Search Cheap Flights toMiddletown
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Middletown Flights as Low as $88
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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 May, 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 $88, 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 $88 right now, why wait?
Destination airport | Tweed - New Haven Regional |
|---|---|
Destination airport IATA code | HVN |
Roundtrip price | $110 |
Last Minute Hotel Deals in Middletown

Inn at Middletown
Great menu and service. Love the hotel.
Reviewed on Apr 16, 2026

New Haven Hotel
Stephanie L at the front desk was amazing. A true caring hospitality professional. Five stars for her care and concern for a guest coming in after a long day.
Reviewed on Apr 15, 2026

Holiday Inn Express Southington by IHG
The staff was so helpful and friendly. The facility was very clean and the price was good.
Reviewed on Apr 17, 2026

The Capitol Hotel
Floor was dirty. Door lock was difficult to open. Breakfast was good. Parking lot under the building was difficult to get out of, but felt safe.
Reviewed on Apr 16, 2026

Omni New Haven Hotel at Yale
The room was dusty and dirty especially the bathroom, Please be aware of noise at night! There is a nightclub across the street and you won’t be able to sleep at all. The staff are okay. Do not recommend to stay here. Please go to another Hotel.
Reviewed on Apr 13, 2026

Water's Edge Resort & Spa
pleasant visit staff very friendly
Reviewed on Apr 16, 2026

Hampton Inn & Suites Hartford/East Hartford
Rooms are totally outdated. Bed very soft and squeaky. The air conditioner sounds like a jet engine .
Reviewed on Apr 15, 2026

Motel 6 New Haven - Branford, CT
Appreciate the services but there was a stench lingering in room
Reviewed on Apr 15, 2026
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