Title: Cheap Flights to Winchester , VA from CA $197 - Expedia.ca ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Winchester , VA from CA $197 [View CA $197 flight on Fri, Dec 5, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YTZ,to:IAD,departure:05/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:196.90&airProductToken=AQo0CjII0IgBEgQyNzIxGPjMASCIGCjD8_4CMJz0_gI4VkAAWAFqBUJBU0lDcghWMk4wWlJaTBIKCAEQARgBKgJQRBgBIgQIARABKAIoAygEMAE) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ## Popular airlines to Winchester - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchester, Virginia, United States of America,departure:23/11/2025TANYT&leg2=from:Winchester, Virginia, United States of America,to:CMH,departure:30/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Winchester? Prices were available within the past 7 days and start at CA $197 for one-way flights and CA $321 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Nov 28 - Sat, Dec 6 YYZ Toronto IAD Washington CA $323 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:IAD,departure:28/11/2025TANYT&leg2=from:IAD,to:YYZ,departure:06/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:322.84&airProductToken=AQp0CjIIwYYBEgM0NDYYmM4BINizASiupf4CMPKl_gI4R0AAWAFqBUJBU0lDcghHTkEyQTlCQQo-CMGGARIENDY5MhjYswEgiBgoo6f-AjCVqP4COEdAAVgBagVCQVNJQ3IIR05BMkE5QkF6CgjVggESBDQ2OTIKcgo9CMGGARIENTU0MxiIGCCuHCjXgv8CMN6D_wI4R0AAWAFqBUJBU0lDcghHTkEyQTlCQXoKCNWCARIENTU0MwoxCMGGARIDNTEwGK4cIJjOASjHhP8CMKqF_wI4R0ABWAFqBUJBU0lDcghHTkEyQTlCQRIKCAIQARgCKgJBQxgBIgQIARABKAIoAygEMAE) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sun, Dec 28 - Wed, Dec 31 YTZ Toronto IAD Washington CA $333 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:IAD,departure:28/12/2025TANYT&leg2=from:IAD,to:YTZ,departure:31/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:332.70&airProductToken=AQo0CjII0IgBEgQyNzIzGPjMASCIGCi9-YADMJb6gAM4VkAAWAFqBUJBU0lDcghWMk4wWlJaTAo0CjII0IgBEgQyNzIyGIgYIPjMASiomYEDMIKagQM4VkAAWAFqBUJBU0lDcghWMk4wWlJaTBIKCAEQARgBKgJQRBgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Mar 31 - Wed, Apr 1 YYZ Toronto DCA Washington CA $337 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:DCA,departure:31/03/2026TANYT&leg2=from:DCA,to:YYZ,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:336.51&airProductToken=AQoiCiAIwYIBEgQ1NjY4GJjOASBDKICNiQMw5I2JAzhPQABYAQpECh8IwYIBEgQyOTAzGEMgrhwo-JWJAzD8lokDOE9AAFgBCiEIwYIBEgQzNjA0GK4cIJjOASisl4kDMIuYiQM4T0ABWAESCggBEAEYASoCQUEYASIECAEQASgIKAQwAQ) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Sun, Dec 28 - Wed, Dec 31 YTZ Toronto IAD Washington CA $375 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:IAD,departure:28/12/2025TANYT&leg2=from:IAD,to:YTZ,departure:31/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:374.72&airProductToken=AQo-CjwI1KYBEgQ3NDI4GPjMASCIGCi9-YADMJb6gAM4T0AAWAFqA0JHVHIITzJOMFpSWkx6CgjQiAESBDc0MjgKPgo8CNSmARIENzIyMRiIGCD4zAEoqJmBAzCCmoEDOE9AAFgBagNCR1RyCE8yTjBaUlpMegoI0IgBEgQ3MjIxEgoIARABGAEqAlRTGAEiBAgBEAEoAigDKAQwDQ) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Tue, Jan 13 - Sat, Jan 24 YVR Vancouver IAD Washington CA $437 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:IAD,departure:13/01/2026TANYT&leg2=from:IAD,to:YVR,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:436.45&airProductToken=AQpECiEIwaYBEgQzMDA4GLiNASCSASioqoIDMPOqggM4WEAAWAEKHwjBpgESAzczNxiSASCIGCi-q4IDMOatggM4WEABWAEKRAofCMGmARIDNDA2GIgYIJIBKKiqgwMwlK2DAzhYQABYAQohCMGmARIEMzAwNRiSASC4jQEoia6DAzDKroMDOFhAAVgBEgoIARABGAEqAkFTGAEiBAgBEAEoBDAB) ## Find the cheapest month to fly from Columbus (CMH) to Washington (DCA) ### August is typically the cheapest month to fly From CA $138 - CA $507 per traveller. ## Frequently asked questions ### What is the name of Winchester's airport? > Ronald Reagan Washington National Airport (DCA) is the main airport in Winchester. ### What airport is best to fly into Winchester? > People from all around the globe go through Washington Dulles Intl. Airport (IAD) every day. Get off the plane, get your bags and you'll be 64 kilometres from the downtown Winchester streets. ### How many airlines fly to