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Upperville

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Upperville Flights as Low as $91

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

United
Mon, Sep 15 - Wed, Sep 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
Select United flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Sep 17, priced at $91 just found
American Airlines
Tue, Sep 30 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$91 Roundtrip, found 8 hours ago
$91
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Oct 4, priced at $91 found 8 hours ago
American Airlines
Sat, Aug 30 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$93 Roundtrip, found 8 hours ago
$93
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Aug 30, priced at $93 found 8 hours ago
Frontier Airlines
Mon, Sep 15 - Wed, Sep 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Sep 17, priced at $100 just found
Delta
Tue, Sep 30 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$117 Roundtrip, found 8 hours ago
$117
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Oct 4, priced at $117 found 8 hours ago
Delta
Tue, Aug 26 - Tue, Sep 2
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 26 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Tue, Sep 2, priced at $139 found 1 day ago
Delta
Tue, Aug 26 - Wed, Sep 3
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$140 Roundtrip, found 8 hours ago
$140
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 26 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Wed, Sep 3, priced at $140 found 8 hours ago
United
Fri, Aug 8 - Tue, Aug 12
MCI
Kansas City Intl.
IAD
Washington Dulles Intl.
$183 Roundtrip, found 14 hours ago
$183
Roundtrip
found 14 hours ago
Select United flight, departing Fri, Aug 8 from Kansas City Intl. to Washington Dulles Intl., returning Tue, Aug 12, priced at $183 found 14 hours ago
American Airlines
Thu, Dec 4 - Mon, Dec 8
CAE
Columbia Metropolitan
DCA
Ronald Reagan Washington National
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 4 from Columbia Metropolitan to Ronald Reagan Washington National, returning Mon, Dec 8, priced at $189 found 1 day ago
American Airlines
Sat, Nov 8 - Mon, Nov 10
MCI
Kansas City Intl.
DCA
Ronald Reagan Washington National
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 8 from Kansas City Intl. to Ronald Reagan Washington National, returning Mon, Nov 10, priced at $214 found 1 day ago
JetBlue Airways
Tue, Aug 26 - Wed, Sep 3
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$230 Roundtrip, found 8 hours ago
$230
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Tue, Aug 26 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Wed, Sep 3, priced at $230 found 8 hours ago
Delta
Mon, Jul 14 - Mon, Jul 21
CAE
Columbia Metropolitan
IAD
Washington Dulles Intl.
$248 Roundtrip, found 13 hours ago
$248
Roundtrip
found 13 hours ago
Select Delta flight, departing Mon, Jul 14 from Columbia Metropolitan to Washington Dulles Intl., returning Mon, Jul 21, priced at $248 found 13 hours ago
Air Canada
Wed, Nov 26 - Wed, Dec 10
YVR
Vancouver Intl.
IAD
Washington Dulles Intl.
$372 Roundtrip, found 21 hours ago
$372
Roundtrip
found 21 hours ago
Select Air Canada flight, departing Wed, Nov 26 from Vancouver Intl. to Washington Dulles Intl., returning Wed, Dec 10, priced at $372 found 21 hours ago
Bargain Flight
Fri, Jul 18 - Sun, Jul 20
YVR
Vancouver Intl.
DCA
Ronald Reagan Washington National
$377 Roundtrip, found 10 hours ago
$377
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Fri, Jul 18 from Vancouver Intl. to Ronald Reagan Washington National, returning Sun, Jul 20, priced at $377 found 10 hours ago
WestJet
Sun, May 24 - Fri, May 29
YVR
Vancouver Intl.
IAD
Washington Dulles Intl.
$699 Roundtrip, found 4 days ago
$699
Roundtrip
found 4 days ago
Select WestJet flight, departing Sun, May 24 from Vancouver Intl. to Washington Dulles Intl., returning Fri, May 29, priced at $699 found 4 days ago
WestJet
Sun, May 24 - Fri, May 29
YXX
Abbotsford Intl.
IAD
Washington Dulles Intl.
$748 Roundtrip, found 4 days ago
$748
Roundtrip
found 4 days ago
Select WestJet flight, departing Sun, May 24 from Abbotsford Intl. to Washington Dulles Intl., returning Fri, May 29, priced at $748 found 4 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 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 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 $91, 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 $91 right now, why wait?

Upperville Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$91

Last Minute Hotel Deals in Upperville

Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,004 reviews)
"Beautiful resort, very good restaurants on site, everyone was very friendly!"

Reviewed on Jul 3, 2025

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Lansdowne 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
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,004 reviews)
"The shower floor could be upgraded and I wish there was not carpet in room but other then that it was great! We will stay again! Breakfast was excellent and the bar/restaurant was open until 9pm and that was on July 4th holiday!"

Reviewed on Jul 6, 2025

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Holiday Inn Winchester Se-Historic Gateway by IHG
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,093 reviews)
"I like the easy highway accessibility. Hotel is clean. Comfortable beds. Good breakfast. Rooms are large. Service desk staff is friendly and accommodating."

Reviewed on Jul 6, 2025

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Travelodge by Wyndham Winchester
Hilton Garden Inn Dulles North
Hilton Garden Inn Dulles North
3 out of 5
22400 Flagstaff Plaza, Ashburn, VA
Stay at this 3-star 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! (1,003 reviews)
"evything fine"

Reviewed on Jun 27, 2025

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Hilton Garden Inn Dulles North
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, 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 ...
9.4/10 Exceptional! (1,001 reviews)
"It was convenient and guest service Justin was really great and so was the other in the morning."

Reviewed on Jul 2, 2025

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Comfort Inn & Suites
Days Inn by Wyndham Charles Town/Harpers Ferry
Days Inn by Wyndham Charles Town/Harpers Ferry
2 out of 5
642 E Washington Street, 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 ...
8/10 Very Good! (1,001 reviews)
"Very much appreciated the free shuttle service to the casino. All the staff were friendly and helpful."

Reviewed on Jul 4, 2025

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Days Inn by Wyndham Charles Town/Harpers Ferry
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
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,077 reviews)
"Every thing was great . Definitely will come again"

Reviewed on Jul 5, 2025

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La Quinta Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,002 reviews)
Nice stay!
"Nice stay. Everything was clean and comfortable. Breakfast was good. Friendly staff. Would definitely stay here again."

Reviewed on Jul 2, 2025

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Country Inn & Suites by Radisson, Winchester, VA
See all 710 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.