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Middleburg

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Middleburg Flights as Low as $56

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

Frontier Airlines
Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Washington Dulles Intl., returning Mon, Mar 2, priced at $56 just found
Frontier Airlines
Sat, Feb 21 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 12 hours ago
$56
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Feb 28, priced at $56 found 12 hours ago
Frontier Airlines
Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$66 Roundtrip, just found
$66
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Washington Dulles Intl., returning Mon, Mar 2, priced at $66 just found
Frontier Airlines
Fri, Jan 30 - Sun, Feb 8
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$67 Roundtrip, found 1 day ago
$67
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jan 30 from Orlando Intl. to Washington Dulles Intl., returning Sun, Feb 8, priced at $67 found 1 day ago
Frontier Airlines
Sat, Feb 7 - Mon, Feb 16
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Feb 7 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Mon, Feb 16, priced at $68 found 4 days ago
United
Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select United flight, departing Thu, Feb 26 from Orlando Intl. to Washington Dulles Intl., returning Mon, Mar 2, priced at $97 just found
JetBlue Airways
Tue, Mar 17 - Tue, Mar 17
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$99 Roundtrip, found 21 hours ago
$99
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Mar 17 from Orlando Intl. to Ronald Reagan Washington National, returning Tue, Mar 17, priced at $99 found 21 hours ago
Breeze Airways
Fri, Feb 6 - Mon, Feb 16
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$110 Roundtrip, found 6 hours ago
$110
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Feb 6 from Orlando Intl. to Washington Dulles Intl., returning Mon, Feb 16, priced at $110 found 6 hours ago
Delta
Tue, Mar 17 - Wed, Mar 18
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$117 Roundtrip, found 21 hours ago
$117
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Mar 17 from Orlando Intl. to Ronald Reagan Washington National, returning Wed, Mar 18, priced at $117 found 21 hours ago
American Airlines
Wed, Mar 25 - Wed, Apr 1
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Mar 25 from Orlando Intl. to Ronald Reagan Washington National, returning Wed, Apr 1, priced at $138 found 1 hour ago
Frontier Airlines
Wed, Feb 25 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$139 Roundtrip, found 12 hours ago
$139
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $139 found 12 hours ago
Frontier Airlines
Wed, Feb 11 - Wed, Feb 18
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$158 Roundtrip, found 13 hours ago
$158
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Feb 11 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Wed, Feb 18, priced at $158 found 13 hours ago
Delta
Sat, Feb 14 - Sat, Feb 21
DAL
Love Field
IAD
Washington Dulles Intl.
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 14 from Love Field to Washington Dulles Intl., returning Sat, Feb 21, priced at $222 found 6 days ago
Delta
Sat, Feb 7 - Wed, Feb 11
DAL
Love Field
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 7 from Love Field to Ronald Reagan Washington National, returning Wed, Feb 11, priced at $242 found 6 days ago
Alaska Airlines
Wed, Apr 22 - Tue, Apr 28
ONT
Los Angeles - Ontario Intl.
IAD
Washington Dulles Intl.
$297 Roundtrip, found 16 hours ago
$297
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Wed, Apr 22 from Los Angeles - Ontario Intl. to Washington Dulles Intl., returning Tue, Apr 28, priced at $297 found 16 hours ago
Hawaiian Airlines
Fri, Feb 13 - Thu, Feb 19
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$337 Roundtrip, found 6 days ago
$337
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Fri, Feb 13 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Thu, Feb 19, priced at $337 found 6 days ago

Cheap Flights to Middleburg

Fall in love at first flight with your vacation to Middleburg 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 Middleburg on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middleburg, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middleburg

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middleburg 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 DCA airport.

What is the cheapest month to fly to Middleburg?

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 Middleburg are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middleburg?

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 Middleburg.

What airport is best to fly into Middleburg?

When you’re planning your trip to Middleburg, convenience is the name of the game. Luckily, Middleburg Washington Dulles Intl. Airport is nearby so you can deplane and get going on checking off everything on your Middleburg must-do list.

How much are flights to Middleburg?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middleburg 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 Middleburg?

The trick to saving a stack of cash on your flight to Middleburg? 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?

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

Last Minute Hotel Deals in Middleburg

Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9.2/10 Wonderful! (377 reviews)
Room was awesome, amazing experiences at the resort and really great customer service

Reviewed on Jan 18, 2026

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Salamander Resort And Spa
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
Stay at this inn in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Red ...
9.6/10 Exceptional! (420 reviews)
By far one of the best inns I've stayed at. The sraff and service was excellent. Dining was outstanding. Every detail impeccably designed. Will be back soon!

Reviewed on Jan 17, 2026

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The Red Fox Inn & Tavern
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd Herndon VA
Book a stay at this business-friendly hotel in Herndon. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.2/10 Very Good! (2,686 reviews)
Room was clean

Reviewed on Jan 16, 2026

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Hyatt Place Herndon Dulles Airport East
Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Book a stay at this golf hotel in Herndon. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,548 reviews)
STAY HERE!!!!!! Not a small, little motel/hotel. They have a bar, food and the rooms are nice. Couch, giant tv (rotates from bed to couch). Bathroom is clean.

Reviewed on Jan 17, 2026

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Hyatt Regency Dulles
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
Loved the resort, the spa, everyone was so sweet. It was clean and smelled amazing. I had the absolute best massage ever. Love love love, me and my husband definitely will be back

Reviewed on Jan 7, 2026

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Lansdowne Resort and Spa
Courtyard by Marriott Dulles Airport Herndon

Courtyard by Marriott Dulles Airport Herndon

3 out of 5
13715 Sayward Blvd Herndon VA
Book a stay at this business-friendly hotel in Herndon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,003 reviews)
I had a wonderful stay at Marriott. The hotel was clean, comfortable, and very well maintained. The room was spacious, quiet, and had everything I needed for a relaxing stay. The location was also very convenient, making it easy to get around. Overall, it was a great experience, and I would definitely ...

Reviewed on Jan 22, 2026

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Courtyard by Marriott Dulles Airport Herndon
Embassy Suites by Hilton Dulles Airport

Embassy Suites by Hilton Dulles Airport

3.5 out of 5
13341 Woodland Park Drive Herndon VA
Book a stay at this business-friendly hotel in Herndon. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,006 reviews)
The staff were wonderful. They helped me arrange the shuttle to and from the airport and made check in so easy.

Reviewed on Jan 18, 2026

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Embassy Suites by Hilton Dulles Airport
Hampton Inn & Suites Washington-Dulles International Airport

Hampton Inn & Suites Washington-Dulles International Airport

2.5 out of 5
22700 Holiday Park Drive Sterling VA
Stay at this hotel in Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,006 reviews)
Check in was great the room had two small cockroaches when we went to the pool the room smelled of mold by the time we came back our bathing suites and body smelled like moldy water staff was great in every aspect

Reviewed on Jan 15, 2026

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Hampton Inn & Suites Washington-Dulles International Airport
See all 987 properties in Middleburg
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.