Winchester? > There are 43 airlines that jet into Winchester from 169 airports across the globe. ### Which airlines fly to Winchester? > In general, travellers opt to fly with American Airlines, JetBlue and Delta when heading off to Winchester. The largest number of these flights come in from Boston, with American Airlines flying this route the most. ### How many nonstop flights are there to Winchester? > Flying to somewhere new is much simpler when there aren't any lengthy stopovers. If you're jetting off to Winchester, the fantastic news is that there are roughly 4,879 direct flights each week. ### Where are the most popular flights to Winchester departing from? > Flights to Winchester from Boston, Atlanta and Chicago airports are the most in demand. ### How long is the flight to Winchester Airport? > If you're flying to Winchester from Boston, you're looking at a flight time of 1 hour and 49 minutes. Those setting off from Atlanta can expect to be in the air for 1 hour and 44 minutes. From Chicago it's roughly 1 hour and 52 minutes away. ### How to book the cheapest flight to Winchester? > We all know those jet-setters who manage to get extremely cheap fares wherever they go. Eager to know how to do it for your Winchester vacation? Don't leave it until the last possible moment to lock in your flight. Also, do some online research and compare your options. If your destination has several airports, you may be able to score a terrific deal by flying into one that's farther away. Last of all, another simple way to save some cash is be ready to book fast. If you come across a fantastic bargain, don't think twice — grab it while the opportunity's there. ### Do you have any tips for my flight to Winchester? > Depending on where you're coming from, your journey to Winchester could be completely painless or it could go on forever. Below are some handy tips that will help you start your unforgettable escape on the right foot. What to pack in your hand luggage: > > > > - The secret to having a worry-free travel experience is to pack in advance. Start with the essentials: passport, official ID, credit cards and vital medications. Next, take on board items that'll help keep you occupied, like your laptop or a magazine. It's also smart to bring your chargers, a neck pillow and a pair of earphones. Finally, don't forget to chuck in toiletry items like a toothbrush, facial wipes and a fresh change of clothes. > > > > Do not pack the following items in your hand luggage: > > > > - Check carefully that you don't have sharp or pointed objects hiding in the bottom of your hand luggage. Other banned items include explosive or flammable products, like aerosols and matches, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 millilitres). > > > > What to wear on a flight: > > > > - The aisles of a plane are no place for a fashion parade. Layer up with comfortable clothing and go for shoes that are enclosed, flat and easy to slip on and off. > - Deep vein thrombosis (DVT) is a risk on long-distance flights. It results from blood clotting due to poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression tights or socks. ### How to get through airport security fast when flying to Winchester? > As savvy travellers know, the secret is to be organized before you reach airport security. That way, you'll be boarding that plane to Winchester in the blink of an eye. Follow these tips and get your trip off to a terrific start: > > > > - Be sure to have your ID and travel documents within easy reach. They're the first things you'll be asked to show at security. > - Next up is the X-ray machine. Empty your pockets and remove anything that is likely to beep. This includes items like earphones or headphones, as well as your coat or jacket. They'll all need to go on the X-ray conveyor belt. > - For just a few moments, you'll have to unplug from the digital world. Your laptop, phone and any other electronics must also go through the scanner. > - Remove all liquids and gels from your hand luggage. They usually need to be sent through the X-ray separately. Each product should be no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-lock bag. > - There's a good chance you'll be required to take your shoes off for scanning, so wearing lightweight sneakers is always a smart idea. > - Airlines will not allow any sharp objects in your hand luggage. If you need to bring these kinds of items, pack them in your checked baggage. