Cheap Flights to Winchester from $32
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How Much Does it Cost To Fly To Winchester?
The cheapest prices found with in the last 7 days for return flights were $64 and $32 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* |
|---|---|---|---|
| BOS | Baltimore | August 19 to August 21 | $64 |
| DFW | Baltimore | July 12 to July 16 | $77 |
| MCO | Washington | August 19 to August 26 | $113 |
| MIA | Washington | August 30 to September 2 | $117 |
| LAX | Baltimore | September 9 to September 14 | $120 |
| TPA | Chantilly | July 5 to July 12 | $126 |
| DFW | Chantilly | August 18 to August 29 | $128 |
| MIA | Chantilly | July 31 to August 4 | $128 |
| ATL | Chantilly | July 5 to July 12 | $129 |
| DEN | Baltimore | September 2 to September 7 | $154 |
| TPA | Washington | July 8 to July 14 | $157 |
| LAX | Chantilly | August 26 to September 3 | $181 |
| SFO | Washington | August 12 to August 16 | $259 |
| FCO | Chantilly | September 11 to September 20 | $398 |
| FCO | Baltimore | August 27 to September 1 | $646 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Baltimore | June 14 to June 15 | $221 |
| BOS | Baltimore | June 14 to June 19 | $255 |
| TPA | Chantilly | June 15 to June 19 | $268 |
| ATL | Chantilly | June 15 to June 16 | $282 |
| BOS | Chantilly | June 15 to June 27 | $298 |
| DFW | Baltimore | June 14 to June 16 | $299 |
| MCO | Baltimore | June 14 to June 18 | $302 |
| DEN | Chantilly | June 15 to June 30 | $312 |
| LAX | Chantilly | June 14 to June 16 | $362 |
| MIA | Washington | June 15 to June 15 | $372 |
| DEN | Washington | June 15 to June 17 | $389 |
| ATL | Washington | June 14 to June 19 | $503 |
| LAX | Baltimore | June 14 to June 16 | $541 |
| LAX | Washington | June 15 to July 4 | $627 |
| FCO | Baltimore | June 14 to June 30 | $1,412 |
Winchester DCA Flight Information
Traveling to | Winchester DCA |
|---|---|
Lowest Price | $64 |
Number of Airlines Serving | 4 |
Airlines Serving | Spirit Airlines |
Number of Daily Flights | 8 |
Airlines with Direct Flights | American Airlines, Alaska Airlines, Southwest Airlines, United Airlines |
Find The Perfect Hotel For After Your Flight
Amazing Winchester Accommodation Deals
Motel 6 Winchester, VA
Reviewed on Jun 8, 2025
Travelodge by Wyndham Winchester
Reviewed on Jun 9, 2025
Twi-Lite Inn
Reviewed on Jun 5, 2025
Royal Inn Motel
Reviewed on Dec 23, 2020
Luxury Hotels in Winchester
Motel 6 Winchester, VA
Reviewed on Jun 8, 2025
Travelodge by Wyndham Winchester
Reviewed on Jun 9, 2025
Wayside Inn
Reviewed on May 28, 2025
Hotel Strasburg
Reviewed on Oct 5, 2020
Family Friendly Hotels in Winchester
Country Inn & Suites by Radisson, Winchester, VA
Reviewed on Jun 9, 2025
Fairfield Inn & Suites Strasburg Shenandoah Valley
Reviewed on Jun 4, 2025
Quality Inn
Reviewed on Jun 10, 2025
Hampton Inn Front Royal
Reviewed on Jun 7, 2025
Best Winchester Flight and Hotel Packages
Winchester flight + hotel packages - economy flights
Need a Car For After Your Flight?
Special
$40
Compact
$45
Fullsize Elite Pickup Regular Cab
$46
Economy Special
$46
Frequently asked questions
Plane Tickets To Winchester
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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!