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Upperville

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Upperville Flights as Low as $82

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

Frontier Airlines
Sat, Sep 5 - Mon, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$82 Roundtrip, found 8 hours ago
$82
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Mon, Sep 14, priced at $82 found 8 hours ago
Frontier Airlines
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Sep 9, priced at $86 found 1 day ago
Frontier Airlines
Fri, Oct 30 - Fri, Oct 30
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$90 Roundtrip, found 8 hours ago
$90
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Fri, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Fri, Oct 30, priced at $90 found 8 hours ago
Frontier Airlines
Sat, Aug 15 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$91 Roundtrip, found 5 days ago
$91
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Sat, Aug 22, priced at $91 found 5 days ago
JetBlue Airways
Wed, Sep 9 - Wed, Sep 9
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$112 Roundtrip, found 15 hours ago
$112
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Wed, Sep 9 from Logan Intl. to Ronald Reagan Washington National, returning Wed, Sep 9, priced at $112 found 15 hours ago
Delta
Wed, Sep 9 - Wed, Sep 9
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Sep 9 from Logan Intl. to Ronald Reagan Washington National, returning Wed, Sep 9, priced at $117 found 15 hours ago
American Airlines
Wed, Sep 9 - Wed, Sep 9
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Sep 9 from Logan Intl. to Ronald Reagan Washington National, returning Wed, Sep 9, priced at $117 found 15 hours ago
United
Fri, Sep 4 - Sat, Sep 5
BOS
Logan Intl.
IAD
Washington Dulles Intl.
$161 Roundtrip, found 9 hours ago
$161
Roundtrip
found 9 hours ago
Select United flight, departing Fri, Sep 4 from Logan Intl. to Washington Dulles Intl., returning Sat, Sep 5, priced at $161 found 9 hours ago
Frontier Airlines
Tue, Aug 18 - Sat, Aug 29
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$162 Roundtrip, found 8 hours ago
$162
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Sat, Aug 29, priced at $162 found 8 hours ago
American Airlines
Wed, Oct 14 - Wed, Oct 21
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$169 Roundtrip, found 8 hours ago
$169
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Oct 14 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Oct 21, priced at $169 found 8 hours ago
Frontier Airlines
Tue, Oct 27 - Mon, Nov 16
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$242 Roundtrip, found 17 hours ago
$242
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Mon, Nov 16, priced at $242 found 17 hours ago
Delta
Sat, Oct 24 - Sat, Oct 31
DAL
Love Field
DCA
Ronald Reagan Washington National
$271 Roundtrip, found 16 hours ago
$271
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Oct 24 from Love Field to Ronald Reagan Washington National, returning Sat, Oct 31, priced at $271 found 16 hours ago
Delta
Tue, Oct 13 - Wed, Oct 21
DAL
Love Field
IAD
Washington Dulles Intl.
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 13 from Love Field to Washington Dulles Intl., returning Wed, Oct 21, priced at $271 found 2 days ago
United
Sat, Aug 1 - Sun, Aug 9
GSO
Piedmont Triad Intl.
IAD
Washington Dulles Intl.
$287 Roundtrip, found 8 hours ago
$287
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Aug 1 from Piedmont Triad Intl. to Washington Dulles Intl., returning Sun, Aug 9, priced at $287 found 8 hours ago
American Airlines
Tue, Aug 4 - Thu, Aug 13
GSO
Piedmont Triad Intl.
DCA
Ronald Reagan Washington National
$287 Roundtrip, found 13 hours ago
$287
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Aug 4 from Piedmont Triad Intl. to Ronald Reagan Washington National, returning Thu, Aug 13, priced at $287 found 13 hours ago
Alaska Airlines
Tue, Aug 25 - Tue, Sep 8
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$561 Roundtrip, found 8 hours ago
$561
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Aug 25 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Tue, Sep 8, priced at $561 found 8 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 September, 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 $82, 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 $82 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$81

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
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 ...
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Hilton Garden Inn Dulles North
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! (410 reviews)
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!!"

Reviewed on Jul 21, 2026

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Salamander Resort And Spa
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 ...
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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 a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr 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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Spark by Hilton Winchester
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
Stay at this hotel in Leesburg. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Gleedsville Art Gallery and Earth and Fire Gallery are ...
9.6/10 Exceptional! (97 reviews)
"Staff went out of their way to help in any way they could."

Reviewed on Jul 19, 2026

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Hotel Burg
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 ...
9.2/10 Wonderful! (1,443 reviews)
"This is a gem. Great location off I81 with a gas station as you drive in or out. Parking waa ample. The property is pristine, we'll lit and quiet. The staff is wonderful and the breakfast had a nice variety of choices."

Reviewed on Jul 25, 2026

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Microtel Inn & Suites by Wyndham Winchester
See all 745 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.