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Cheshire Historic District

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Cheshire Historic District Flights as Low as $122

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

Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $122 found 3 hours ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $126 found 1 day ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $127 found 3 hours ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $131 found 1 day ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $132 found 3 hours ago
Avelo Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $133 found 5 days ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $136 found 1 day ago
Breeze Airways
Tue, Jul 15 - Wed, Jul 16
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Jacksonville Intl. to Tweed - New Haven Regional, returning Wed, Jul 16, priced at $138 found 5 days ago
Breeze Airways
Tue, Jul 15 - Wed, Jul 16
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Jacksonville Intl. to Tweed - New Haven Regional, returning Wed, Jul 16, priced at $148 found 5 days ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$152 Roundtrip, found 4 hours ago
$152
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $152 found 4 hours ago
Avelo Airlines
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $153 found 5 days ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $154 found 5 days ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $156 found 1 day ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $157 found 4 hours ago
Avelo Airlines
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $158 found 5 days ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $159 found 5 days ago

Cheap Flights to Cheshire Historic District

Fall in love at first flight with your vacation to Cheshire Historic District 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 Historic District on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Cheshire Historic District, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Cheshire Historic District

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cheshire Historic District 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 BDR airport.

What is the cheapest month to fly to Cheshire Historic District?

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 Historic District are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cheshire Historic District?

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 Historic District.

What airport is best to fly into Cheshire Historic District?

When you’re planning your trip to Cheshire Historic District, convenience is the name of the game. Luckily, Cheshire Historic District Waterbury - Oxford Airport is nearby so you can deplane and get going on checking off everything on your Cheshire Historic District must-do list.

How much are flights to Cheshire Historic District?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cheshire Historic District on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, 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 Historic District?

The trick to saving a stack of cash on your flight to Cheshire Historic District? 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 $122 right now, why wait?

Cheshire Historic District Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$121

Last Minute Hotel Deals in Cheshire Historic District

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
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! (1,630 reviews)
"Great stay, very central location"

Reviewed on Jul 5, 2025

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New Haven Hotel
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,003 reviews)
"Great experience customer services lovely experiences helped with whatever they could"

Reviewed on Jul 3, 2025

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Motel 6 New Haven - Branford, CT
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
3 out of 5
400 Sargent Dr, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
5.8/10 (1,005 reviews)
"The place was quiet and near to local shops"

Reviewed on Jul 3, 2025

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La Quinta Inn & Suites by Wyndham New Haven
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
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 ...
7.6/10 Good! (1,179 reviews)
"I stayed for 1 night, room was large ,clean and accessible. The breakfast was very good, eggs, sausage all kinds of breads, pastries, fruit ,yogurt ,oatmeal and fresh made waffles, teas ,coffee, juices. There is an indoor pool...bonus Staff friendly and helpful. I would recommend for a short stay. ..."

Reviewed on Jul 5, 2025

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Best Western Executive Hotel Of New Haven - West Haven
The Blake Hotel
The Blake Hotel
4 out of 5
9 High Street, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"Wish we could have some free bottles of water. The bathroom door is sliding and can’t close properly. Overall it is a great and modern property. I would recommends it and will stay again if the price is good."

Reviewed on Jul 4, 2025

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The Blake Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,009 reviews)
"Good stay no problems at all"

Reviewed on Jul 7, 2025

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Clarion Inn
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (790 reviews)
"It was great but I hy to pay for the parking"

Reviewed on Jul 6, 2025

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Cambria Hotel New Haven University Area
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
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 ...
8.2/10 Very Good! (1,002 reviews)
"Wi-fi not very good"

Reviewed on Jul 3, 2025

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Omni New Haven Hotel at Yale
See all 787 properties in Cheshire Historic District
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.