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Middleburg

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Middleburg Flights as Low as $151

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

Frontier Airlines
Sat, Feb 28 - Tue, Mar 3
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 28 from George Bush Intercontinental to Ronald Reagan Washington National, returning Tue, Mar 3, priced at $151 found 1 day ago
Frontier Airlines
Sat, Feb 28 - Mon, Mar 2
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 28 from George Bush Intercontinental to Ronald Reagan Washington National, returning Mon, Mar 2, priced at $161 found 1 day ago
Frontier Airlines
Tue, Mar 3 - Wed, Mar 4
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Mar 3 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Wed, Mar 4, priced at $163 found 6 days ago
Frontier Airlines
Tue, Apr 14 - Fri, May 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$170 Roundtrip, found 21 hours ago
$170
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, Apr 14 from O'Hare Intl. to Washington Dulles Intl., returning Fri, May 1, priced at $170 found 21 hours ago
Frontier Airlines
Sat, Apr 18 - Fri, May 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$172 Roundtrip, found 21 hours ago
$172
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to Washington Dulles Intl., returning Fri, May 1, priced at $172 found 21 hours ago
Frontier Airlines
Wed, Mar 25 - Thu, Apr 9
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$174 Roundtrip, found 21 hours ago
$174
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Mar 25 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Apr 9, priced at $174 found 21 hours ago
Frontier Airlines
Thu, Feb 26 - Tue, Mar 10
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from George Bush Intercontinental to Washington Dulles Intl., returning Tue, Mar 10, priced at $179 found 6 days ago
Frontier Airlines
Thu, Feb 26 - Mon, Mar 2
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Los Angeles Intl. to Ronald Reagan Washington National, returning Mon, Mar 2, priced at $184 found 4 days ago
United
Sat, May 30 - Sat, May 30
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$193 Roundtrip, found 9 hours ago
$193
Roundtrip
found 9 hours ago
Select United flight, departing Sat, May 30 from O'Hare Intl. to Washington Dulles Intl., returning Sat, May 30, priced at $193 found 9 hours ago
JetBlue Airways
Tue, Mar 10 - Mon, Mar 16
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$201 Roundtrip, found 9 hours ago
$201
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Mar 10 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Mar 16, priced at $201 found 9 hours ago
Frontier Airlines
Tue, Apr 14 - Sat, May 2
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$212 Roundtrip, found 4 days ago
$212
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Los Angeles Intl. to Washington Dulles Intl., returning Sat, May 2, priced at $212 found 4 days ago
Delta
Tue, Apr 14 - Tue, Apr 28
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Apr 14 from O'Hare Intl. to Ronald Reagan Washington National, returning Tue, Apr 28, priced at $217 found 4 days ago
American Airlines
Wed, Apr 22 - Wed, Apr 29
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$233 Roundtrip, found 20 hours ago
$233
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Apr 22 from O'Hare Intl. to Ronald Reagan Washington National, returning Wed, Apr 29, priced at $233 found 20 hours ago
Alaska Airlines
Wed, Apr 22 - Tue, May 5
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, May 5, priced at $237 found 3 days ago
Hawaiian Airlines
Thu, Feb 26 - Tue, Mar 3
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Thu, Feb 26 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Mar 3, priced at $255 found 4 days ago
Delta
Sat, Mar 7 - Tue, Mar 17
ONT
Los Angeles - Ontario Intl.
IAD
Washington Dulles Intl.
$263 Roundtrip, found 4 days ago
$263
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Mar 7 from Los Angeles - Ontario Intl. to Washington Dulles Intl., returning Tue, Mar 17, priced at $263 found 4 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 $151, 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 $151 right now, why wait?

Middleburg Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$61

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 ...
9/10 Wonderful! (378 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 ...
9.4/10 Exceptional! (424 reviews)
Room was wonderful except the thermostat did not work and the room became very hot. Had to open a window. No screen on the window either. Would have been nice to have a refrigerator in the room too. Loved the ice which was in the room and delivered again. Room was lovely though. Not a big fan of ...

Reviewed on Jan 29, 2026

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The Red Fox Inn & Tavern
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! (1,580 reviews)
Spotless room with lovely view of airport and mountains. Room was very cold however. Parking app did not work necessitating two trips in and out in freezing cold to check in. Check in staff not very welcoming. Delicious food at the restaurant and good service there.

Reviewed on Feb 3, 2026

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Hyatt Regency Dulles
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! (2,710 reviews)
The staff were very nice, warm, friendly, and very accommodating. I would stay in this hotel again. Also, very convenient to the Metro Station, only 5 minutes walk.

Reviewed on Feb 3, 2026

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Hyatt Place Herndon Dulles Airport East
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! (1,007 reviews)
Good

Reviewed on Feb 2, 2026

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Hampton Inn & Suites Washington-Dulles International Airport
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! (1,002 reviews)
Great location, rooms were nice and clean. Wish bar stayed open until 11 but 10 was still good. Shuttle service was good-but let people know you must call to be picked up. I thought they just automatically run during operation hours but no so for pick ups at the airport.

Reviewed on Feb 2, 2026

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Courtyard by Marriott Dulles Airport Herndon
Echo Suites Sterling

Echo Suites Sterling

2 out of 5
46404 Benedict Drive Sterling VA
Stay at this hotel in Sterling. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Reston Town Center and Claude Moore Park Recreation ...
8.2/10 Very Good! (129 reviews)
The room was very clean. Hotel in general smelled wonderful as soon as you walked in. Staff was very friendly and helpful. Loved the detachable showerhead. Wasn't prepared for the hardwood floors thru out the whole room and I didn't like that there was only one trash can on the room that was in the ...

Reviewed on Jan 6, 2026

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Echo Suites Sterling
Holiday Inn Chantilly-Dulles Expo Center by IHG

Holiday Inn Chantilly-Dulles Expo Center by IHG

3 out of 5
4335 Chantilly Shopping Ctr Chantilly VA
Book a stay at this business-friendly hotel in Chantilly. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
Best place ever

Reviewed on Jan 26, 2026

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Holiday Inn Chantilly-Dulles Expo Center by IHG
See all 990 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.