Search Cheap Flights toCheshire
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Cheap Flights to Cheshire
Fall in love at first flight with your vacation to Cheshire by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Cheshire on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Cheshire, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Cheshire
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cheshire with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the BDL airport.
What is the cheapest month to fly to Cheshire?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Cheshire are in , but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Cheshire?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find to choose from for your flight to Cheshire.
What airport is best to fly into Cheshire?
When you’re planning your trip to Cheshire, convenience is the name of the game. Luckily, Cheshire Waterbury - Oxford Airport is nearby so you can deplane and get going on checking off everything on your Cheshire must-do list.
How much are flights to Cheshire?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cheshire on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Cheshire?
The trick to saving a stack of cash on your flight to Cheshire? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as right now, why wait?
Destination airport | Bradley Intl. |
|---|---|
Destination airport IATA code | BDL |
Airlines serving | Alaska Airlines, American Airlines, Delta, United |
Number of airlines serving | 4 |
Roundtrip price | $798 |
Popular airline | American Airlines |
Last Minute Hotel Deals in Cheshire
Cheshire Welcome Inn
Rooms where clean only thing I didn't like was the parking
Reviewed on Dec 16, 2025
New Haven Hotel
Nice hotel for the price. Good location to visit Yale and do a little pizza tour around town. Most staff were friendly, some were not. Room was a bit loud, we could hear kids making noise 2 rooms away at night. Good spot for a quick visit if you get a good deal.
Reviewed on Jan 6, 2026
The Capitol Hotel
Very good customer service.
Reviewed on Jan 3, 2026
Cambria Hotel New Haven University Area
clean room, helpful staff
Reviewed on Jan 4, 2026
Hampton Inn & Suites Hartford/East Hartford
Room was very clean, modern and spacious. Hotel staff was fabulous
Reviewed on Jan 3, 2026
Holiday Inn Express Southington by IHG
Clean comfortable room, friendly staff, great breakfast
Reviewed on Jan 2, 2026
Hampton Inn by Hilton Shelton
great bib room comfortable nice large shower good breakfast
Reviewed on Jan 5, 2026
Omni New Haven Hotel at Yale
Really beautiful, quiet hotel (We traveled over Yale’s winter break - 2 adults, 1 child). Staff was wonderful. We had a few issues in our room that we let the staff know about. Loved that the parking garage was secure and underground at a great price for guests with in and out access. The rooftop ...
Reviewed on Jan 5, 2026
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver