Search Cheap Flights to
Winchester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winchester Flights as Low as $90

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
American Airlines
Frontier Airlines
United
Bargain Flight
Bargain Flight
Delta
American Airlines
Bargain Flight
Breeze Airways
Frontier Airlines
American Airlines
Alaska Airlines

Cheap Flights to Winchester

Fall in love at first flight with your vacation to Winchester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winchester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winchester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winchester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CVG airport.

What is the cheapest month to fly to Winchester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winchester are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Winchester.

What airport is best to fly into Winchester?

When you’re planning your trip to Winchester, convenience is the name of the game. Luckily, Winchester Cincinnati Municipal - Lunken Field Airport is nearby so you can deplane and get going on checking off everything on your Winchester must-do list.

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $90, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winchester?

The trick to saving a stack of cash on your flight to Winchester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $90 right now, why wait?

Winchester Flight Information
Destination airport
Cincinnati - Northern Kentucky Intl.
Destination airport IATA code
CVG
Roundtrip price
$89

Last Minute Hotel Deals in Winchester

Beverly hills inn
Beverly hills inn
2.5 out of 5
1830 U.S. 52, Aberdeen, OH
Book a stay at this business-friendly hotel in Aberdeen. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Pogue Distillery and Kentucky ...
8.6/10 Excellent! (52 reviews)
"Clean room and area. Low prices. Friendly associates. Restaurant close by. Close to Maysville, KY and Ripley, Ohio. They could use some towel racks."

Reviewed on Jul 2, 2025

Beverly hills inn
Countryside Inn & Suites
Countryside Inn & Suites
2.5 out of 5
100 Leininger Street, Mount Orab, OH
Stay at this hotel in Mount Orab. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
7/10 Good! (506 reviews)
Road trip hotel
"It's a nice place, clean and quiet. For a night in a RT, it's perfect."

Reviewed on Jun 30, 2025

Countryside Inn & Suites
Quality Inn
Quality Inn
2.5 out of 5
55 Stern Dr, Seaman, OH
Stay at this hotel in Seaman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
7.6/10 Good! (269 reviews)
"We visited 3 days as a family of 4 and never did they replace the towels, empty trash nor straighten beds. We had to ask for extra coffee for the morning (staff politely supplied) and the coffee machine in the breakfast area did not have regular coffee, just decaf. The room smelled musty and the ..."

Reviewed on Jun 23, 2025

Quality Inn
French Quarter Inn
French Quarter Inn
3 out of 5
25 East McDonald Parkway, Maysville, KY
Stay at this 3-star business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (738 reviews)
"A beautiful place to stay. It has an old world quality eith modern convenience. Clean and comfortable and the staff was very hospitable. Definitely recommend!"

Reviewed on Jul 4, 2025

French Quarter Inn
Days Inn by Wyndham Maysville Kentucky
Days Inn by Wyndham Maysville Kentucky
2.5 out of 5
484 Moody Dr, Maysville, KY
Book a stay at this business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (335 reviews)
"surprisingly very good. Was clean and updated. The owner was so friendly and kind upon check in"

Reviewed on Jul 3, 2025

Days Inn by Wyndham Maysville Kentucky
Days Inn by Wyndham Hillsboro
Days Inn by Wyndham Hillsboro
2.5 out of 5
103 Harry Sauner Rd, Hillsboro, OH
Book a stay at this business-friendly hotel in Hillsboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hillsboro Public Library and ...
7/10 Good! (242 reviews)
"Clean and a polite staff."

Reviewed on Jun 27, 2025

Days Inn by Wyndham Hillsboro
Country Nights Inn
Country Nights Inn
2.5 out of 5
11255 State Rte 41, West Union, OH
Stay at this motel in West Union. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Adams Lake State Park is located nearby.
7.6/10 Good! (26 reviews)
"The couple (I believe they are a couple) who own this place are incredible. So, nice, so accommodating, such a lovely couple of people. However, I do need to be honest. The place was not great. * Let me preface and say that I am not a high maintenance person, if there are scuffs, dents and dings ..."

Reviewed on Jun 2, 2025

Country Nights Inn
Super 8 by Wyndham Maysville KY
Super 8 by Wyndham Maysville KY
2 out of 5
550 Tucker Dr, Maysville, KY
Book a stay at this business-friendly hotel in Maysville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7/10 Good! (380 reviews)
"Great staff but lack of breakfast items"

Reviewed on May 24, 2025

Super 8 by Wyndham Maysville KY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.