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Winchester

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Winchester Flights as Low as $46

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

Frontier Airlines
Wed, Nov 18 - Wed, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$46 Roundtrip, just found
$46
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Nov 18, priced at $46 just found
Frontier Airlines
Wed, Dec 2 - Wed, Dec 16
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$46 Roundtrip, just found
$46
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Dec 16, priced at $46 just found
Frontier Airlines
Tue, Nov 17 - Wed, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$63 Roundtrip, found 7 hours ago
$63
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 18, priced at $63 found 7 hours ago
Frontier Airlines
Mon, Nov 23 - Wed, Dec 2
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$89 Roundtrip, found 9 hours ago
$89
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Nov 23 from Fort Lauderdale - Hollywood Intl. to Washington Dulles Intl., returning Wed, Dec 2, priced at $89 found 9 hours ago
United
Wed, Nov 18 - Wed, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select United flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Nov 18, priced at $132 just found
Delta
Wed, Nov 18 - Wed, Nov 18
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Delta flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Nov 18, priced at $132 just found
Southwest Airlines
Tue, Nov 17 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Nov 17 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Dec 2, priced at $137 just found
Frontier Airlines
Tue, Nov 10 - Tue, Nov 17
IAH
George Bush Intercontinental
BWI
Baltimore Washington Intl. Thurgood Marshall
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Nov 10 from George Bush Intercontinental to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 17, priced at $150 just found
American Airlines
Tue, Nov 17 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$157 Roundtrip, just found
$157
Roundtrip
just found
Select American Airlines flight, departing Tue, Nov 17 from Hartsfield-Jackson Atlanta Intl. to Ronald Reagan Washington National, returning Wed, Dec 2, priced at $157 just found
Frontier Airlines
Sat, Nov 7 - Mon, Nov 16
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Nov 7 from George Bush Intercontinental to Washington Dulles Intl., returning Mon, Nov 16, priced at $164 just found
American Airlines
Wed, Dec 2 - Tue, Dec 8
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$187 Roundtrip, found 12 hours ago
$187
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Dec 2 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Tue, Dec 8, priced at $187 found 12 hours ago
Frontier Airlines
Sun, Nov 8 - Sun, Nov 22
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$238 Roundtrip, found 3 hours ago
$238
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Nov 8 from Los Angeles Intl. to Ronald Reagan Washington National, returning Sun, Nov 22, priced at $238 found 3 hours ago
Frontier Airlines
Wed, Nov 11 - Wed, Dec 2
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$238 Roundtrip, found 17 hours ago
$238
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Los Angeles Intl. to Washington Dulles Intl., returning Wed, Dec 2, priced at $238 found 17 hours ago
Frontier Airlines
Sat, Nov 7 - Tue, Nov 10
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$238 Roundtrip, found 15 hours ago
$238
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 10, priced at $238 found 15 hours ago
Frontier Airlines
Tue, Nov 10 - Tue, Nov 17
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$260 Roundtrip, just found
$260
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Nov 10 from George Bush Intercontinental to Ronald Reagan Washington National, returning Tue, Nov 17, priced at $260 just found
Lufthansa
Wed, Jun 30 - Wed, Jul 14
ZAG
Zagreb
IAD
Washington Dulles Intl.
$870 Roundtrip, found 9 hours ago
$870
Roundtrip
found 9 hours ago
Select Lufthansa flight, departing Wed, Jun 30 from Zagreb to Washington Dulles Intl., returning Wed, Jul 14, priced at $870 found 9 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 November, 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 Washington Dulles Intl. 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 $46, 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 $46 right now, why wait?

Winchester Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$46

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 parking, and a fitness center. Our guests praise the helpful staff and ...
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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 ...
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The George Washington Hotel, A Wyndham Grand Hotel
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court 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 in our reviews. ...
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TRU By Hilton 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! (2,271 reviews)
"clean, nice, left before breakfast was ready so I can't speak on it, parking lot well lite"

Reviewed on Oct 16, 2026

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La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Book a stay at this golf hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (1,133 reviews)
"A great place to stay"

Reviewed on Oct 17, 2026

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Comfort Inn & Suites Winchester
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,009 reviews)
"Do NOT believe the reviews. This was the WORST stay ever: WiFi access only after you created an account in their system so they can spam you to death later; complete renovation needed ASAP; cockroaches everywhere! Awful breakfast 😡 Go elsewhere!!!!!"

Reviewed on Oct 17, 2026

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Quality Inn 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
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 ...
Get rates
Country Inn & Suites by Radisson, Winchester, VA
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 parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
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Travelodge by Wyndham Winchester
See all 2,232 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.