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The cheapest prices found with in the last 7 days for return flights were $41 and $21 for one-way flights to Winchester for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Baltimore | Aug 18 - Aug 25 | $41 |
| MCO | Sterling | Sep 7 - Sep 18 | $52 |
| ATL | Baltimore | Aug 18 - Aug 22 | $74 |
| DEN | Baltimore | Aug 30 - Sep 9 | $111 |
| ATL | Sterling | Aug 21 - Sep 1 | $117 |
| MCO | Washington | Aug 24 - Aug 26 | $117 |
| BOS | Washington | Sep 29 - Sep 29 | $128 |
| BOS | Sterling | Aug 24 - Sep 7 | $133 |
| LAX | Baltimore | Aug 28 - Aug 30 | $136 |
| TPA | Sterling | Aug 24 - Sep 12 | $159 |
| DFW | Sterling | Oct 19 - Oct 30 | $241 |
| SFO | Washington | Sep 8 - Sep 28 | $263 |
| FCO | Sterling | Sep 20 - Oct 5 | $451 |
| FCO | Washington | Sep 8 - Sep 21 | $475 |
| FCO | Baltimore | Aug 19 - Aug 27 | $559 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Baltimore | Aug 8 - Aug 10 | $137 |
| ATL | Baltimore | Aug 6 - Aug 9 | $172 |
| TPA | Baltimore | Aug 8 - Aug 11 | $190 |
| MIA | Baltimore | Aug 8 - Aug 24 | $194 |
| MCO | Sterling | Aug 6 - Aug 17 | $197 |
| MIA | Sterling | Aug 7 - Aug 23 | $229 |
| DEN | Washington | Aug 6 - Aug 24 | $237 |
| LAX | Baltimore | Aug 6 - Aug 24 | $246 |
| BOS | Washington | Aug 6 - Aug 15 | $294 |
| DEN | Baltimore | Aug 6 - Aug 9 | $295 |
| LAX | Washington | Aug 6 - Aug 9 | $295 |
| LAX | Sterling | Aug 6 - Aug 11 | $362 |
| SFO | Washington | Aug 7 - Aug 11 | $436 |
| SFO | Sterling | Aug 7 - Aug 28 | $444 |
| FCO | Baltimore | Aug 6 - Aug 17 | $761 |
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Reviewed on Nov 23, 2020
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Reviewed on Oct 11, 2020
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Reviewed on Aug 11, 2019
| Traveling to | Winchester |
|---|---|
| Lowest Price | $41 |
| Number of Airlines Serving | |
| Airlines Serving | Spirit Airlines |
| Number of Daily Flights | |
| Airlines with Direct Flights |
Before committing to fly to Winchester, be sure to check out our Covid-19 Travel Advisor to see if there are any quarantine requirements or travel restrictions currently in place.
All geared up to explore the world? Hoping to kick off your adventure in Winchester? Just a few of the 20 air carriers that fly here are:
For more info about changing your flight to Winchester, please visit our Customer Service Portal.
Booking your airfare to Winchester is simple, as it has just one airport. You'll find Washington Dulles Intl. Airport (IAD) around 40 mi from all the action downtown.
When Winchester starts whispering your name, it’s time to heed the call and reserve a fabulous place to stay with Travelocity. There are 46 accommodations in this wonderful destination for you to look into.
There's nothing more exciting than organizing your accommodations for your next vacation. But after hours of comparing amenities and prices, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like The George Washington Hotel, A Wyndham Grand Hotel and the Wingate by Wyndham Winchester?
You're sure to find the perfect gifts and souvenirs for your family and friends back home at Apple Blossom Mall. Make sure you buy yourself a few treats, too! Like some more ideas? Bring the family for an afternoon of fun at Jim Barnett Park, a recreation park. But that's not all there is. Let the youngsters move around and amuse themselves in the exhibits at Shenandoah Valley Discovery Museum. It doesn't get any more interactive and entertaining than that!
These are some of the airlines to opt for if you're looking for a carrier that has strict social distancing policies and COVID-19 measures: United Airlines, American Airlines and Delta.
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winchester. Browse through our inventory to explore a wide range of cheap flights to Winchester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winchester as you anxiously await to exit the plane and explore what Winchester has to offer. Considering all the amazing local food and culture in Winchester, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winchester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winchester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winchester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winchester today!