Search Cheap Flights to
Middletown

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Middletown Flights as Low as $114

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

Frontier Airlines
Thu, Mar 6 - Tue, Mar 11
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Mar 6 from O'Hare Intl. to Washington Dulles Intl., returning Tue, Mar 11, priced at $114 found 6 days ago
United
Sat, Apr 12 - Tue, Apr 15
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select United flight, departing Sat, Apr 12 from O'Hare Intl. to Washington Dulles Intl., returning Tue, Apr 15, priced at $197 found 2 days ago
Delta
Tue, Feb 18 - Thu, Feb 27
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Feb 18 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Feb 27, priced at $207 found 5 days ago
Alaska Airlines
Tue, Mar 25 - Tue, Apr 1
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$270 Roundtrip, found 16 hours ago
$270
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Tue, Mar 25 from Sacramento Intl. to Washington Dulles Intl., returning Tue, Apr 1, priced at $270 found 16 hours ago
Hawaiian Airlines
Mon, Mar 17 - Wed, Mar 26
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$277 Roundtrip, found 16 hours ago
$277
Roundtrip
found 16 hours ago
Select Hawaiian Airlines flight, departing Mon, Mar 17 from Sacramento Intl. to Washington Dulles Intl., returning Wed, Mar 26, priced at $277 found 16 hours ago
American Airlines
Sat, Mar 8 - Sun, Mar 9
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$313 Roundtrip, found 13 hours ago
$313
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sat, Mar 8 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Mar 9, priced at $313 found 13 hours ago
Alaska Airlines
Mon, Mar 17 - Thu, Mar 20
PDX
Portland Intl.
IAD
Washington Dulles Intl.
$332 Roundtrip, found 3 days ago
$332
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Mon, Mar 17 from Portland Intl. to Washington Dulles Intl., returning Thu, Mar 20, priced at $332 found 3 days ago
American Airlines
Mon, Mar 17 - Wed, Mar 26
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$541 Roundtrip, found 2 days ago
$541
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Wed, Mar 26, priced at $541 found 2 days ago
British Airways
Mon, Mar 17 - Sun, Mar 23
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$543 Roundtrip, found 2 days ago
$543
Roundtrip
found 2 days ago
Select British Airways flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Sun, Mar 23, priced at $543 found 2 days ago
Icelandair
Tue, Apr 15 - Sun, May 18
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select Icelandair flight, departing Tue, Apr 15 from Frankfurt Intl. to Washington Dulles Intl., returning Sun, May 18, priced at $564 found 1 day ago
Lufthansa
Mon, Mar 17 - Tue, Jul 1
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$590 Roundtrip, found 1 day ago
$590
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Tue, Jul 1, priced at $590 found 1 day ago
Swiss International Air Lines
Mon, Mar 17 - Tue, Jul 1
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$625 Roundtrip, found 1 day ago
$625
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Tue, Jul 1, priced at $625 found 1 day ago
Brussels Airlines
Mon, Mar 17 - Sun, Mar 23
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$639 Roundtrip, found 2 days ago
$639
Roundtrip
found 2 days ago
Select Brussels Airlines flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Sun, Mar 23, priced at $639 found 2 days ago
KLM
Mon, Mar 17 - Sun, Mar 23
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$651 Roundtrip, found 2 days ago
$651
Roundtrip
found 2 days ago
Select KLM flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Sun, Mar 23, priced at $651 found 2 days ago
Air France
Mon, Mar 17 - Mon, Jul 28
FRA
Frankfurt Intl.
IAD
Washington Dulles Intl.
$660 Roundtrip, found 1 day ago
$660
Roundtrip
found 1 day ago
Select Air France flight, departing Mon, Mar 17 from Frankfurt Intl. to Washington Dulles Intl., returning Mon, Jul 28, priced at $660 found 1 day ago
Delta
Wed, Jun 18 - Mon, Aug 18
DEL
Indira Gandhi Intl.
IAD
Washington Dulles Intl.
$867 Roundtrip, found 15 hours ago
$867
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Jun 18 from Indira Gandhi Intl. to Washington Dulles Intl., returning Mon, Aug 18, priced at $867 found 15 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 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 $114, 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 $114 right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$114

Last Minute Hotel Deals in Middletown

Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort Detrick
2.5 out of 5
1565 Opossumtown Pike, Frederick, MD
The price is $132 per night from Mar 12 to Mar 13
$132
includes taxes & fees
Mar 12 - Mar 13
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! (1,000 reviews)
"The pool was closed due to maintenance the whole weekend. When I booked it didn’t say anything maybe they should update the website."

