Search Cheap Flights toMiddletown
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Middletown Flights as Low as $60
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.















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 IAD 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 Hagerstown 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 $60, 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 $60 right now, why wait?
Destination airport | Washington Dulles Intl. |
|---|---|
Destination airport IATA code | IAD |
Roundtrip price | $60 |
Last Minute Hotel Deals in Middletown

Hampton Inn & Suites Frederick-Fort Detrick
Room was clean & staff was courteous.
Reviewed on Jan 19, 2026

Hilton Garden Inn Frederick
Good location, clean room, nice lobby, and restaurant on site! All staff were welcoming. A special thanks to our waiter JR at the restaurant who was so friendly. The breakfast was excellent! Will definitely stay here again!
Reviewed on Jan 19, 2026

SpringHill Suites by Marriott Frederick
Lovely place, friendly staff, nice breakfast buffet with different foods the two days we stayed.
Reviewed on Jan 16, 2026

Country Inn & Suites by Radisson, Frederick, MD
clean, easy check in/out adequate breakfast
Reviewed on Jan 20, 2026

Country Inn & Suites by Radisson, Hagerstown, MD
Only negative was room was a bit scuffed. Needs some paint job and fixing of the look of the room and surfaces.
Reviewed on Jan 17, 2026

Holiday Inn Express & Suites Leesburg - Historic District by IHG
Clean, quiet & staff was friendly
Reviewed on Jan 19, 2026

Quality Inn & Suites
Room has all the facilities, and which will be required for small stay. Room was clean and odour free.
Reviewed on Jan 19, 2026

Best Western Leesburg Hotel & Conference Center
I stay here every time I am in Leesburg. Great customer service, comfortable modern rooms, easy parking. Super affordable.
Reviewed on Jan 15, 2026
Nearby Cities
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver
