Search Cheap Flights to
Middletown

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Middletown Flights as Low as $199

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

Delta
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $199 found 3 days ago
Delta
Mon, Jul 14 - Tue, Jul 15
DAL
Love Field
IAD
Washington Dulles Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jul 14 from Love Field to Washington Dulles Intl., returning Tue, Jul 15, priced at $237 found 1 day ago
Delta
Wed, May 28 - Sat, Jun 28
DAL
Love Field
IAD
Washington Dulles Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Love Field to Washington Dulles Intl., returning Sat, Jun 28, priced at $238 found 1 day ago
United
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $239 found 3 days ago
Delta
Tue, Jul 8 - Thu, Jul 10
DAL
Love Field
IAD
Washington Dulles Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 8 from Love Field to Washington Dulles Intl., returning Thu, Jul 10, priced at $240 found 1 day ago
Delta
Wed, Jun 25 - Sat, Jun 28
DAL
Love Field
IAD
Washington Dulles Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 25 from Love Field to Washington Dulles Intl., returning Sat, Jun 28, priced at $241 found 1 day ago
Delta
Sat, May 31 - Sat, Jun 28
DAL
Love Field
IAD
Washington Dulles Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 31 from Love Field to Washington Dulles Intl., returning Sat, Jun 28, priced at $242 found 1 day ago
Delta
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$247 Roundtrip, found 3 days ago
$247
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $247 found 3 days ago
United
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $248 found 3 days ago
Delta
Fri, May 30 - Wed, Jun 4
DAL
Love Field
IAD
Washington Dulles Intl.
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 30 from Love Field to Washington Dulles Intl., returning Wed, Jun 4, priced at $252 found 3 days ago
Delta
Tue, Nov 18 - Sat, Nov 22
DAL
Love Field
IAD
Washington Dulles Intl.
$253 Roundtrip, found 3 hours ago
$253
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Nov 18 from Love Field to Washington Dulles Intl., returning Sat, Nov 22, priced at $253 found 3 hours ago
United
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $259 found 3 days ago
American Airlines
Thu, Oct 2 - Tue, Oct 7
ROC
Greater Rochester Intl.
IAD
Washington Dulles Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 2 from Greater Rochester Intl. to Washington Dulles Intl., returning Tue, Oct 7, priced at $267 found 3 days ago
United
Sat, May 17 - Sun, May 18
DAY
James M. Cox Dayton Intl.
IAD
Washington Dulles Intl.
$312 Roundtrip, found 6 days ago
$312
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 17 from James M. Cox Dayton Intl. to Washington Dulles Intl., returning Sun, May 18, priced at $312 found 6 days ago
Delta
Mon, Jun 30 - Mon, Jul 7
ICT
Wichita Dwight D. Eisenhower National
IAD
Washington Dulles Intl.
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jun 30 from Wichita Dwight D. Eisenhower National to Washington Dulles Intl., returning Mon, Jul 7, priced at $347 found 1 day ago
United
Fri, May 16 - Sun, May 18
ALB
Albany Intl.
IAD
Washington Dulles Intl.
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 16 from Albany Intl. to Washington Dulles Intl., returning Sun, May 18, priced at $414 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 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 $199, 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 $199 right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$198

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! (1,016 reviews)
"It was okay."

Reviewed on May 12, 2025

Get rates
Country Inn & Suites by Radisson, Frederick, MD
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! (1,007 reviews)
👍
"Nice hotel. Would stay again. It was clean and front desk person was very nice. Didn’t eat there so no comment on dining"

Reviewed on May 12, 2025

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Hilton Garden Inn Frederick
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! (1,007 reviews)
"Rooms are clean and bed was very comfortable. Breakfast was great. We will come again."

Reviewed on May 12, 2025

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Clarion Inn Harpers Ferry - Charles Town
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! (1,101 reviews)
"The staff was friendly and everything was clean"

Reviewed on May 14, 2025

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Country Inn & Suites by Radisson, Hagerstown, MD
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! (1,009 reviews)
"We were very impressed by the person working the front desk and how nice our room was. The only down side was the noise coming from the roadway that seemed to be just feet from our room. It was so noisy, even over my ear plugs! The parking lot was very tight, especially if you arrived late. Also, ..."

Reviewed on May 15, 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! (191 reviews)
"A new, well appointed hotel. Friendly staff and easy highway access."

Reviewed on May 15, 2025

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Tru By Hilton Martinsburg
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 ...
9.2/10 Wonderful! (590 reviews)
"Great hotel!"

Reviewed on May 10, 2025

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SpringHill Suites by Marriott Frederick
Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort Detrick
2.5 out of 5
1565 Opossumtown Pike, Frederick, MD
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.6/10 Excellent! (1,001 reviews)
"The hotel clerk was very prompt and efficient!!"

Reviewed on May 9, 2025

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Hampton Inn & Suites Frederick-Fort Detrick
See all 762 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.