Reviewed on Jan 26, 2025

Hampton Inn & Suites Frederick-Fort Detrick
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
The price is $80 per night from Feb 18 to Feb 19
$80
includes taxes & fees
Feb 18 - Feb 19
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 ...
8.4/10 Very Good! (1,010 reviews)
"Excellent value for the money. Friendly and competent staff. Good breakfast. Nice chocolate chip cookies at check-in."

Reviewed on Feb 7, 2025

Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Hagerstown, MD
Country Inn & Suites by Radisson, Hagerstown, MD
3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
The price is $105 per night from Feb 23 to Feb 24
$105
includes taxes & fees
Feb 23 - Feb 24
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! (1,058 reviews)
"The hotel was very clean and well maintained. The rooms were very nice."

Reviewed on Feb 3, 2025

Country Inn & Suites by Radisson, Hagerstown, MD
Super 8 by Wyndham Frederick
Super 8 by Wyndham Frederick
2 out of 5
20 Monocacy Blvd, Frederick, MD
The price is $70 per night from Feb 18 to Feb 19
$70
includes taxes & fees
Feb 18 - Feb 19
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! (1,001 reviews)
"Great location, clean rooms"

Reviewed on Feb 11, 2025

Super 8 by Wyndham Frederick
SpringHill Suites by Marriott Frederick
SpringHill Suites by Marriott Frederick
2.5 out of 5
111 Byte Drive, Frederick, MD
The price is $126 per night from Mar 9 to Mar 10
$126
includes taxes & fees
Mar 9 - Mar 10
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! (534 reviews)
"You can hear people talking in the room next door. Also, when someone takes shower the plumbing system gets very loud. Thus, you know when neighbors taking showers. But our room was decently clean, comfy and everything worked in the bathroom. Remote control from TV did not work and it was hard to ..."

Reviewed on Jan 23, 2025

SpringHill Suites by Marriott Frederick
Homewood Suites by Hilton Leesburg
Homewood Suites by Hilton Leesburg
3 out of 5
115 Fort Evans Rd Ne, Leesburg, VA
The price is $126 per night from Feb 23 to Feb 24
$126
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (482 reviews)
"I stayed here during the 2025 Presidential Inauguration. It was a nice hotel. Great rooms, staff were friendly and only a 15 minute drive to the Ashburn Metro station! Overall great value for the price. Definitely would recommend if visiting DC on a budget."

Reviewed on Feb 3, 2025

Homewood Suites by Hilton Leesburg
Hilton Garden Inn Frederick
Hilton Garden Inn Frederick
3 out of 5
7226 Corporate Ct, Frederick, MD
The price is $136 per night from Mar 12 to Mar 13
$136
includes taxes & fees
Mar 12 - Mar 13
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! (1,000 reviews)
Great Facility and Great Front Desk Staff
"Second stay and will come back. Well-kept facility with great amenities. Super impressed with front desk staff. Antoinette, especially, is the epitome of kind and gracious. The breakfast situation is a little confusing and can cause guests some discomfort, as some learn for the first time that it's ..."

Reviewed on Feb 7, 2025

Hilton Garden Inn Frederick
Fairfield Inn & Suites by Marriott Hagerstown
Fairfield Inn & Suites by Marriott Hagerstown
2.5 out of 5
89 ALL STAR COURT, Hagerstown, MD
The price is $118 per night from Mar 2 to Mar 3
$118
includes taxes & fees
Mar 2 - Mar 3
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! (397 reviews)
"Staff at front desk was extremely friendly and made us feel welcome."

Reviewed on Feb 7, 2025

Fairfield Inn & Suites by Marriott Hagerstown
See all 709 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.