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Upperville

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Upperville Flights as Low as $56

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

Frontier Airlines
Wed, Apr 22 - Tue, May 19
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, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $56 found 2 hours ago
Frontier Airlines
Tue, Apr 28 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$67 Roundtrip, found 9 hours ago
$67
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 5, priced at $67 found 9 hours ago
Frontier Airlines
Tue, Apr 21 - Wed, May 6
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 15 hours ago
$68
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, May 6, priced at $68 found 15 hours ago
Frontier Airlines
Fri, May 8 - Sat, May 9
MSP
Minneapolis - St. Paul Intl.
DCA
Ronald Reagan Washington National
$142 Roundtrip, found 10 hours ago
$142
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, May 8 from Minneapolis - St. Paul Intl. to Ronald Reagan Washington National, returning Sat, May 9, priced at $142 found 10 hours ago
Frontier Airlines
Wed, Apr 22 - Tue, May 5
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$155 Roundtrip, found 6 hours ago
$155
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, May 5, priced at $155 found 6 hours ago
Frontier Airlines
Fri, Apr 24 - Tue, May 5
AUS
Austin-Bergstrom Intl.
DCA
Ronald Reagan Washington National
$163 Roundtrip, found 9 hours ago
$163
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Austin-Bergstrom Intl. to Ronald Reagan Washington National, returning Tue, May 5, priced at $163 found 9 hours ago
Frontier Airlines
Wed, Apr 29 - Tue, May 5
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$163 Roundtrip, found 10 hours ago
$163
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Los Angeles Intl. to Washington Dulles Intl., returning Tue, May 5, priced at $163 found 10 hours ago
Delta
Tue, Jun 23 - Tue, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, found 13 hours ago
$169
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jun 30, priced at $169 found 13 hours ago
United
Tue, May 12 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$172 Roundtrip, found 2 hours ago
$172
Roundtrip
found 2 hours ago
Select United flight, departing Tue, May 12 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $172 found 2 hours ago
Frontier Airlines
Fri, May 1 - Tue, May 19
AUS
Austin-Bergstrom Intl.
IAD
Washington Dulles Intl.
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 1 from Austin-Bergstrom Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $176 found 2 days ago
Delta
Sat, May 2 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 2 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, May 19, priced at $177 found 3 days ago
Frontier Airlines
Sat, May 23 - Sat, Jun 6
SLC
Salt Lake City Intl.
DCA
Ronald Reagan Washington National
$183 Roundtrip, found 10 hours ago
$183
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, May 23 from Salt Lake City Intl. to Ronald Reagan Washington National, returning Sat, Jun 6, priced at $183 found 10 hours ago
American Airlines
Sat, Jun 6 - Sat, Jun 6
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$191 Roundtrip, found 16 hours ago
$191
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Sat, Jun 6 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Jun 6, priced at $191 found 16 hours ago
Frontier Airlines
Sat, May 16 - Sat, May 23
MSP
Minneapolis - St. Paul Intl.
IAD
Washington Dulles Intl.
$212 Roundtrip, found 14 hours ago
$212
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, May 16 from Minneapolis - St. Paul Intl. to Washington Dulles Intl., returning Sat, May 23, priced at $212 found 14 hours ago
Bargain Flight
Wed, Apr 15 - Tue, Apr 21
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$271 Roundtrip, found 3 hours ago
$271
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Wed, Apr 15 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Apr 21, priced at $271 found 3 hours ago
JetBlue Airways
Tue, Jun 9 - Tue, Jun 23
AUS
Austin-Bergstrom Intl.
DCA
Ronald Reagan Washington National
$282 Roundtrip, found 2 days ago
$282
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Austin-Bergstrom Intl. to Ronald Reagan Washington National, returning Tue, Jun 23, priced at $282 found 2 days 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 April, 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 15 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 $56, 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 $56 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$56

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. ...
8.8/10 Excellent! (1,000 reviews)
Great stay

Reviewed on Mar 30, 2026

Get rates
Lansdowne Resort and Spa
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! (389 reviews)
We visited the Salamander Resort and Spa this spring for a quick trip. The hotel was beautiful and the staff was wonderful. Thank you for a great trip!

Reviewed on Mar 25, 2026

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Salamander Resort And Spa
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
Book a stay at this business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,002 reviews)
Staff was helpful.

Reviewed on Apr 1, 2026

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Hilton Garden Inn Dulles North
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,000 reviews)
Breakfast was excellent and all the staff were very friendly.

Reviewed on Mar 30, 2026

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Holiday Inn Winchester Se-Historic Gateway by IHG
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)
This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return ...

Reviewed on Mar 31, 2026

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The George Washington Hotel, A Wyndham Grand Hotel
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 ...
9.2/10 Wonderful! (2,268 reviews)
The breakfast was subpar. Food was sparse Waffle maker didn't consistently work.

Reviewed on Apr 1, 2026

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La Quinta Inn & Suites by Wyndham Winchester
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

2.5 out of 5
726 E Market St Leesburg VA
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,001 reviews)
The location was great but the yelling guest and housekeeping trying to enter your room at 9:00am while you were sleeping is totally unacceptable. They should know that checkout is not until before 12pm. The bed was horrible!!!!!!!

Reviewed on Mar 30, 2026

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Best Western Leesburg Hotel & Conference Center
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 out of 5
140 Costello Dr 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 ...
7.8/10 Good! (1,001 reviews)
I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature

Reviewed on Mar 26, 2026

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Sleep Inn & Suites Winchester near University
See all 735 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.