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Winchester. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Winchester. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winchester. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Winchester flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Winchester. Looking to save even more? Get additional savings by bundling your Winchester flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Winchester trip! ## Travel information | Destination airport | Washington Dulles Intl. | | --- | --- | | Destination airport IATA code | IAD | | Destination city name | Washington | | Roundtrip price | CA $320 | ## Trending flights to Winchester Prices were available within the past 7 days and start at CA $197 for one-way flights and CA $321 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 10 - Wed, Dec 10 YYZ Toronto IAD Washington CA $321 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:IAD,departure:10/12/2025TANYT&leg2=from:IAD,to:YYZ,departure:10/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:320.09&airProductToken=AQpxCjcI1YIBEgQzNDk5GJjOASCuHCjgrP8CMN2t_wI4TkAAWAFqCjFfYmFzaWNlY29yCEdOQTRBMkJOCjYI1YIBEgQxMTEzGK4cIIgYKJmu_wIwjK__AjhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4KOQo3CNWCARIEMzUxNRiIGCCYzgEo_7H_AjDesv8COE5AAFgBagoxX2Jhc2ljZWNvcghHTkE0QTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - [3 Star Hotels in Old Town Winchester](https://www.expedia.ca/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels) - 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[Luxury Hotels in Old Town Winchester](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Luxury-Hotel.0-n6164092-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Old Town Winchester](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Pet-Friendly-Hotel.0-n6164092-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Old Town Winchester](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Spa-Hotel.0-n6164092-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Old Town Winchester Hotels](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels near Patsy Cline Historic House](https://www.expedia.ca/Patsy-Cline-Historic-House-Hotels.0-l553248621532661841-0.Travel-Guide-Filter-Hotels) - [Hotels near Rock Harbor Golf Course](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels) - [Hotels near Shenandoah University](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels) - [B&B in Stephens City](https://www.expedia.ca/Stephens-City-Bed-And-Breakfast.d12076-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Stephens City](https://www.expedia.ca/Stephens-City-Hotels-Couples-Resorts-Hotels.0-0-d12076-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Stephens City](https://www.expedia.ca/Stephens-City-Hotels-Historic-Hotel.0-0-d12076-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Stephens City](https://www.expedia.ca/Stephens-City-Hotels-Pet-Friendly-Hotel.0-0-d12076-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Stephens City Hotels](https://www.expedia.ca/Stephens-City-Hotels.d12076.Travel-Guide-Hotels) - [Hotels near Valerie Hill Winery](https://www.expedia.ca/Valerie-Hill-Winery-Hotels.0-l553248621532661834-0.