Search Cheap Flights to
Middletown

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Middletown Flights as Low as $92

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

Spirit Airlines
Wed, Jun 18 - Wed, Jun 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 15 hours ago
$92
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Jun 25, priced at $92 found 15 hours ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$97 Roundtrip, found 15 hours ago
$97
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $97 found 15 hours ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $102 found 15 hours ago
Spirit Airlines
Tue, Jun 24 - Sat, Jun 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$103 Roundtrip, found 3 days ago
$103
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jun 28, priced at $103 found 3 days ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 15 hours ago
$107
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $107 found 15 hours ago
Spirit Airlines
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 15 hours ago
$108
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $108 found 15 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $111 found 2 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $116 found 2 days ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 15 hours ago
$120
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $120 found 15 hours ago
Avelo Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $153 found 2 days ago
Frontier Airlines
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $159 found 2 days ago
JetBlue Airways
Wed, Nov 12 - Tue, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Nov 18, priced at $167 found 3 days ago
American Airlines
Wed, Nov 12 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Nov 12, priced at $171 found 1 day ago
United
Fri, Aug 15 - Thu, Aug 21
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select United flight, departing Fri, Aug 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Thu, Aug 21, priced at $187 found 4 days ago
Delta
Tue, Sep 2 - Sat, Sep 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 2 from Orlando Intl. to Bradley Intl., returning Sat, Sep 6, priced at $217 found 2 days ago
Avelo Airlines
Fri, Jun 27 - Sun, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$244 Roundtrip, found 3 days ago
$244
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Jun 27 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Jun 29, priced at $244 found 3 days ago

Cheap Flights to Middletown

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

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

Frequently Asked Questions About flights to Middletown

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

What is the cheapest month to fly to Middletown?

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 Middletown are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middletown?

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 Middletown.

What airport is best to fly into Middletown?

When you’re planning your trip to Middletown, convenience is the name of the game. Luckily, Middletown Tweed - New Haven Regional Airport is nearby so you can deplane and get going on checking off everything on your Middletown must-do list.

How much are flights to Middletown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middletown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $92, 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 Middletown?

The trick to saving a stack of cash on your flight to Middletown? 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 $92 right now, why wait?

Middletown Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$92

Last Minute Hotel Deals in Middletown

Inn at Middletown
Inn at Middletown
3.5 out of 5
70 Main Street, Middletown, CT
Stay at this 3.5-star business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (474 reviews)
"Helpful staff, cute hotel. Restaurant was closed in the AM for staffing or other probs… so had to find other breakfast but there are options walking distance."

Reviewed on May 29, 2025

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Inn at Middletown
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
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 ...
7.4/10 Good! (1,000 reviews)
"near downtown, you can walk to down town and most corporate locations"

Reviewed on Jun 12, 2025

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The Capitol Hotel
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! (1,587 reviews)
"Great hotel!"

Reviewed on Jun 12, 2025

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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! (1,002 reviews)
"Facility was clean and well kept. Very busy over the holiday weekend. Complementary breakfast was a nice buffet style affair with good selections."

Reviewed on Jun 11, 2025

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Clarion Inn
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 (1,000 reviews)
"N/A"

Reviewed on May 31, 2025

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Motel 6 New Haven - Branford, CT
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! (1,000 reviews)
"Service and staff were excellent. Room was clean and comfortable. Only issue was TV had several channels that did not work. Issue may have been due to weather as they have sattelite provider and it rained every day we were there"

Reviewed on Jun 10, 2025

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Courtyard by Marriott Waterbury Downtown
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,003 reviews)
"it was very nice amazing"

Reviewed on Jun 9, 2025

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Motel 6 Wethersfield, CT - Hartford
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.8/10 Excellent! (1,000 reviews)
"We were greeted so beautifully by Cassandra and the young man she was training at the guest registration. She is a gem! Loved sitting out on the patio and admiring the magnificence of the water and the grounds. The buildings were immaculate 24/7 and our room was pristine! We will definitely be returning! ..."

Reviewed on Jun 4, 2025

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Water's Edge Resort & Spa
See all 1,165 properties in Middletown
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.