Cheap Flights to Winchester from $41
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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 $84 and $41 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* |
|---|---|---|---|
| DCA | Nashville | August 7 to August 11 | $211 |
| RDU | Nashville | August 24 to August 25 | $231 |
| RDU | Huntsville | July 4 to July 4 | $239 |
| LAX | Nashville | August 22 to August 25 | $252 |
| IAH | Huntsville | September 1 to September 9 | $269 |
| ORD | Huntsville | July 15 to July 21 | $269 |
| DCA | Huntsville | July 14 to July 20 | $275 |
| IAH | Chattanooga | September 7 to September 14 | $307 |
| PHL | Huntsville | August 19 to August 23 | $309 |
| PHL | Chattanooga | September 15 to September 19 | $309 |
| LAX | Huntsville | August 25 to August 29 | $333 |
| LAX | Chattanooga | August 28 to September 1 | $335 |
| RDU | Chattanooga | July 22 to July 25 | $365 |
| FCO | Nashville | August 29 to September 6 | $779 |
| SFO | Huntsville | July 14 to July 22 | $814 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| RDU | Huntsville | June 27 to July 1 | $360 |
| IAH | Huntsville | June 28 to July 10 | $432 |
| IAH | Nashville | June 28 to July 6 | $439 |
| SEA | Chattanooga | June 27 to June 30 | $456 |
| RDU | Nashville | June 26 to June 27 | $466 |
| RDU | Chattanooga | June 27 to June 28 | $496 |
| PHL | Chattanooga | June 28 to July 6 | $509 |
| LAX | Nashville | June 26 to June 29 | $520 |
| DCA | Chattanooga | June 26 to June 28 | $566 |
| SFO | Huntsville | June 26 to June 28 | $601 |
| IAH | Chattanooga | June 27 to June 29 | $609 |
| ORD | Huntsville | June 28 to June 29 | $728 |
| SFO | Nashville | June 26 to June 28 | $736 |
| FCO | Nashville | June 27 to July 1 | $882 |
| LAX | Huntsville | June 26 to June 28 | $1,046 |
Winchester Flight Information
Traveling to | Winchester |
|---|---|
Lowest Price | $84 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Family Friendly Hotels in Winchester
Best Western Inn
"Fine for what it was. Room was very humid and musty. Check in was easy and staff was nice. Breakfast was basic but ok."
Reviewed on Jun 23, 2026
Best Winchester Flight and Hotel Packages
Winchester flight + hotel packages - economy flights
Winchester flight + hotel packages - first class flights
Need a Car For After Your Flight?
Economy
$31
Special
$32
Compact
$32
Midsize
$32
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!
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