Cheap Flights to Winchester from $154
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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 $249 and $154 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* |
|---|---|---|---|
| SAN | Lexington | May 28 to June 6 | $263 |
| IAH | Lexington | July 7 to July 14 | $277 |
| JFK | Lexington | May 27 to May 30 | $287 |
| DEN | Lexington | July 15 to July 18 | $289 |
| LAX | Lexington | May 23 to June 2 | $302 |
| SEA | Lexington | July 7 to July 14 | $369 |
| PHL | Lexington | July 11 to July 14 | $413 |
| DFW | Lexington | July 11 to July 18 | $483 |
| FCO | Lexington | May 6 to May 27 | $883 |
| SOF | Lexington | May 5 to June 4 | $989 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Lexington | April 25 to May 2 | $353 |
| SAN | Lexington | April 25 to April 29 | $386 |
| IAH | Lexington | April 26 to April 28 | $539 |
| TTN | Lexington | April 26 to April 29 | $545 |
| SEA | Lexington | April 24 to April 27 | $571 |
| DEN | Lexington | April 24 to April 26 | $636 |
| DFW | Lexington | April 24 to April 25 | $652 |
| FCO | Lexington | April 25 to May 2 | $965 |
| SOF | Lexington | April 24 to May 8 | $1,035 |
Winchester Flight Information
Traveling to | Winchester |
|---|---|
Lowest Price | $249 |
Number of Airlines Serving | |
Airlines Serving | Delta, United |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Winchester Accommodation Deals
Baymont by Wyndham Winchester
It was a great experience
Reviewed on Apr 16, 2026
Red Roof Inn Winchester - Lexington East
Great workers showed us plenty respect clean as a whistle would recommend to anybody
Reviewed on Mar 22, 2026
Best Western Winchester Hotel
Easy check in, decent breakfast, quiet
Reviewed on Apr 20, 2026
Luxury Hotels in Winchester
Best Western Winchester Hotel
Easy check in, decent breakfast, quiet
Reviewed on Apr 20, 2026
Family Friendly Hotels in Winchester
Baymont by Wyndham Winchester
It was a great experience
Reviewed on Apr 16, 2026
Hampton Inn Winchester
Clean room and pleasant staff
Reviewed on Apr 15, 2026
Best Western Winchester Hotel
Easy check in, decent breakfast, quiet
Reviewed on Apr 20, 2026
Red Roof Inn Winchester - Lexington East
Great workers showed us plenty respect clean as a whistle would recommend to anybody
Reviewed on Mar 22, 2026
Best Winchester Flight and Hotel Packages
Winchester flight + hotel packages - economy flights
Need a Car For After Your Flight?
Economy
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Plane Tickets To Winchester
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