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Cheshire Historic District

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Cheshire Historic District Flights as Low as $82

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

Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $82 found 1 day ago
Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $87 found 1 day ago
Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $92 found 1 day ago
Avelo Airlines
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $98 found 1 hour ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$99 Roundtrip, found 1 hour ago
$99
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $99 found 1 hour ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$103 Roundtrip, found 1 hour ago
$103
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $103 found 1 hour ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$104 Roundtrip, found 1 hour ago
$104
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $104 found 1 hour ago
Avelo Airlines
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $108 found 1 hour ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$109 Roundtrip, found 1 hour ago
$109
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $109 found 1 hour ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$113 Roundtrip, found 1 hour ago
$113
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $113 found 1 hour ago
Breeze Airways
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$115 Roundtrip, found 1 day ago
$115
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Jul 2, priced at $115 found 1 day ago
Breeze Airways
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Jul 2, priced at $118 found 1 day ago
Breeze Airways
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Jul 2, priced at $120 found 1 day ago
Breeze Airways
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$124 Roundtrip, found 1 hour ago
$124
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $124 found 1 hour ago
Avelo Airlines
Fri, Jun 20 - Thu, Jun 26
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Jun 20 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Jun 26, priced at $223 found 2 days ago
Avelo Airlines
Sun, Jun 22 - Thu, Jun 26
LAL
Lakeland Intl. Airport
HVN
Tweed - New Haven Regional
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sun, Jun 22 from Lakeland Intl. Airport to Tweed - New Haven Regional, returning Thu, Jun 26, priced at $228 found 1 day 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 July, 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 $82, 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 $82 right now, why wait?

Cheshire Historic District Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$81

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! (1,575 reviews)
"Felt very business like"

Reviewed on May 30, 2025

Get rates
New Haven 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! (1,006 reviews)
"The staff was extremely friendly and made sure our extremely large party was taken care of. We had an amazing time. However the room was dirty. There was a used soap on the dish, hair, dirt and mold in the tub an the water did not drain while showering. The place could use some maintenance and better ..."

Reviewed on May 31, 2025

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Clarion Inn
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"Hotel is right off the highway and convenient. Location was also very quiet and felt safe in a neighborhood."

Reviewed on May 29, 2025

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Holiday Inn Express Southington by IHG
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)
"Television did not work."

Reviewed on May 24, 2025

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La Quinta Inn & Suites by Wyndham New Haven
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
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. ...
8.4/10 Very Good! (1,001 reviews)
"My stay was restful and quiet. My A/C was a little noisy though; but my room was clean and the bed was very comfortable."

Reviewed on May 28, 2025

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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
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! (1,121 reviews)
"Great stay for a quick overnight. We were highway side so could hear traffic all night."

Reviewed on May 30, 2025

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Best Western Executive Hotel Of New Haven - West Haven
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 ...
8.8/10 Excellent! (753 reviews)
"Well kept property. Good amenities. Clean with friendly staff"

Reviewed on May 26, 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! (1,001 reviews)
"Great spot for graduation. Champagne and ice cream in the lobby was a nice touch."

Reviewed on May 22, 2025

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Omni New Haven Hotel at Yale
See all 792 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.