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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
Tue, May 5 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $56 found 1 hour ago
Frontier Airlines
Thu, Apr 30 - Thu, May 7
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Thu, May 7, priced at $104 found 3 hours ago
Frontier Airlines
Wed, Apr 29 - Sat, May 2
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$163 Roundtrip, found 3 hours ago
$163
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Sat, May 2, priced at $163 found 3 hours ago
Delta
Tue, Jun 9 - Tue, Jun 23
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 5 hours ago
$169
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Jun 9 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Jun 23, priced at $169 found 5 hours ago
Delta
Tue, Jun 23 - Tue, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Delta flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Jun 30, priced at $169 just found
American Airlines
Tue, Jun 9 - Tue, Jun 23
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 5 hours ago
$169
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Jun 9 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, Jun 23, priced at $169 found 5 hours ago
United
Tue, May 5 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$172 Roundtrip, found 1 hour ago
$172
Roundtrip
found 1 hour ago
Select United flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, May 19, priced at $172 found 1 hour ago
American Airlines
Wed, Apr 29 - Tue, May 5
MYR
Myrtle Beach Intl.
DCA
Ronald Reagan Washington National
$189 Roundtrip, found 7 hours ago
$189
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Apr 29 from Myrtle Beach Intl. to Ronald Reagan Washington National, returning Tue, May 5, priced at $189 found 7 hours ago
Delta
Tue, Aug 25 - Wed, Sep 2
DAL
Love Field
DCA
Ronald Reagan Washington National
$219 Roundtrip, found 5 hours ago
$219
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Aug 25 from Love Field to Ronald Reagan Washington National, returning Wed, Sep 2, priced at $219 found 5 hours ago
Delta
Wed, Apr 29 - Sat, May 2
MYR
Myrtle Beach Intl.
IAD
Washington Dulles Intl.
$222 Roundtrip, found 7 hours ago
$222
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Apr 29 from Myrtle Beach Intl. to Washington Dulles Intl., returning Sat, May 2, priced at $222 found 7 hours ago
Delta
Mon, May 4 - Wed, May 6
DAL
Love Field
IAD
Washington Dulles Intl.
$234 Roundtrip, found 3 hours ago
$234
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, May 4 from Love Field to Washington Dulles Intl., returning Wed, May 6, priced at $234 found 3 hours ago
JetBlue Airways
Wed, Apr 29 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$317 Roundtrip, found 5 hours ago
$317
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Tue, May 19, priced at $317 found 5 hours ago
Alaska Airlines
Sun, Jun 7 - Mon, Jun 8
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$658 Roundtrip, found 2 days ago
$658
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, Jun 7 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Mon, Jun 8, priced at $658 found 2 days ago
LATAM Airlines Group
Wed, May 27 - Tue, Jun 16
EZE
Ministro Pistarini Intl.
DCA
Ronald Reagan Washington National
$684 Roundtrip, found 8 hours ago
$684
Roundtrip
found 8 hours ago
Select LATAM Airlines Group flight, departing Wed, May 27 from Ministro Pistarini Intl. to Ronald Reagan Washington National, returning Tue, Jun 16, priced at $684 found 8 hours ago
avianca
Thu, May 21 - Wed, Jun 10
EZE
Ministro Pistarini Intl.
IAD
Washington Dulles Intl.
$685 Roundtrip, found 4 hours ago
$685
Roundtrip
found 4 hours ago
Select avianca flight, departing Thu, May 21 from Ministro Pistarini Intl. to Washington Dulles Intl., returning Wed, Jun 10, priced at $685 found 4 hours ago
SunExpress
Fri, Apr 24 - Mon, May 4
ADB
Adnan Menderes
IAD
Washington Dulles Intl.
$726 Roundtrip, found 7 hours ago
$726
Roundtrip
found 7 hours ago
Select SunExpress flight, departing Fri, Apr 24 from Adnan Menderes to Washington Dulles Intl., returning Mon, May 4, priced at $726 found 7 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 May, 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 $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)
All awesome except the indoor pool and the game room close early evening. It'd be nice to have them open at night as something to do.

Reviewed on Apr 6, 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! (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! (1,000 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! (999 reviews)
Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive.

Reviewed on Apr 7, 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! (1,003 reviews)
Property was beautiful! Staff was very helpful. Restaurant was very nice for breakfast.

Reviewed on Apr 8, 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! (2,266 reviews)
The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta..

Reviewed on Apr 7, 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! (1,003 reviews)
Very nice place.

Reviewed on Apr 6, 2026

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Best Western Leesburg Hotel & Conference Center
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd Charles Town WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,001 reviews)
Very nice people. Clean older property Well maintained.

Reviewed on Apr 1, 2026

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Holiday Inn Express Charles Town by IHG
See all 732 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.