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Cheshire

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Cheshire Flights as Low as $78

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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United
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American Airlines
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Delta

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 January, 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 16 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 $78, 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 $78 right now, why wait?

Cheshire Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$78

Last Minute Hotel Deals in Cheshire

Holiday Inn Cheshire - Southington, an IHG Hotel
Holiday Inn Cheshire - Southington, an IHG Hotel
3 out of 5
64 Knotter Dr, Cheshire, CT
The price is $93 per night from Jan 5 to Jan 6
$93
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 3-star business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (950 reviews)
"N/a"

Reviewed on Dec 22, 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 $125 per night from Dec 30 to Dec 31
$125
includes taxes & fees
Dec 30 - Dec 31
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 clean rooms in our reviews. ...
8.4/10 Very Good! (634 reviews)
"It was nice room but they had heat entirely off when i arrived The room was like a refrigerator"

Reviewed on Nov 23, 2024

Cheshire Welcome Inn
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $126 per night from Dec 29 to Dec 30
$126
includes taxes & fees
Dec 29 - Dec 30
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,369 reviews)
"Nice clean n updated property in the middle of everything"

Reviewed on Dec 21, 2024

New Haven Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
The price is $116 per night from Dec 30 to Dec 31
$116
includes taxes & fees
Dec 30 - Dec 31
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,003 reviews)
"WItnessed staff cleaning the interior building,elevators and even the exterior landscaping"

Reviewed on Dec 15, 2024

Best Western Hartford Hotel & Suites
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
The price is $97 per night from Jan 5 to Jan 6
$97
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.2/10 Good! (964 reviews)
Personable and Accommodating
"Asani was amazing at check in. Very hospitable and knowledgeable of the area, offering recommendations for a meal. Would recommend this hotel to anyone and will go back."

Reviewed on Dec 22, 2024

The Capitol Hotel, Ascend Hotel Collection
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is $102 per night from Jan 3 to Jan 4
$102
includes taxes & fees
Jan 3 - Jan 4, 2025
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,002 reviews)
"I recomended"

Reviewed on Dec 16, 2024

Courtyard by Marriott Waterbury Downtown
Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
The price is $100 per night from Dec 29 to Dec 30
$100
includes taxes & fees
Dec 29 - Dec 30
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,008 reviews)
"Very convenient and good price"

Reviewed on Dec 20, 2024

Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
The price is $165 per night from Dec 24 to Dec 25
$165
includes taxes & fees
Dec 24 - Dec 25
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8/10 Very Good! (1,004 reviews)
"Overall the property was very clean. Rooms well upkept and had everything you need. Hotel is pretty big, hallways on room levels a bit old fashioned but not terrible. Second floor with all the banquet halls is big and nice. Loved going to the murder mystery dinner right at the hotel. Restaurant on ..."

Reviewed on Dec 20, 2024

Omni New Haven Hotel at Yale
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.