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in White Post](https://www.expedia.ca/White-Post-Hotels-Honeymoon-Hotels.0-0-d184119-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [White Post Hotels](https://www.expedia.ca/White-Post-Hotels.d184119.Travel-Guide-Hotels) - [Hotels near Winchester-Frederick County Convention & Visitors Bureau](https://www.expedia.ca/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Winchester Historic District](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Hotels-With-Bar.0-n918789051029594112-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Winchester Historic District](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Pet-Friendly-Hotel.0-n918789051029594112-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Winchester Historic District](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Spa-Hotel.0-n918789051029594112-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Medical Center](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels) - [Flights to Ashburn](https://www.expedia.ca/Cheap-Flights-To-Ashburn.d6035055.Travel-Guide-Flights) - [Flights to Banco](https://www.expedia.ca/Cheap-Flights-To-Banco.d3000355006.Travel-Guide-Flights) - [Flights to Blue Ridge](https://www.expedia.ca/Cheap-Flights-To-Blue-Ridge.d553248635976006713.Travel-Guide-Flights) - [Flights to Boston](https://www.expedia.ca/Cheap-Flights-To-Boston.d177514.Travel-Guide-Flights) - [Flights to Boyce](https://www.expedia.ca/Cheap-Flights-To-Boyce.d184084.Travel-Guide-Flights) - [Flights to Bristow](https://www.expedia.ca/Cheap-Flights-To-Bristow.d3000459833.Travel-Guide-Flights) - [Flights to Centreville](https://www.expedia.ca/Cheap-Flights-To-Centreville.d603264.Travel-Guide-Flights) - [Flights to Chantilly](https://www.expedia.ca/Cheap-Flights-To-Chantilly.d8638.Travel-Guide-Flights) - [Flights to Culpeper](https://www.expedia.ca/Cheap-Flights-To-Culpeper.d10640.Travel-Guide-Flights) - [Flights to Fairfax](https://www.expedia.ca/Cheap-Flights-To-Fairfax.d8062.Travel-Guide-Flights) - 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[Flights to Nokesville](https://www.expedia.ca/Cheap-Flights-To-Nokesville.d6136847.Travel-Guide-Flights) - [Flights to Northern Virginia](https://www.expedia.ca/Cheap-Flights-To-Northern-Virginia.d6057018.Travel-Guide-Flights) - [Flights to Paris](https://www.expedia.ca/Cheap-Flights-To-Paris.d6050691.Travel-Guide-Flights) - [Flights to Reston](https://www.expedia.ca/Cheap-Flights-To-Reston.d10437.Travel-Guide-Flights) - [Flights to Skyland](https://www.expedia.ca/Cheap-Flights-To-Skyland.d3000008006.Travel-Guide-Flights) - [Flights to Stanley](https://www.expedia.ca/Cheap-Flights-To-Stanley.d184111.Travel-Guide-Flights) - [Flights to Sterling](https://www.expedia.ca/Cheap-Flights-To-Sterling.d9843.Travel-Guide-Flights) - [Flights to Syria](https://www.expedia.ca/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights) - [Flights to Warrenton](https://www.expedia.ca/Cheap-Flights-To-Warrenton.d7344.Travel-Guide-Flights) - [Flights to Washington Dulles Intl.](https://www.expedia.ca/Cheap-Flights-To-Washington-Dulles-Intl.d4473161.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Clear Brook](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Blacksburg (BCB) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Denver (DEN) to Winchester (WGO)](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester) - [Flights from Dallas (DFW) to Winchester (WGO)](https://www.expedia.ca/lp/flights/dfw/wgo/dallas-to-winchester) - [Flights from El Paso (ELP) to Winchester (WGO)](https://www.expedia.ca/lp/flights/elp/wgo/el-paso-to-winchester) - [Flights from Fort Lauderdale (FLL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/fll/wgo/fort-lauderdale-to-winchester) - [Flights from Greenville (GSP) to Winchester (WGO)](https://www.expedia.ca/lp/flights/gsp/wgo/greenville-to-winchester) - [Flights from Jacksonville (JAX) to Winchester (WGO)](https://www.expedia.ca/lp/flights/jax/wgo/jacksonville-to-winchester) - [Flights from Melbourne (MEL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/mel/wgo/melbourne-to-winchester) - [Flights from Sarasota (SRQ) to Winchester (WGO)](https://www.expedia.ca/lp/flights/srq/wgo/sarasota-to-winchester) - [Flights from Syracuse (SYR) to Winchester (WGO)](https://www.expedia.ca/lp/flights/syr/wgo/syracuse-to-winchester) - [Flights from Calgary (YYC) to Winchester (WGO)](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester) - [Flights from Toronto (YYZ) to Winchester (WGO)](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester) - [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) \*Available to Expedia members.