Cheap Flights to Winchester from $45
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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 $45 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* |
|---|---|---|---|
| EWR | Lexington | December 9 to December 12 | $317 |
| IAH | Lexington | November 24 to December 2 | $345 |
| DEN | Lexington | November 7 to November 8 | $359 |
| LAX | Lexington | December 2 to December 6 | $379 |
| CLD | Lexington | January 5 to January 12 | $379 |
| SEA | Lexington | December 29 to January 5 | $399 |
| PHL | Lexington | November 25 to November 28 | $502 |
| DFW | Lexington | November 14 to November 17 | $621 |
| FCO | Lexington | November 20 to November 27 | $862 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Lexington | October 24 to October 31 | $395 |
| IAH | Lexington | October 23 to October 26 | $444 |
| PHL | Lexington | October 24 to October 26 | $604 |
| DEN | Lexington | October 24 to October 25 | $624 |
| LAX | Lexington | October 24 to November 1 | $747 |
| SEA | Lexington | October 24 to October 25 | $796 |
| SAN | Lexington | October 25 to October 28 | $948 |
Winchester Flight Information
Traveling to | Winchester |
|---|---|
Lowest Price | $84 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Winchester Accommodation Deals
Baymont by Wyndham Winchester
"The room was spacious, clean The pool and fitness room were not accessible with room key card Breakfast was very basic"
Reviewed on Oct 15, 2026
Red Roof Inn Winchester - Lexington East
"Worth the $ if your not looking to spend a fortune. Just a nice clean affordable place to sleep and get down the road."
Reviewed on May 7, 2026
Best Western Winchester Hotel
Luxury Hotels in Winchester
Best Western Winchester Hotel
Family Friendly Hotels in Winchester
Baymont by Wyndham Winchester
"The room was spacious, clean The pool and fitness room were not accessible with room key card Breakfast was very basic"
Reviewed on Oct 15, 2026
Hampton Inn Winchester
"Close to Red River Gorge hiking."
Reviewed on Oct 17, 2026
Best Western Winchester Hotel
Red Roof Inn Winchester - Lexington East
"Worth the $ if your not looking to spend a fortune. Just a nice clean affordable place to sleep and get down the road."
Reviewed on May 7, 2026
Need a Car For After Your Flight?
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Plane Tickets To Winchester
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