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Middletown Flights as Low as $137
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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 POU 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 Stewart Intl. 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 $137, 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 $137 right now, why wait?
Destination airport | Stewart Intl. |
|---|---|
Destination airport IATA code | SWF |
Roundtrip price | $136 |
Last Minute Hotel Deals in Middletown
La Quinta Inn & Suites by Wyndham Middletown-Goshen
All great. Only problem was no dog walk due to snow
Reviewed on Feb 16, 2026
Sleep Inn & Suites Middletown - Goshen
Had a great stay! The staff were awesome! The rooms were clean and beds very comfortable! Location is very convenient. The breakfast buffet was plentiful and great!
Reviewed on Feb 20, 2026
Courtyard by Marriott Middletown Goshen
Everything was perfect since that’s 100. Definitely stay there again thank you for the hospitality.
Reviewed on Feb 21, 2026
Hampton Inn by Hilton Middletown
Great stay, breakfast was fantastic and coffee all day is an added benefit that ill come back to every time!
Reviewed on Feb 16, 2026
Tru by Hilton Middletown
It was all perfect! The rooms were very clean.. staff was wonderful! The entire hotel was spotless! Will stay again!!
Reviewed on Feb 20, 2026
Super 8 by Wyndham Middletown
First thing no parking when I came in I had to wait more than 45 minutes for I can find Space to park my car ,second no smoking but in the room and the hall way smell at cigarette and more, slapping door and the last one this one it was good and the best I had to slovel the parking lot for I can ...
Reviewed on Jan 27, 2026
Residence Inn by Marriott Middletown Goshen
We love this property. We stay here when we come to visit our son and daughter in law in NY! So spacious! Clean! Property is starting to show some wear otherwise we feel very clean when staying here!
Reviewed on Feb 16, 2026
Candlewood Suites Middletown Goshen by IHG
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