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Winchester

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Winchester Flights as Low as $56

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

Frontier Airlines
Tue, Mar 24 - Wed, Mar 25
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 24 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Mar 25, priced at $56 found 1 day ago
Frontier Airlines
Mon, Mar 23 - Mon, Apr 6
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, found 11 hours ago
$56
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Apr 6, priced at $56 found 11 hours ago
Spirit Airlines
Tue, Feb 10 - Wed, Feb 11
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Feb 10 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Feb 11, priced at $110 found 12 hours ago
American Airlines
Sat, Feb 28 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$135 Roundtrip, found 4 hours ago
$135
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Feb 28 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $135 found 4 hours ago
Frontier Airlines
Tue, Feb 24 - Tue, Mar 3
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$151 Roundtrip, found 7 hours ago
$151
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Feb 24 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Mar 3, priced at $151 found 7 hours ago
Frontier Airlines
Wed, Feb 11 - Sat, Feb 21
ONT
Los Angeles - Ontario Intl.
DCA
Ronald Reagan Washington National
$174 Roundtrip, found 7 hours ago
$174
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Feb 11 from Los Angeles - Ontario Intl. to Ronald Reagan Washington National, returning Sat, Feb 21, priced at $174 found 7 hours ago
Frontier Airlines
Wed, May 6 - Sat, May 9
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$180 Roundtrip, found 10 hours ago
$180
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, May 9, priced at $180 found 10 hours ago
Frontier Airlines
Sat, Apr 11 - Wed, Apr 29
ONT
Los Angeles - Ontario Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$190 Roundtrip, found 16 hours ago
$190
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Los Angeles - Ontario Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Apr 29, priced at $190 found 16 hours ago
Frontier Airlines
Sat, Feb 28 - Mon, Mar 9
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Los Angeles Intl. to Washington Dulles Intl., returning Mon, Mar 9, priced at $199 found 7 hours ago
Delta
Wed, Feb 25 - Sat, Feb 28
DAL
Love Field
DCA
Ronald Reagan Washington National
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Feb 25 from Love Field to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $217 found 7 hours ago
Delta
Wed, Feb 18 - Wed, Feb 18
DAL
Love Field
BWI
Baltimore Washington Intl. Thurgood Marshall
$224 Roundtrip, found 18 hours ago
$224
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Feb 18 from Love Field to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Feb 18, priced at $224 found 18 hours ago
Delta
Sat, Feb 14 - Tue, Feb 24
DAL
Love Field
IAD
Washington Dulles Intl.
$233 Roundtrip, found 7 hours ago
$233
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Feb 14 from Love Field to Washington Dulles Intl., returning Tue, Feb 24, priced at $233 found 7 hours ago
Alaska Airlines
Wed, Apr 22 - Tue, Apr 28
ONT
Los Angeles - Ontario Intl.
IAD
Washington Dulles Intl.
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 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 2 days ago
Philippine Airlines
Thu, Jan 29 - Sun, Feb 15
HAN
Noi Bai Intl.
DCA
Ronald Reagan Washington National
$1,008 Roundtrip, found 22 hours ago
$1,008
Roundtrip
found 22 hours ago
Select Philippine Airlines flight, departing Thu, Jan 29 from Noi Bai Intl. to Ronald Reagan Washington National, returning Sun, Feb 15, priced at $1,008 found 22 hours ago
Air China
Mon, Mar 30 - Fri, Apr 24
HAN
Noi Bai Intl.
IAD
Washington Dulles Intl.
$1,105 Roundtrip, found 1 day ago
$1,105
Roundtrip
found 1 day ago
Select Air China flight, departing Mon, Mar 30 from Noi Bai Intl. to Washington Dulles Intl., returning Fri, Apr 24, priced at $1,105 found 1 day ago
EVA Airways
Thu, Jan 29 - Sun, Feb 15
HAN
Noi Bai Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$1,244 Roundtrip, found 15 hours ago
$1,244
Roundtrip
found 15 hours ago
Select EVA Airways flight, departing Thu, Jan 29 from Noi Bai Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Feb 15, priced at $1,244 found 15 hours ago

Cheap Flights to Winchester

Fall in love at first flight with your vacation to Winchester 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 Winchester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winchester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winchester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester 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 Winchester?

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 Winchester are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

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 Winchester.

What airport is best to fly into Winchester?

When you’re planning your trip to Winchester, convenience is the name of the game. Luckily, Winchester Eastern West Virginia Regional Airport is nearby so you can deplane and get going on checking off everything on your Winchester must-do list.

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester 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 Winchester?

The trick to saving a stack of cash on your flight to Winchester? 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?

Winchester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$56

Last Minute Hotel Deals in Winchester

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
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! (2,248 reviews)
Clean room. Friendly and helpful staff.

Reviewed on Jan 21, 2026

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La Quinta 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
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

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! (1,098 reviews)
All of the above

Reviewed on Jan 21, 2026

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Comfort Inn & Suites Winchester
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 ...
7.6/10 Good! (1,000 reviews)
Clean, conveniently located with a Continental breakfast. We could have used a sitting chair and s more comfortable desk chair. The room was very spacious. Thank you

Reviewed on Jan 13, 2026

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Sleep Inn & Suites Winchester near University
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 helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,069 reviews)
Good value, clean, comfortable bed. Bathroom fan was connected to light so couldnt leave light on in the bathroom as a night light. Fan was loud. All in all..id stay there again when traveling.

Reviewed on Jan 20, 2026

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Travelodge by Wyndham Winchester
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive 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! (1,000 reviews)
Pet friendly and they provided a goodie bag for my dog - very welcoming.

Reviewed on Jan 13, 2026

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Hampton Inn Winchester-University/Mall Area
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET 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! (799 reviews)
Good

Reviewed on Jan 8, 2026

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SpringHill Suites by Marriott Winchester
See all 2,061 properties in Winchester
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.