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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
Wed, May 20 - Sun, May 24
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 20 from Orlando Intl. to Washington Dulles Intl., returning Sun, May 24, priced at $98 found 1 day ago
Frontier Airlines
Tue, May 19 - Sun, May 24
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 19 from Orlando Intl. to Washington Dulles Intl., returning Sun, May 24, priced at $102 found 1 day ago
Breeze Airways
Mon, Mar 30 - Mon, Apr 6
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$113 Roundtrip, found 3 hours ago
$113
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Mar 30 from Orlando Intl. to Washington Dulles Intl., returning Mon, Apr 6, priced at $113 found 3 hours ago
JetBlue Airways
Sat, May 9 - Mon, May 11
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$144 Roundtrip, found 5 days ago
$144
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, May 9 from Orlando Intl. to Ronald Reagan Washington National, returning Mon, May 11, priced at $144 found 5 days ago
Frontier Airlines
Wed, Apr 22 - Tue, May 5
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, May 5, priced at $160 found 3 days ago
Frontier Airlines
Thu, Apr 16 - Mon, Apr 27
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$168 Roundtrip, found 19 hours ago
$168
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Mon, Apr 27, priced at $168 found 19 hours ago
American Airlines
Sat, Jun 20 - Tue, Jul 7
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Jun 20 from Orlando Intl. to Ronald Reagan Washington National, returning Tue, Jul 7, priced at $197 found 3 hours ago
Delta
Fri, Apr 17 - Sat, May 2
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Apr 17 from Orlando Intl. to Ronald Reagan Washington National, returning Sat, May 2, priced at $197 found 8 hours ago
Frontier Airlines
Thu, Apr 16 - Sun, Apr 19
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$200 Roundtrip, found 12 hours ago
$200
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Sun, Apr 19, priced at $200 found 12 hours ago
Frontier Airlines
Wed, Apr 22 - Sat, May 9
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$220 Roundtrip, found 2 days ago
$220
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to Washington Dulles Intl., returning Sat, May 9, priced at $220 found 2 days ago
United
Fri, May 15 - Wed, Jun 3
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$232 Roundtrip, found 3 hours ago
$232
Roundtrip
found 3 hours ago
Select United flight, departing Fri, May 15 from Orlando Intl. to Washington Dulles Intl., returning Wed, Jun 3, priced at $232 found 3 hours ago
Delta
Wed, May 6 - Tue, May 12
DAL
Love Field
IAD
Washington Dulles Intl.
$263 Roundtrip, found 6 days ago
$263
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, May 6 from Love Field to Washington Dulles Intl., returning Tue, May 12, priced at $263 found 6 days ago
Alaska Airlines
Tue, Sep 1 - Tue, Sep 15
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Sep 1 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Sep 15, priced at $297 found 1 day ago
Delta
Fri, Apr 24 - Tue, Apr 28
BZN
Bozeman Yellowstone Intl.
DCA
Ronald Reagan Washington National
$335 Roundtrip, found 4 hours ago
$335
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Apr 24 from Bozeman Yellowstone Intl. to Ronald Reagan Washington National, returning Tue, Apr 28, priced at $335 found 4 hours ago
Hawaiian Airlines
Wed, Apr 15 - Tue, Apr 21
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Wed, Apr 15 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Apr 21, priced at $351 found 1 day ago
Delta
Fri, May 15 - Sat, May 30
DAL
Love Field
DCA
Ronald Reagan Washington National
$370 Roundtrip, found 12 hours ago
$370
Roundtrip
found 12 hours ago
Select Delta flight, departing Fri, May 15 from Love Field to Ronald Reagan Washington National, returning Sat, May 30, priced at $370 found 12 hours 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
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
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! (384 reviews)
For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ...

Reviewed on Feb 22, 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! (427 reviews)
Convenient parking, quiet room, would stay again.

Reviewed on Mar 16, 2026

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The Red Fox Inn & Tavern
Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Book a stay at this golf hotel in Hunter Mill. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,647 reviews)
The hotel has 3 guest elevators and 1 service elevator designated for staff only. During my stay, 2 of the guest elevators were out of service, leaving only 1 operational guest elevator and the service elevator temporarily available for guest use. This information was not communicated prior to check-in. ...

Reviewed on Mar 16, 2026

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Hyatt Regency Dulles International Airport
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 Hunter Mill. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (2,776 reviews)
The room was clean. The hotel is conveniently located to the Metro train. It's a great place to stay if you're flying out of Dulles or wanting to use the Metro to tour DC.

Reviewed on Mar 16, 2026

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Hyatt Place Herndon Dulles Airport East
HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

3 out of 5
45520 Dulles Plz Sterling VA
Book a stay at this business-friendly hotel in Sterling. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,007 reviews)
I’m extremely disappointed with my experience with this Hyatt property. I booked a room for March 6 but cancelled the reservation within about an hour after learning that my international travel plans had changed due to a major disruption overseas. A Hyatt representative even sent a waiver to the ...

Reviewed on Mar 16, 2026

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HYATT house Sterling/Dulles Airport-North
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 Hunter Mill. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (1,007 reviews)
Conveniently located relative to the airport-just 10 minutes away. When I called for the airport shuttle, the receptionist informed us it would pick us up in a few minutes. It arrived after 30 minutes. The driver was helpful but we were frustrated by the expectation not being accurately set by the ...

Reviewed on Mar 15, 2026

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Courtyard by Marriott Dulles Airport Herndon
Best Western Dulles Airport Inn

Best Western Dulles Airport Inn

2.5 out of 5
45440 Holiday Drive Sterling VA
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 ...
8.4/10 Very Good! (1,361 reviews)
Room was mad cold.

Reviewed on Mar 15, 2026

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Best Western Dulles Airport Inn
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 Hunter Mill. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (1,003 reviews)
Cheetos laying on the floor of the room when checked in.

Reviewed on Mar 15, 2026

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Embassy Suites by Hilton Dulles Airport
See all 979 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.