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Upperville

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Upperville Flights as Low as $46

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

Frontier Airlines
Wed, Dec 2 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$46 Roundtrip, found 1 hour ago
$46
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Dec 15, priced at $46 found 1 hour ago
Frontier Airlines
Wed, Nov 18 - Sat, Nov 21
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Nov 21, priced at $56 found 2 hours ago
Frontier Airlines
Wed, Nov 18 - Wed, Dec 2
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$81 Roundtrip, found 1 hour ago
$81
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Wed, Dec 2, priced at $81 found 1 hour ago
Southwest Airlines
Wed, Nov 18 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$116 Roundtrip, just found
$116
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Dec 2, priced at $116 just found
Southwest Airlines
Fri, Dec 25 - Sat, Jan 9
DAL
Love Field
DCA
Ronald Reagan Washington National
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Fri, Dec 25 from Love Field to Ronald Reagan Washington National, returning Sat, Jan 9, priced at $117 found 1 hour ago
Frontier Airlines
Wed, Dec 2 - Sat, Dec 12
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$124 Roundtrip, found 1 hour ago
$124
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Tampa Intl. to Washington Dulles Intl., returning Sat, Dec 12, priced at $124 found 1 hour ago
United
Wed, Nov 18 - Wed, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Nov 18, priced at $132 found 7 hours ago
Delta
Wed, Nov 18 - Wed, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Nov 18, priced at $132 found 7 hours ago
American Airlines
Wed, Nov 18 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$157 Roundtrip, just found
$157
Roundtrip
just found
Select American Airlines flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Dec 2, priced at $157 just found
American Airlines
Tue, Nov 17 - Mon, Nov 23
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$167 Roundtrip, just found
$167
Roundtrip
just found
Select American Airlines flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Mon, Nov 23, priced at $167 just found
Frontier Airlines
Sat, Nov 7 - Mon, Nov 16
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$175 Roundtrip, found 5 hours ago
$175
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Nov 7 from George Bush Intercontinental to Washington Dulles Intl., returning Mon, Nov 16, priced at $175 found 5 hours ago
Delta
Wed, Nov 18 - Wed, Dec 2
DAL
Love Field
IAD
Washington Dulles Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Nov 18 from Love Field to Washington Dulles Intl., returning Wed, Dec 2, priced at $217 found 1 hour ago
Frontier Airlines
Tue, Nov 10 - Tue, Nov 17
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$260 Roundtrip, found 6 hours ago
$260
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Nov 10 from George Bush Intercontinental to Ronald Reagan Washington National, returning Tue, Nov 17, priced at $260 found 6 hours ago
Frontier Airlines
Mon, Dec 21 - Sun, Jan 10
TPA
Tampa Intl.
DCA
Ronald Reagan Washington National
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Dec 21 from Tampa Intl. to Ronald Reagan Washington National, returning Sun, Jan 10, priced at $270 found 5 days ago
JetBlue Airways
Tue, Dec 22 - Tue, Jan 5
TPA
Tampa Intl.
DCA
Ronald Reagan Washington National
$351 Roundtrip, found 5 days ago
$351
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Dec 22 from Tampa Intl. to Ronald Reagan Washington National, returning Tue, Jan 5, priced at $351 found 5 days ago
Alaska Airlines
Tue, Nov 17 - Wed, Dec 2
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$663 Roundtrip, found 4 hours ago
$663
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Tue, Nov 17 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Wed, Dec 2, priced at $663 found 4 hours ago

Cheap Flights to Upperville

Fall in love at first flight with your vacation to Upperville 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 Upperville on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Upperville, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Upperville

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Upperville 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 Upperville?

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 Upperville are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Upperville?

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 Upperville.

What airport is best to fly into Upperville?

When you’re planning your trip to Upperville, convenience is the name of the game. Luckily, Upperville Washington Dulles Intl. Airport is nearby so you can deplane and get going on checking off everything on your Upperville must-do list.

How much are flights to Upperville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Upperville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $46, 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 Upperville?

The trick to saving a stack of cash on your flight to Upperville? 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 $46 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$46

Last Minute Hotel Deals in Upperville

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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Lansdowne Resort and Spa
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,002 reviews)
"Location is excellent. Walking distance to restaurants, coffee shops and bars as well as historical sites. Staff is always excellent, neatly dressed, well spoken and professional. The property is an architectural gem. The lobby, bar and general interior details like the interior woodwork, floors, ..."

Reviewed on Oct 17, 2026

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The George Washington Hotel, A Wyndham Grand Hotel
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,008 reviews)
"Bare essentials"

Reviewed on Oct 18, 2026

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TRU By Hilton Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
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Microtel Inn & Suites by Wyndham Winchester
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! (426 reviews)
"The Salamander resort is breathtaking! Spectacular property. The staff was always willing to answer questions or to help in any way possible. Our room was clean and very comfortable. I was so happy to see that it is pet friendly. My only complaint was that guests left their dogs in their rooms while ..."

Reviewed on Oct 18, 2026

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Salamander Resort And Spa
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Book a stay at this golf hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (1,137 reviews)
"We were allowed early check in which allowed us to enjoy the day’s activities."

Reviewed on Oct 19, 2026

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Comfort Inn & Suites Winchester
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,013 reviews)
"Breakfast was excellent. The staff are so friendly and helpful! We stay on our way to Fl. and are never disappointed."

Reviewed on Oct 19, 2026

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Quality Inn Winchester
See all 770 properties in Upperville
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.