Search Cheap Flights to
Middleburg

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Middleburg Flights as Low as $98

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

Frontier Airlines
Thu, May 22 - Sat, May 24
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 22 from Orlando Intl. to Washington Dulles Intl., returning Sat, May 24, priced at $98 found 4 days ago
Frontier Airlines
Fri, May 9 - Sun, May 11
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Orlando Intl. to Washington Dulles Intl., returning Sun, May 11, priced at $99 found 6 days ago
Frontier Airlines
Fri, May 9 - Thu, May 15
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Orlando Intl. to Washington Dulles Intl., returning Thu, May 15, priced at $109 found 6 days ago
Frontier Airlines
Mon, May 12 - Thu, May 15
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$120 Roundtrip, found 6 days ago
$120
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, May 12 from Orlando Intl. to Washington Dulles Intl., returning Thu, May 15, priced at $120 found 6 days ago
Frontier Airlines
Tue, Jun 17 - Sat, Jun 21
CLE
Hopkins Intl.
IAD
Washington Dulles Intl.
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 17 from Hopkins Intl. to Washington Dulles Intl., returning Sat, Jun 21, priced at $172 found 1 day ago
JetBlue Airways
Wed, Jul 2 - Wed, Jul 2
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 2 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Wed, Jul 2, priced at $174 found 2 days ago
JetBlue Airways
Sun, May 25 - Sun, May 25
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, May 25 from Orlando Intl. to Ronald Reagan Washington National, returning Sun, May 25, priced at $179 found 5 days ago
United
Thu, May 22 - Sat, May 24
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago
Select United flight, departing Thu, May 22 from Orlando Intl. to Washington Dulles Intl., returning Sat, May 24, priced at $182 found 4 days ago
American Airlines
Sat, May 24 - Tue, May 27
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 24 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Tue, May 27, priced at $182 found 2 days ago
American Airlines
Thu, May 29 - Sun, Jun 1
CLE
Hopkins Intl.
DCA
Ronald Reagan Washington National
$188 Roundtrip, found 10 hours ago
$188
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, May 29 from Hopkins Intl. to Ronald Reagan Washington National, returning Sun, Jun 1, priced at $188 found 10 hours ago
Delta
Tue, May 27 - Tue, May 27
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 27 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Tue, May 27, priced at $200 found 2 days ago
United
Thu, Jul 24 - Sun, Jul 27
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jul 24 from Fort Lauderdale - Hollywood Intl. to Washington Dulles Intl., returning Sun, Jul 27, priced at $204 found 1 day ago
Frontier Airlines
Mon, May 5 - Mon, May 12
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$231 Roundtrip, found 16 hours ago
$231
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Mon, May 5 from Sacramento Intl. to Washington Dulles Intl., returning Mon, May 12, priced at $231 found 16 hours ago
American Airlines
Sun, May 11 - Sat, May 17
SMF
Sacramento Intl.
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 10 hours ago
$242
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sun, May 11 from Sacramento Intl. to Ronald Reagan Washington National, returning Sat, May 17, priced at $242 found 10 hours ago
Hawaiian Airlines
Wed, May 28 - Fri, May 30
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Wed, May 28 from Sacramento Intl. to Washington Dulles Intl., returning Fri, May 30, priced at $269 found 1 day ago
Alaska Airlines
Thu, May 29 - Mon, Jun 2
SMF
Sacramento Intl.
IAD
Washington Dulles Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, May 29 from Sacramento Intl. to Washington Dulles Intl., returning Mon, Jun 2, priced at $273 found 1 day 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 May, 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 $98, 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 $98 right now, why wait?

Middleburg Flight Information
Destination airport
Middleburg
Destination airport IATA code
DCA

Last Minute Hotel Deals in Middleburg

Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
The price is $690 per night from May 7 to May 8
$690
includes taxes & fees
May 7 - May 8
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Red Fox Fine Art and Museum of ...
9/10 Wonderful! (350 reviews)
"5 star"

Reviewed on Apr 26, 2025

Salamander Resort And Spa
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern
4 out of 5
2 E Washington St, Middleburg, VA
The price is $430 per night from May 4 to May 5
$430
includes taxes & fees
May 4 - May 5
Stay at this 4-star inn in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (356 reviews)
Loved our stay!
"Incredibly comfortable, luxury cottage. Warm, welcoming, and very helpful staff. Breakfast was delicious, and I loved getting sent to the cottage. Best coffee I’ve had in a long time. The food at the pub was delicious. Only negative comment is that the service at the pub could have been a lot better. ..."

Reviewed on Apr 17, 2025

The Red Fox Inn & Tavern
Best Western Dulles Airport Inn
Best Western Dulles Airport Inn
2.5 out of 5
45440 Holiday Drive, Sterling, VA
The price is $125 per night from May 4 to May 5
$125
includes taxes & fees
May 4 - May 5
Book a stay at this business-friendly hotel in Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,220 reviews)
"Our stay there was pleasant and convenient but I wish they had an elevator to the second floor. Lugging our heavy suitcases up those stairs was very hard as we are seniors."

Reviewed on Apr 26, 2025

Best Western Dulles Airport Inn
Hyatt Place Herndon Dulles Airport East
Hyatt Place Herndon Dulles Airport East
3 out of 5
13711 Sayward Blvd, Herndon, VA
The price is $107 per night from May 9 to May 10
$107
includes taxes & fees
May 9 - May 10
Stay at this 3-star business-friendly hotel in Herndon. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (2,091 reviews)
"None"

Reviewed on Apr 28, 2025

Hyatt Place Herndon Dulles Airport East
Hyatt Regency Dulles
Hyatt Regency Dulles
4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
The price is $120 per night from May 3 to May 4
$120
includes taxes & fees
May 3 - May 4
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! (1,254 reviews)
"The property was nice and the restaurant and bar were convenient."

Reviewed on Apr 28, 2025

Hyatt Regency Dulles
Holiday Inn Washington-Dulles International Airport by IHG
Holiday Inn Washington-Dulles International Airport by IHG
3.5 out of 5
45425 Holiday Drive, Sterling, VA
The price is $135 per night from May 4 to May 5
$135
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star business-friendly hotel in Sterling. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
"Very clean and well operated for an airport hotel. Great pillows on the beds, too."

Reviewed on Apr 28, 2025

Holiday Inn Washington-Dulles International Airport by IHG
Wingate by Wyndham Chantilly / Dulles Airport
Wingate by Wyndham Chantilly / Dulles Airport
3 out of 5
3940 Centerview Dr, Chantilly, VA
The price is $114 per night from May 4 to May 5
$114
includes taxes & fees
May 4 - May 5
Stay at this 3-star business-friendly hotel in Chantilly. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,295 reviews)
"Only stayed a few hours it was clean and comfortable for our quick rest in transit"

Reviewed on Apr 27, 2025

Wingate by Wyndham Chantilly / Dulles Airport
Hilton Fairfax
Hilton Fairfax
3.5 out of 5
12777 Fair Lakes Cir, Fairfax, VA
The price is $138 per night from May 11 to May 12
$138
includes taxes & fees
May 11 - May 12
Stay at this hotel in Fairfax. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (1,005 reviews)
"very nice, free parking, good breakfast"

Reviewed on Apr 22, 2025

Hilton Fairfax
See all 917 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.