and gave us key to our room no questions asked. The room is large with a small attached room with counter, chair, and coffe maker. There is a Sushi ..."

Reviewed on Apr 14, 2024

Cheshire Welcome Inn
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.

Best Cheshire Flight and Hotel Packages

Cheshire flight + hotel packages - economy flights

Residence Inn by Marriott Hartford/Windsor
HYATT house Hartford North/Windsor
Don't see what you're looking for?
See all available trips from CMH-All Airports to Cheshire
View all trips
Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Cheshire?
A total of 10airlines fly intoCheshire,soyou have many options to choose from.Wise wanderersrecommend:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Cheshire?
Cheshire has just one airport. You’ll be walking through arrivals at Bradley Intl. Airport (BDL), located 30 mi from downtown.
Where to stay in Cheshire
Booking a great place to stay is a vital ingredient for a wonderful travel experience. Take your pick of 40 properties in Cheshire and start cooking up the journey of your dreams!When you have all those unforgettable vacation experiences to plan, who wants to waste time scouring the web for a place to stay? Don’t worry, we’ve done all the hard work for you already. The Charming Mountain view country home with porch and deck and the Cheshire Welcome Inn are some of our highly recommended properties here.
Places to visit in Cheshire
Cheshire Golf Course is a great place to hone your skills and meet some of the local players. Need some more ideas? Bring the whole family along to pat or take a photo with the animal inhabitants of Cheshire Hollow Farm. But there’s more. If your kids are restless and want something lively to do, take them to Barker Museum. The hands-on exhibits are sure to awaken their interest.
How to get through airport security fast when traveling to Cheshire
These handy tips and hints about airport security will save you plenty of time on your trip to Cheshire:

  • Ensure your travel ID and boarding pass are easily accessible. You will be asked to present them straightaway.
  • You’ll need to stop the tunes for a few minutes. Headphones and earphones must be taken off and placed in a bin for X-raying. The same goes for items such as belts and heavy jackets.
  • Everyday electronics such as phones, laptops and cameras are always put through the X-ray machine separately. Make sure they’re easily accessible.
  • Traveling with a new perfume or cologne? As long as it contains no more than 3.4 ounces (100 milliliters) and it’s placed in a clear resealable plastic bag, you can keep it in your carry-on luggage.
  • Consider the type of footwear you want to travel in. Slippers are awesome because they’re a cinch to remove for the airport security checks. Try wearing some on your next flight!
  • The list of prohibited items is forever updating. Browse your carrier’s official website to understand what is not allowed on board their flights.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Cheshire

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Cheshire. Browse through our inventory to explore a wide range of cheap flights to Cheshire to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Cheshire as you anxiously await to exit the plane and explore what Cheshire has to offer. Considering all the amazing local food and culture in Cheshire, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Cheshire to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Cheshire without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Cheshire with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Cheshire today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.