Search Cheap Flights to
Middletown

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Middletown Flights as Low as $177

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

Delta
Sat, Oct 11 - Wed, Oct 15
BDL
Bradley Intl.
IAD
Washington Dulles Intl.
$177 Roundtrip, found 10 hours ago
$177
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 11 from Bradley Intl. to Washington Dulles Intl., returning Wed, Oct 15, priced at $177 found 10 hours ago
Delta
Thu, Aug 28 - Sun, Aug 31
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$184 Roundtrip, found 5 days ago
$184
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Aug 28 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Sun, Aug 31, priced at $184 found 5 days ago
Delta
Sun, Aug 31 - Thu, Sep 4
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Aug 31 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Thu, Sep 4, priced at $187 found 5 days ago
Delta
Thu, Jul 3 - Tue, Jul 15
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jul 3 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Tue, Jul 15, priced at $188 found 4 days ago
United
Fri, Jul 4 - Tue, Jul 15
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$189 Roundtrip, found 10 hours ago
$189
Roundtrip
found 10 hours ago
Select United flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Tue, Jul 15, priced at $189 found 10 hours ago
United
Sat, Oct 11 - Wed, Oct 15
BDL
Bradley Intl.
IAD
Washington Dulles Intl.
$189 Roundtrip, found 10 hours ago
$189
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Oct 11 from Bradley Intl. to Washington Dulles Intl., returning Wed, Oct 15, priced at $189 found 10 hours ago
Frontier Airlines
Sat, Aug 30 - Mon, Sep 1
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Mon, Sep 1, priced at $190 found 5 days ago
Delta
Sat, Oct 11 - Wed, Oct 15
BDL
Bradley Intl.
IAD
Washington Dulles Intl.
$193 Roundtrip, found 10 hours ago
$193
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 11 from Bradley Intl. to Washington Dulles Intl., returning Wed, Oct 15, priced at $193 found 10 hours ago
Delta
Sun, Jul 6 - Tue, Jul 15
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Jul 6 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Tue, Jul 15, priced at $193 found 4 days ago
United
Sat, Oct 11 - Wed, Oct 15
BDL
Bradley Intl.
IAD
Washington Dulles Intl.
$194 Roundtrip, found 10 hours ago
$194
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Oct 11 from Bradley Intl. to Washington Dulles Intl., returning Wed, Oct 15, priced at $194 found 10 hours ago
Delta
Sat, Aug 30 - Sat, Aug 30
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 30 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Sat, Aug 30, priced at $195 found 5 days ago
United
Thu, Oct 9 - Sun, Oct 12
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 9 from George Bush Intercontinental to Washington Dulles Intl., returning Sun, Oct 12, priced at $203 found 1 day ago
Delta
Sat, Aug 30 - Sat, Aug 30
DAL
Love Field
IAD
Washington Dulles Intl.
$231 Roundtrip, found 23 hours ago
$231
Roundtrip
found 23 hours ago
Select Delta flight, departing Sat, Aug 30 from Love Field to Washington Dulles Intl., returning Sat, Aug 30, priced at $231 found 23 hours ago
American Airlines
Sat, Oct 11 - Wed, Oct 15
BDL
Bradley Intl.
IAD
Washington Dulles Intl.
$251 Roundtrip, found 10 hours ago
$251
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Oct 11 from Bradley Intl. to Washington Dulles Intl., returning Wed, Oct 15, priced at $251 found 10 hours ago
Frontier Airlines
Mon, Aug 18 - Sat, Aug 23
SFO
San Francisco Intl.
IAD
Washington Dulles Intl.
$268 Roundtrip, found 9 hours ago
$268
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Aug 18 from San Francisco Intl. to Washington Dulles Intl., returning Sat, Aug 23, priced at $268 found 9 hours ago
Bargain Flight
Mon, Jun 9 - Sat, Jun 14
SFO
San Francisco Intl.
IAD
Washington Dulles Intl.
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Jun 9 from San Francisco Intl. to Washington Dulles Intl., returning Sat, Jun 14, priced at $375 found 1 day 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 October, 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 15 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 $177, 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 $177 right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$176

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
Stay at this 3-star 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! (1,002 reviews)
"Excellent location off of I-70. Staff was very friendly and the rooms were comfortable. Great shower!"

Reviewed on Jun 3, 2025

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Country Inn & Suites by Radisson, Frederick, MD
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 out of 5
4328 William L Wilson Fwy, 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 breakfast and the restaurant ...
8/10 Very Good! (1,004 reviews)
"The staff was fantastic. They were all very kind, helpful, and friendly."

Reviewed on May 31, 2025

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Clarion Inn Harpers Ferry - Charles Town
Hilton Garden Inn Frederick
Hilton Garden Inn Frederick
3 out of 5
7226 Corporate Ct, Frederick, MD
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
"The staff were friendly and personable. I also found the location to be very convenient."

Reviewed on May 28, 2025

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Hilton Garden Inn Frederick
Quality Inn
Quality Inn
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. ...
8.4/10 Very Good! (1,002 reviews)
Nice hotel.
"Nice hotel within walking distance of Harpers Ferry."

Reviewed on Jun 3, 2025

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Quality Inn
Tru By Hilton Martinsburg
Tru By Hilton Martinsburg
2.5 out of 5
801 Snapp Street, Martinsburg, WV
Stay at this hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Martinsburg Mall and Wonderment Puppet Theater are ...
9.4/10 Exceptional! (221 reviews)
"The rooms were nice and clean and they had a good continental breakfast. Shower had good water pressure."

Reviewed on Jun 5, 2025

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Tru By Hilton Martinsburg
Country Inn & Suites by Radisson, Hagerstown, MD
Country Inn & Suites by Radisson, Hagerstown, MD
3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Stay at this 3-star business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,097 reviews)
"Welcoming, friendly staff. Rooms not carpeted but faux flooring. Stepped in tub for morning shower and surprised at amount of dirt coming off bottom of feet. Perhaps an occasional mopping of floor would be good. Otherwise a decent stat."

Reviewed on Jun 1, 2025

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Country Inn & Suites by Radisson, Hagerstown, MD
Days Inn by Wyndham Frederick
Days Inn by Wyndham Frederick
2 out of 5
5646 Buckeystown Pike, Frederick, MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,000 reviews)
OK
"Not bad, not great. Room was good, breakfast offered is sub-par. For a one-night stay it is OK. Have learned not to expect much at a Days Inn and only use when going somewhere else."

Reviewed on May 27, 2025

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Days Inn by Wyndham Frederick
Super 8 by Wyndham Frederick
Super 8 by Wyndham Frederick
2 out of 5
20 Monocacy Blvd, Frederick, MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,006 reviews)
"It was very clean and the staff are nice and helpful. It's right off the highway. The room was comfortable."

Reviewed on Jun 3, 2025

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Super 8 by Wyndham Frederick
See all 766 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.