$34 Cheap Flights to Winchester, OH

View $34 flight on Wed, May 20, 2026Opens in a new window

Flight 1

Popular airlines to Winchester

How much is the cheapest flight to Winchester?

Prices were available within the past 7 days and start at $34 for one-way flights and $73 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Jul 15 - Wed, Jul 22
MCO
Orlando
CVG
Cincinnati
$73 Roundtrip, found 16 hours ago
$73
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Jul 15 from Orlando to Cincinnati, returning Wed, Jul 22, priced at $73 found 16 hours ago
United
Tue, May 12 - Tue, May 19
DEN
Denver
CVG
Cincinnati
$217 Roundtrip, found 13 hours ago
$217
Roundtrip
found 13 hours ago
Select United flight, departing Tue, May 12 from Denver to Cincinnati, returning Tue, May 19, priced at $217 found 13 hours ago
Southwest Airlines
Wed, May 27 - Tue, Jun 2
BOS
Boston
CVG
Cincinnati
$219 Roundtrip, found 16 hours ago
$219
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Boston to Cincinnati, returning Tue, Jun 2, priced at $219 found 16 hours ago
Delta
Wed, Jul 8 - Tue, Jul 14
MCO
Orlando
CVG
Cincinnati
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Delta flight, departing Wed, Jul 8 from Orlando to Cincinnati, returning Tue, Jul 14, priced at $219 just found
American Airlines
Thu, May 21 - Sat, May 23
MCO
Orlando
CVG
Cincinnati
$239 Roundtrip, just found
$239
Roundtrip
just found
Select American Airlines flight, departing Thu, May 21 from Orlando to Cincinnati, returning Sat, May 23, priced at $239 just found

Frequently asked questions

What month is the cheapest to fly to Winchester?
Schedule your trip for July if you're looking for a deal on your fare. It's the cheapest month to fly to Winchester. If possible, avoid traveling during busy periods such as school vacation time or public holidays.
Which US cities have the cheapest flights to Winchester?
Get cheap flights to Winchester from New York, Chicago and Washington. These cities generally offer the lowest fares to this much-loved destination. But remember that stopovers, holiday periods and demand will also have an impact on rates, so remain flexible and book when you see a bargain.
Which US cities fly direct to Winchester?
There are 40 US cities that you can fly to Winchester nonstop from. Compare your options by using the "Direct flights only" filter on Expedia and choose the best departure point for you. Here are a handful of the top cities to jet off from:

  • New York
  • Chicago
  • Washington
  • Atlanta
  • Newark

How to find a cheap flight to Winchester?
To secure cheap flights to Winchester, book early and consider traveling during the low season. Want a handy tip? Fly on a Thursday and save around 16% on average compared to those who jet off on a Sunday.* Sign up for price tracking on the Expedia app and we'll notify you the moment your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Winchester?
You can find great deals on last-minute departures to Winchester, especially if your travel arrangements are flexible. Consider departing from a different airport, changing your dates or picking another airline to get a cheap flight to Winchester.
How far in advance should I book a flight to Winchester?
Find the travel dates you want and a price that suits your budget by booking your domestic flight to Winchester up to 28 days in advance. Search for tickets between two and four months ahead if you're jetting to Winchester from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Winchester?
Sundays are usually the best day to book a cheap flight to Winchester, with savings of around 8% on average compared to Fridays. If you decide to buy tickets on a Friday, expect to pay more as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Winchester?
You can choose from a range of airlines that fly to Winchester. Some of your options are:

  • Delta Air Lines - 1,339 flights to Winchester each month, including 1,339 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month.
  • American Airlines - 1,066 flights to Winchester each month, including 1,066 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month.
  • United Airlines - 507 flights to Winchester each month, including 507 flights to Cincinnati - Northern Kentucky Intl. Airport (CVG) per month.

Where do you fly into Winchester?
The main airport to fly to Winchester is Cincinnati Municipal - Lunken Field Airport (LUK). You also have the option to land at Portsmouth, OH (PMH-Greater Portsmouth Regional) when flying to Winchester.
How far is the airport from central Winchester?
If you're flying into Cincinnati Municipal - Lunken Field Airport (LUK), you'll be approximately 45 mi west of the center of Winchester.
Can I save money by booking a Winchester trip package?
Book a Winchester flight and hotel package deal on Expedia, and you could make significant savings. It's simple to bundle your hotel and flight, and you can also add car rentals and tours to create your own personalized Winchester vacation. Plus, there's nothing like the convenience of booking everything in one place.
Can I change or cancel my flight to Winchester?
You can usually change or cancel your flight to Winchester within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward a future flight in place of a direct refund. Be sure to check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters when you search to find cheap flights to Winchester with flexible change policies. To learn more, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Cincinnati - Northern Kentucky Intl.
Destination airport IATA code
CVG
Destination city name
Cincinnati
Roundtrip price
$73

Trending flights to Winchester

Prices were available within the past 7 days and start at $34 for one-way flights and $73 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Jul 15 - Wed, Jul 22
MCO
Orlando
CVG
Cincinnati
$73 Roundtrip, found 16 hours ago
$73
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Jul 15 from Orlando to Cincinnati, returning Wed, Jul 22, priced at $73 found 16 hours ago

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