Search Cheap Flights to
Middleburg

Photo by Stephanie Sutton

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Middleburg Flights as Low as $193

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

Bargain Flight
Sat, May 3 - Sun, May 11
IND
Indianapolis Intl.
DCA
Ronald Reagan Washington National
$193 Roundtrip, found 23 hours ago
$193
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Sat, May 3 from Indianapolis Intl. to Ronald Reagan Washington National, returning Sun, May 11, priced at $193 found 23 hours ago
Delta
Wed, Jul 2 - Fri, Jul 4
PNS
Pensacola Intl.
DCA
Ronald Reagan Washington National
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 2 from Pensacola Intl. to Ronald Reagan Washington National, returning Fri, Jul 4, priced at $200 found 1 day ago
Delta
Sat, May 10 - Sun, May 11
PNS
Pensacola Intl.
IAD
Washington Dulles Intl.
$202 Roundtrip, found 5 hours ago
$202
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, May 10 from Pensacola Intl. to Washington Dulles Intl., returning Sun, May 11, priced at $202 found 5 hours ago
Frontier Airlines
Fri, May 9 - Mon, May 12
PNS
Pensacola Intl.
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Pensacola Intl. to Ronald Reagan Washington National, returning Mon, May 12, priced at $242 found 3 days ago
United
Sat, May 3 - Sun, May 11
IND
Indianapolis Intl.
IAD
Washington Dulles Intl.
$242 Roundtrip, found 23 hours ago
$242
Roundtrip
found 23 hours ago
Select United flight, departing Sat, May 3 from Indianapolis Intl. to Washington Dulles Intl., returning Sun, May 11, priced at $242 found 23 hours ago
American Airlines
Sat, May 3 - Sun, May 11
IND
Indianapolis Intl.
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 23 hours ago
$242
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sat, May 3 from Indianapolis Intl. to Ronald Reagan Washington National, returning Sun, May 11, priced at $242 found 23 hours ago
Delta
Thu, May 22 - Sat, Jun 7
EZE
Ministro Pistarini Intl.
IAD
Washington Dulles Intl.
$765 Roundtrip, just found
$765
Roundtrip
just found
Select Delta flight, departing Thu, May 22 from Ministro Pistarini Intl. to Washington Dulles Intl., returning Sat, Jun 7, priced at $765 just found
American Airlines
Thu, May 29 - Mon, Jun 9
EZE
Ministro Pistarini Intl.
DCA
Ronald Reagan Washington National
$765 Roundtrip, just found
$765
Roundtrip
just found
Select American Airlines flight, departing Thu, May 29 from Ministro Pistarini Intl. to Ronald Reagan Washington National, returning Mon, Jun 9, priced at $765 just found
Aeromexico
Tue, May 27 - Sat, Jun 7
EZE
Ministro Pistarini Intl.
IAD
Washington Dulles Intl.
$782 Roundtrip, just found
$782
Roundtrip
just found
Select Aeromexico flight, departing Tue, May 27 from Ministro Pistarini Intl. to Washington Dulles Intl., returning Sat, Jun 7, priced at $782 just found
LATAM Airlines Group
Mon, May 26 - Sun, Jun 8
AEP
Aeroparque Jorge Newbery
DCA
Ronald Reagan Washington National
$797 Roundtrip, just found
$797
Roundtrip
just found
Select LATAM Airlines Group flight, departing Mon, May 26 from Aeroparque Jorge Newbery to Ronald Reagan Washington National, returning Sun, Jun 8, priced at $797 just found
GOL Linhas Aereas S.A.
Wed, May 21 - Mon, Jun 16
AEP
Aeroparque Jorge Newbery
IAD
Washington Dulles Intl.
$850 Roundtrip, just found
$850
Roundtrip
just found
Select GOL Linhas Aereas S.A. flight, departing Wed, May 21 from Aeroparque Jorge Newbery to Washington Dulles Intl., returning Mon, Jun 16, priced at $850 just found
LATAM Airlines Group
Thu, May 29 - Mon, Jun 9
EZE
Ministro Pistarini Intl.
DCA
Ronald Reagan Washington National
$852 Roundtrip, just found
$852
Roundtrip
just found
Select LATAM Airlines Group flight, departing Thu, May 29 from Ministro Pistarini Intl. to Ronald Reagan Washington National, returning Mon, Jun 9, priced at $852 just found
Air Canada
Mon, May 26 - Sun, Jun 8
EZE
Ministro Pistarini Intl.
DCA
Ronald Reagan Washington National
$964 Roundtrip, just found
$964
Roundtrip
just found
Select Air Canada flight, departing Mon, May 26 from Ministro Pistarini Intl. to Ronald Reagan Washington National, returning Sun, Jun 8, priced at $964 just found
avianca
Tue, May 27 - Sat, Jun 7
EZE
Ministro Pistarini Intl.
IAD
Washington Dulles Intl.
$982 Roundtrip, just found
$982
Roundtrip
just found
Select avianca flight, departing Tue, May 27 from Ministro Pistarini Intl. to Washington Dulles Intl., returning Sat, Jun 7, priced at $982 just found
Copa
Thu, May 22 - Sat, Jun 7
EZE
Ministro Pistarini Intl.
IAD
Washington Dulles Intl.
$1,059 Roundtrip, just found
$1,059
Roundtrip
just found
Select Copa flight, departing Thu, May 22 from Ministro Pistarini Intl. to Washington Dulles Intl., returning Sat, Jun 7, priced at $1,059 just found
GOL Linhas Aereas S.A.
Mon, May 26 - Sun, Jun 8
AEP
Aeroparque Jorge Newbery
DCA
Ronald Reagan Washington National
$1,877 Roundtrip, just found
$1,877
Roundtrip
just found
Select GOL Linhas Aereas S.A. flight, departing Mon, May 26 from Aeroparque Jorge Newbery to Ronald Reagan Washington National, returning Sun, Jun 8, priced at $1,877 just found

