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Middletown

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Middletown Flights as Low as $56

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

Frontier Airlines
Tue, May 5 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $56 found 1 hour ago
Frontier Airlines
Tue, Apr 21 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$63 Roundtrip, found 1 hour ago
$63
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, May 9, priced at $63 found 1 hour ago
Frontier Airlines
Tue, Apr 21 - Wed, May 6
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, May 6, priced at $66 found 1 hour ago
Frontier Airlines
Tue, Jun 23 - Tue, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$67 Roundtrip, found 1 hour ago
$67
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jun 30, priced at $67 found 1 hour ago
Frontier Airlines
Wed, Apr 22 - Wed, May 6
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, May 6, priced at $68 found 1 hour ago
Frontier Airlines
Tue, Apr 21 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$69 Roundtrip, found 1 hour ago
$69
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, May 9, priced at $69 found 1 hour ago
Frontier Airlines
Tue, Apr 21 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$71 Roundtrip, found 1 hour ago
$71
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, May 9, priced at $71 found 1 hour ago
Frontier Airlines
Sat, Apr 18 - Mon, Apr 27
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$82 Roundtrip, found 22 hours ago
$82
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Orlando Intl. to Washington Dulles Intl., returning Mon, Apr 27, priced at $82 found 22 hours ago
Breeze Airways
Fri, Apr 24 - Mon, Apr 27
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$112 Roundtrip, found 12 hours ago
$112
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Apr 24 from Orlando Intl. to Washington Dulles Intl., returning Mon, Apr 27, priced at $112 found 12 hours ago
Frontier Airlines
Sat, Apr 25 - Sat, May 2
CLT
Charlotte-Douglas Intl.
IAD
Washington Dulles Intl.
$155 Roundtrip, found 20 hours ago
$155
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Charlotte-Douglas Intl. to Washington Dulles Intl., returning Sat, May 2, priced at $155 found 20 hours ago
Delta
Wed, Apr 22 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, found 21 hours ago
$169
Roundtrip
found 21 hours ago
Select Delta flight, departing Wed, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $169 found 21 hours ago
United
Wed, Apr 22 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, found 21 hours ago
$169
Roundtrip
found 21 hours ago
Select United flight, departing Wed, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $169 found 21 hours ago
Frontier Airlines
Wed, Apr 29 - Tue, May 5
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$176 Roundtrip, found 5 hours ago
$176
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Los Angeles Intl. to Washington Dulles Intl., returning Tue, May 5, priced at $176 found 5 hours ago
Frontier Airlines
Sat, May 16 - Sat, May 23
MSP
Minneapolis - St. Paul Intl.
IAD
Washington Dulles Intl.
$225 Roundtrip, found 23 hours ago
$225
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Sat, May 16 from Minneapolis - St. Paul Intl. to Washington Dulles Intl., returning Sat, May 23, priced at $225 found 23 hours ago
American Airlines
Thu, May 14 - Sun, May 17
CLT
Charlotte-Douglas Intl.
IAD
Washington Dulles Intl.
$231 Roundtrip, found 22 hours ago
$231
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, May 14 from Charlotte-Douglas Intl. to Washington Dulles Intl., returning Sun, May 17, priced at $231 found 22 hours ago
Alaska Airlines
Wed, Apr 29 - Tue, May 5
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$334 Roundtrip, found 5 hours ago
$334
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Wed, Apr 29 from Los Angeles Intl. to Washington Dulles Intl., returning Tue, May 5, priced at $334 found 5 hours 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 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 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 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 $56, 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 $56 right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$56

Last Minute Hotel Deals in Middletown

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,284 reviews)
Breakfast was not so good they should have stayed with the basic Breakfast, bacon, eggs and sausage. Everything else was good.

Reviewed on Mar 30, 2026

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Country Inn & Suites by Radisson, Frederick, MD
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (783 reviews)
The pool was a LOT smaller than anticipated. Literally only 6 ft wide. The shower walls were not wiped down and someone else’s hair was all over them. My daughter also got bit by bugs during the night which I suspect were bed bugs so never going back there.

Reviewed on Mar 28, 2026

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SpringHill Suites by Marriott Frederick
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,231 reviews)
This Country Inn was not as nice as ones in the past. No cookie at lobby. All processed foods for breakfast except apples. No unsweetened oatmeal. No Greek unsweetened yogurtNo open staircase in lobby. It was pretty clean and quiet in the room. There was trash piled by doors in the hallway. Staff ...

Reviewed on Apr 1, 2026

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Country Inn & Suites by Radisson, Hagerstown, MD
Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

3 out of 5
89 ALL STAR COURT Hagerstown MD
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast ...
9.4/10 Exceptional! (607 reviews)
Breakfast good. Left my plug in converter for my hearing aids charger in room 101. If found, save for my next trip on May 20. Richard

Reviewed on Mar 27, 2026

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Fairfield Inn & Suites by Marriott Hagerstown
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct Frederick MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
We were in town for a wedding and spent two nights. We loved the convenient location to downtown Frederick. The hotel was clean and safe. The room was spacious and provided all of the necessary amenities. The staff was friendly and helpful. We used the the gym which was bigger and had more equipment ...

Reviewed on Mar 31, 2026

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Hilton Garden Inn Frederick
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

2.5 out of 5
25 Union St Harpers Ferry WV
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
We really enjoyed the beds here - very comfortable. The room was spacious, breakfast options were sufficient. It was a little noisy right by the roadway but convenient location and fair price. I'd stay here again!

Reviewed on Mar 30, 2026

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Quality Inn Harpers Ferry - Charles Town
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

2.5 out of 5
726 E Market St Leesburg VA
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,000 reviews)
The location was great but the yelling guest and housekeeping trying to enter your room at 9:00am while you were sleeping is totally unacceptable. They should know that checkout is not until before 12pm. The bed was horrible!!!!!!!

Reviewed on Mar 30, 2026

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Best Western Leesburg Hotel & Conference Center
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
Bed too hard. Too many pot holes in parking lot.

Reviewed on Apr 1, 2026

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Best Western Historic Frederick
See all 834 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.