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 $78

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

Frontier Airlines
Sat, Jul 19 - Mon, Jul 21
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Tampa Intl. to Washington Dulles Intl., returning Mon, Jul 21, priced at $78 found 1 day ago
Frontier Airlines
Thu, Aug 28 - Mon, Sep 1
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 17 hours ago
$88
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Washington Dulles Intl., returning Mon, Sep 1, priced at $88 found 17 hours ago
Frontier Airlines
Sat, Sep 13 - Tue, Sep 16
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 10 hours ago
$88
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Sep 16, priced at $88 found 10 hours ago
Frontier Airlines
Mon, Sep 15 - Wed, Sep 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$89 Roundtrip, found 9 hours ago
$89
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Sep 17, priced at $89 found 9 hours ago
Frontier Airlines
Mon, Sep 15 - Thu, Sep 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$90 Roundtrip, found 10 hours ago
$90
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Thu, Sep 18, priced at $90 found 10 hours ago
Frontier Airlines
Mon, Jul 21 - Sat, Jul 26
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Tampa Intl. to Washington Dulles Intl., returning Sat, Jul 26, priced at $94 found 1 day ago
Frontier Airlines
Fri, Jul 4 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$96 Roundtrip, found 14 hours ago
$96
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Jul 4 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jul 8, priced at $96 found 14 hours ago
JetBlue Airways
Wed, Nov 5 - Wed, Nov 5
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$122 Roundtrip, found 21 hours ago
$122
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Ronald Reagan Washington National, returning Wed, Nov 5, priced at $122 found 21 hours ago
Delta
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 18 hours ago
$132
Roundtrip
found 18 hours ago
Select Delta flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Aug 30, priced at $132 found 18 hours ago
American Airlines
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$132 Roundtrip, found 18 hours ago
$132
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Aug 30, priced at $132 found 18 hours ago
United
Sat, Aug 30 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$137 Roundtrip, found 14 hours ago
$137
Roundtrip
found 14 hours ago
Select United flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Sep 6, priced at $137 found 14 hours ago
American Airlines
Thu, Jul 31 - Mon, Aug 4
TPA
Tampa Intl.
DCA
Ronald Reagan Washington National
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 31 from Tampa Intl. to Ronald Reagan Washington National, returning Mon, Aug 4, priced at $160 found 1 day ago
American Airlines
Thu, Sep 4 - Mon, Sep 8
SNA
John Wayne
DCA
Ronald Reagan Washington National
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Sep 4 from John Wayne to Ronald Reagan Washington National, returning Mon, Sep 8, priced at $253 found 4 days ago
United
Sat, Aug 2 - Tue, Aug 5
SNA
John Wayne
IAD
Washington Dulles Intl.
$263 Roundtrip, found 13 hours ago
$263
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Aug 2 from John Wayne to Washington Dulles Intl., returning Tue, Aug 5, priced at $263 found 13 hours ago
Hawaiian Airlines
Wed, Jul 30 - Tue, Aug 5
SNA
John Wayne
IAD
Washington Dulles Intl.
$320 Roundtrip, found 13 hours ago
$320
Roundtrip
found 13 hours ago
Select Hawaiian Airlines flight, departing Wed, Jul 30 from John Wayne to Washington Dulles Intl., returning Tue, Aug 5, priced at $320 found 13 hours ago
Alaska Airlines
Sat, Jul 5 - Thu, Jul 17
SNA
John Wayne
IAD
Washington Dulles Intl.
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Jul 5 from John Wayne to Washington Dulles Intl., returning Thu, Jul 17, priced at $393 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 July, 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 $78, 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 $78 right now, why wait?

Middleburg Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$78

Last Minute Hotel Deals in Middleburg

Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9/10 Wonderful! (356 reviews)
"We were most impressed about the outstanding friendliness and hospitality of the staff. Felt like in a Japanese Ryokan where the guest is king. One hick-up with the restaurant at the first night, which was charmingly fixed by the management."

Reviewed on Jun 20, 2025

Get rates
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 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! (366 reviews)
"Staff is lovely. We stayed in the Shenandoah suite. It’s a very private tucked away room with a little patio which is why I picked it. Be aware, though, if you choose it that there are two rather large steps down to go into the bathroom! We enjoyed the breakfast that was delivered to the room immensely. ..."

Reviewed on Jun 25, 2025

Get rates
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! (1,289 reviews)
"Stayed for one night and it was great. Very nice staff members"

Reviewed on Jun 19, 2025

Get rates
Hyatt Regency Dulles
Hyatt Place Herndon Dulles Airport East
Hyatt Place Herndon Dulles Airport East
3 out of 5
13711 Sayward Blvd, Herndon, VA
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! (2,229 reviews)
"Good"

Reviewed on Jun 23, 2025

Get rates
Hyatt Place Herndon Dulles Airport East
Wingate by Wyndham Chantilly / Dulles Airport
Wingate by Wyndham Chantilly / Dulles Airport
3 out of 5
3940 Centerview Dr, Chantilly, VA
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! (1,327 reviews)
"It was good"

Reviewed on Jun 25, 2025

Get rates
Wingate by Wyndham Chantilly / Dulles Airport
Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,001 reviews)
"We had a great stay and excellent bday connect Coton & Rye. Pete the manager and Morgan the waitress went above and beyond to accommodate our large family with 5 children including 3 two year olds. They were very kind, helpful, and flexible."

Reviewed on Jun 21, 2025

Get rates
Lansdowne Resort and Spa
Fairfax Marriott at Fair Oaks
Fairfax Marriott at Fair Oaks
4 out of 5
11787 Route 50, Fairfax, VA
Stay at this 4-star business-friendly hotel in Fairfax. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Very professional and well kept place!"

Reviewed on Jun 25, 2025

Get rates
Fairfax Marriott at Fair Oaks
Hilton Washington Dulles Airport
Hilton Washington Dulles Airport
4 out of 5
13869 Park Center Rd, Herndon, VA
Book a stay at this business-friendly hotel in Herndon. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8/10 Very Good! (1,000 reviews)
"All good! Restaurants excellent"

Reviewed on Jun 22, 2025

Get rates
Hilton Washington Dulles Airport
See all 958 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.