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 15 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 $193, 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 $193 right now, why wait?

Middleburg Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$98

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 $679 per night from May 11 to May 12
$679
includes taxes & fees
May 11 - May 12
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! (344 reviews)
"Overall, I LOVED the property, the friendliness of the staff, amenities (gym, dining options, fire pits, etc.) With that being said, I did noticed the shower door in our room was not cleaned properly and neither was the countertop in the bathroom. I also noticed water leaking around the base of the ..."

Reviewed on Apr 11, 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 $370 per night from Apr 15 to Apr 16
$370
includes taxes & fees
Apr 15 - Apr 16
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! (354 reviews)
"Nice"

Reviewed on Apr 6, 2025

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
The price is $107 per night from Apr 20 to Apr 21
$107
includes taxes & fees
Apr 20 - Apr 21
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! (2,083 reviews)
A good one night stay
"We only stayed one night. Room was clean. Quiet. Front desk staff were helpful and nice. Breakfast Buffet was limited but adequate. Bed was soft but comfortable."

Reviewed on Apr 13, 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 $121 per night from Apr 17 to Apr 18
$121
includes taxes & fees
Apr 17 - Apr 18
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! (1,243 reviews)
"It was a great, perfect night stay. Wish we could have enjoyed it more!"

Reviewed on Apr 6, 2025

Hyatt Regency Dulles
Best Western Dulles Airport Inn
Best Western Dulles Airport Inn
2.5 out of 5
45440 Holiday Drive, Sterling, VA
The price is $110 per night from Apr 17 to Apr 18
$110
includes taxes & fees
Apr 17 - Apr 18
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! (1,226 reviews)
"Comfortable"

Reviewed on Apr 14, 2025

Best Western Dulles Airport Inn
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 $111 per night from Apr 21 to Apr 22
$111
includes taxes & fees
Apr 21 - Apr 22
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! (1,007 reviews)
"You want rest? Sleep here"

Reviewed on Apr 11, 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 $90 per night from Apr 20 to Apr 21
$90
includes taxes & fees
Apr 20 - Apr 21
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! (1,320 reviews)
"It’s a little bit different than the pictures . Not as new or modern as seen in the picture. Overall it’s clean affordable and nice hotel"

Reviewed on Apr 11, 2025

Wingate by Wyndham Chantilly / Dulles Airport
Washington Dulles Marriott Suites
Washington Dulles Marriott Suites
3.5 out of 5
13101 Worldgate Dr, Herndon, VA
The price is $130 per night from Apr 17 to Apr 18
$130
includes taxes & fees
Apr 17 - Apr 18
Book a stay at this business-friendly hotel in Herndon. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Popular attractions Reston Town ...
9/10 Wonderful! (875 reviews)
"Shuttle to Dulles Airport.and options to dine in or at nearby restaurants."

Reviewed on Apr 13, 2025

Washington Dulles Marriott Suites
See all 919 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.