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Middletown

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Middletown Flights as Low as $64

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

Spirit Airlines
Spirit Airlines
Spirit Airlines
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Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
JetBlue Airways
American Airlines
United
Delta
Delta

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 March, 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 $64, 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 $64 right now, why wait?

Middletown Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$64

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 $243 per night from Feb 23 to Feb 24
$243
includes taxes & fees
Feb 23 - Feb 24
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! (445 reviews)
"There were lots of restaurants and shopping nearby and the route was easily accessible. Staff was friendly and helpful with questions we asked."

Reviewed on Jan 12, 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 Mar 2 to Mar 3
$136
includes taxes & fees
Mar 2 - Mar 3
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! (1,462 reviews)
"Hotels in this area are expensive for their worth."

Reviewed on Feb 20, 2025

New Haven Hotel
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 Mar 6 to Mar 7
$174
includes taxes & fees
Mar 6 - Mar 7
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! (1,003 reviews)
"Had a great stay. Staff very welcoming."

Reviewed on Feb 20, 2025

Omni New Haven Hotel at Yale
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
The price is $100 per night from Feb 24 to Feb 25
$100
includes taxes & fees
Feb 24 - Feb 25
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! (1,001 reviews)
"I wish I got the front end lady name but she was quick a super nice. The rooms were clean and warm upon arrival."

Reviewed on Feb 11, 2025

The Capitol Hotel, Ascend Hotel Collection
Hampton Inn & Suites Hartford/East Hartford
Hampton Inn & Suites Hartford/East Hartford
2.5 out of 5
351 Pitkin Steet, East Hartford, CT
The price is $122 per night from Mar 23 to Mar 24
$122
includes taxes & fees
Mar 23 - Mar 24
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,005 reviews)
Staff needs training in customer services
"Hotel was beautiful, and the view was nice but hotel staff have an iffy attitude. I asked for a fan during my stay and the lady laughed over the phone and’s made snark remarks and brought it up all dusty and handed it over rudely."

Reviewed on Feb 20, 2025

Hampton Inn & Suites Hartford/East Hartford
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 Feb 23 to Feb 24
$102
includes taxes & fees
Feb 23 - Feb 24
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! (1,002 reviews)
"Safe clean quite"

Reviewed on Feb 19, 2025

Courtyard by Marriott Waterbury Downtown
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $126 per night from Mar 2 to Mar 3
$126
includes taxes & fees
Mar 2 - Mar 3
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! (1,003 reviews)
"Enjoyed my stay here"

Reviewed on Feb 20, 2025

Clarion Inn
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
The price is $107 per night from Feb 28 to Mar 1
$107
includes taxes & fees
Feb 28 - Mar 1
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! (1,001 reviews)
"Room was clean. Bed was very comfortable and sheets were clean. Breakfast was very good and had a lot of options. Overall everything was great !"

Reviewed on Feb 18, 2025

Holiday Inn Express Southington, an IHG Hotel
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.