Search Cheap Flights to
Middletown

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Middletown Flights as Low as $98

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

Spirit Airlines
Thu, Apr 24 - Sun, Apr 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Apr 24 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Apr 27, priced at $98 found 1 day ago
Spirit Airlines
Mon, Apr 14 - Tue, Apr 15
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Apr 14 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Apr 15, priced at $99 found 1 day ago
Spirit Airlines
Sun, Apr 13 - Tue, Apr 15
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 13 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Apr 15, priced at $119 found 1 day ago
Spirit Airlines
Wed, Apr 23 - Sun, Apr 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Apr 23 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Apr 27, priced at $123 found 1 day ago
Spirit Airlines
Mon, Apr 14 - Sat, Apr 19
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Apr 14 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Apr 19, priced at $124 found 1 day ago
Spirit Airlines
Fri, Mar 28 - Wed, Apr 2
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Mar 28 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Apr 2, priced at $128 found 1 day ago
Spirit Airlines
Fri, Apr 11 - Sun, Apr 20
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Apr 11 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Apr 20, priced at $138 found 1 day ago
Spirit Airlines
Tue, Apr 22 - Sun, Apr 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 22 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Apr 27, priced at $139 found 1 day ago
Spirit Airlines
Fri, Mar 28 - Mon, Mar 31
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Mar 28 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Mar 31, priced at $143 found 1 day ago
Frontier Airlines
Tue, Jun 24 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Jun 28, priced at $158 found 1 day ago
Delta
Wed, Apr 23 - Wed, Apr 23
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 23 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Apr 23, priced at $217 found 1 day ago
Delta
Tue, Apr 15 - Wed, Apr 16
CID
Eastern Iowa
BDL
Bradley Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 15 from Eastern Iowa to Bradley Intl., returning Wed, Apr 16, priced at $238 found 1 day ago
American Airlines
Wed, Apr 9 - Wed, Apr 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 9 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Apr 9, priced at $248 found 1 day ago
Frontier Airlines
Thu, Apr 3 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 1 hour ago
$248
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Apr 3 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $248 found 1 hour ago
JetBlue Airways
Thu, Mar 27 - Mon, Mar 31
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Mar 27 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Mar 31, priced at $253 found 1 day ago
United
Fri, Mar 28 - Tue, Apr 1
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select United flight, departing Fri, Mar 28 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Apr 1, priced at $284 found 1 day 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 April, 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 $98, 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 $98 right now, why wait?

Middletown Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$98

Last Minute Hotel Deals in Middletown

Inn at Middletown
Inn at Middletown
3.5 out of 5
70 Main Street, Middletown, CT
The price is $266 per night from Mar 31 to Apr 1
$266
includes taxes & fees
Mar 31 - Apr 1
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! (452 reviews)
Middletown Gem
"The Inn is quaint, cozy and inviting. The front desk staff were extremely friendly and helpful. Especially enjoyed dining in the Tavern...all the wait staff awesome! Highly recommend staying!!!"

Reviewed on Mar 3, 2025

Inn at Middletown
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $136 per night from Apr 6 to Apr 7
$136
includes taxes & fees
Apr 6 - Apr 7
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! (1,472 reviews)
"Perfect Stay – Excellent Location & Excellent Service I had a fantastic stay at this hotel! The location couldn’t be better—everything was easily accessible, making it convenient for exploring the area. The customer service was excellent; the staff was warm, attentive, and always ready to assist. ..."

Reviewed on Mar 20, 2025

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
The price is $79 per night from Mar 30 to Mar 31
$79
includes taxes & fees
Mar 30 - Mar 31
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 (1,011 reviews)
"Very nice and staff friendly"

Reviewed on Mar 2, 2025

Motel 6 New Haven - Branford, CT
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
The price is $109 per night from Mar 30 to Mar 31
$109
includes taxes & fees
Mar 30 - Mar 31
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! (1,009 reviews)
"Very nice property and very nice people"

Reviewed on Mar 22, 2025

Holiday Inn Express Southington by IHG
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 $174 per night from Apr 13 to Apr 14
$174
includes taxes & fees
Apr 13 - Apr 14
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! (1,005 reviews)
"The amenities can be improved on; had to ask for hand lotion. The quality of the shampoo and conditioner and lotion is weak. Heater is noisy - system needs replacement. The staff were very kind and accommodating which made a big difference."

Reviewed on Mar 22, 2025

Omni New Haven Hotel at Yale
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $235 per night from Mar 26 to Mar 27
$235
includes taxes & fees
Mar 26 - Mar 27
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 ...
8.6/10 Excellent! (1,007 reviews)
"Everything was excellent, especially the beach and walking areas. The only downside was that the walls were thin so if the adjacent rooms are full you can hear everything going on next door. Other than that, very happy with everything."

Reviewed on Mar 24, 2025

Water's Edge Resort & Spa
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $99 per night from Apr 6 to Apr 7
$99
includes taxes & fees
Apr 6 - Apr 7
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! (1,007 reviews)
"Nice hotel with free breakfast"

Reviewed on Mar 23, 2025

Clarion Inn
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is $91 per night from Apr 20 to Apr 21
$91
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"I stayed for one night, wonderful experience! All staff were super accommodating. Next time I’m in the area I will definitely be staying here😁"

Reviewed on Mar 23, 2025

Courtyard by Marriott Waterbury Downtown
See all 1,159 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.