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Upperville

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Upperville Flights as Low as $68

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

Frontier Airlines
Sat, Feb 21 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 17 hours ago
$68
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Feb 28, priced at $68 found 17 hours ago
Frontier Airlines
Thu, Feb 19 - Sun, Feb 22
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 15 hours ago
$88
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Sun, Feb 22, priced at $88 found 15 hours ago
United
Sat, Feb 21 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$141 Roundtrip, found 17 hours ago
$141
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Feb 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Feb 28, priced at $141 found 17 hours ago
Delta
Sat, Feb 21 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$141 Roundtrip, found 17 hours ago
$141
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Feb 21 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Feb 28, priced at $141 found 17 hours ago
Delta
Wed, Feb 25 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$143 Roundtrip, found 7 hours ago
$143
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Feb 25 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $143 found 7 hours ago
Frontier Airlines
Tue, Feb 10 - Sat, Feb 21
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Sat, Feb 21, priced at $158 found 5 days ago
Frontier Airlines
Tue, Feb 10 - Thu, Feb 19
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$164 Roundtrip, found 9 hours ago
$164
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Thu, Feb 19, priced at $164 found 9 hours ago
Frontier Airlines
Sat, Feb 21 - Tue, Feb 24
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$174 Roundtrip, found 14 hours ago
$174
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Feb 24, priced at $174 found 14 hours ago
American Airlines
Sat, Feb 7 - Sat, Feb 7
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Feb 7 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Feb 7, priced at $175 found 5 days ago
JetBlue Airways
Tue, Feb 17 - Tue, Feb 17
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$191 Roundtrip, found 15 hours ago
$191
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Tue, Feb 17 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Feb 17, priced at $191 found 15 hours ago
Frontier Airlines
Thu, Feb 5 - Mon, Feb 9
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to Washington Dulles Intl., returning Mon, Feb 9, priced at $192 found 5 days ago
Delta
Sun, Feb 15 - Sat, Feb 21
DAL
Love Field
IAD
Washington Dulles Intl.
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Feb 15 from Love Field to Washington Dulles Intl., returning Sat, Feb 21, priced at $219 found 5 days ago
Delta
Mon, Feb 23 - Sat, Feb 28
DAL
Love Field
DCA
Ronald Reagan Washington National
$222 Roundtrip, found 14 hours ago
$222
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Feb 23 from Love Field to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $222 found 14 hours ago
Alaska Airlines
Tue, Mar 3 - Wed, Mar 11
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$237 Roundtrip, just found
$237
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Mar 3 from Los Angeles Intl. to Ronald Reagan Washington National, returning Wed, Mar 11, priced at $237 just found
Hawaiian Airlines
Thu, Feb 19 - Wed, Feb 25
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$264 Roundtrip, found 14 hours ago
$264
Roundtrip
found 14 hours ago
Select Hawaiian Airlines flight, departing Thu, Feb 19 from Los Angeles Intl. to Ronald Reagan Washington National, returning Wed, Feb 25, priced at $264 found 14 hours ago
Alaska Airlines
Wed, Apr 22 - Tue, Apr 28
ONT
Los Angeles - Ontario Intl.
IAD
Washington Dulles Intl.
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Apr 22 from Los Angeles - Ontario Intl. to Washington Dulles Intl., returning Tue, Apr 28, priced at $297 found 3 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 February, 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 $68, 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 $68 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$67

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)
Loved the resort, the spa, everyone was so sweet. It was clean and smelled amazing. I had the absolute best massage ever. Love love love, me and my husband definitely will be back

Reviewed on Jan 7, 2026

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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! (376 reviews)
Great

Reviewed on Jan 1, 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! (1,000 reviews)
Issue checking in as I had sent a note a few days in advance saying we would be checking in late, past midnight but they closed out our room prior to us arriving and we had to wait while they reactivated it :(

Reviewed on Jan 12, 2026

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Hilton Garden Inn Dulles North
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 WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,439 reviews)
Perfect for a single night, relatively clean, very friendly staff and decent breakfast.

Reviewed on Jan 18, 2026

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Microtel Inn & Suites by Wyndham Winchester
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 ...
9.2/10 Wonderful! (1,000 reviews)
Everything was great. John that checked me in was a huge help with my luggage. When I was leaving the next day there was an older man that works at the hotel that was telling me all about the history of the hotel, I loved that! The room was clean and comfortable. I loved the older furniture and art ...

Reviewed on Jan 20, 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! (2,243 reviews)
yes, room was spotless very nice place to stay

Reviewed on Jan 13, 2026

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La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG

2.5 out of 5
80 Prosperity Ave Se Leesburg VA
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
Clean, quiet & staff was friendly

Reviewed on Jan 19, 2026

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Holiday Inn Express & Suites Leesburg - Historic District by IHG
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 ...
7.8/10 Good! (1,002 reviews)
I stay here every time I am in Leesburg. Great customer service, comfortable modern rooms, easy parking. Super affordable.

Reviewed on Jan 15, 2026

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Best Western Leesburg Hotel & Conference Center
See all 724 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.