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 $144

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Delta
Frontier Airlines
United
Frontier Airlines
American Airlines
Frontier Airlines
Delta
Frontier Airlines
Alaska Airlines
Breeze Airways
American 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 May, 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 16 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 $144, 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 $144 right now, why wait?

Winchester Flight Information
Destination airport
Cincinnati - Northern Kentucky Intl.
Destination airport IATA code
CVG
Roundtrip price
$143

Last Minute Hotel Deals in Winchester

Beverly hills inn
Beverly hills inn
2.5 out of 5
1830 U.S. 52, Aberdeen, OH
The price is $56 per night from May 5 to May 6
$56
includes taxes & fees
May 5 - May 6
Book a stay at this business-friendly hotel in Aberdeen. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Kentucky Gateway Museum Center ...
8.8/10 Excellent! (21 reviews)
"Perfect. We love everything about it. The attached Jethros tiki hut is amazing! Beat burgers and staff! 2 thumbs up!!!!"

Reviewed on May 3, 2025

Beverly hills inn
Countryside Inn & Suites
Countryside Inn & Suites
2.5 out of 5
100 Leininger Street, Mount Orab, OH
The price is $98 per night from May 18 to May 19
$98
includes taxes & fees
May 18 - May 19
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! (487 reviews)
"Great place to stay"

Reviewed on Apr 28, 2025

Countryside Inn & Suites
French Quarter Inn
French Quarter Inn
3 out of 5
25 East McDonald Parkway, Maysville, KY
The price is $122 per night from May 11 to May 12
$122
includes taxes & fees
May 11 - May 12
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! (715 reviews)
"Super friendly personnel and great location. Clean, a little dated but just what we were looking for, would recommend."

Reviewed on Apr 25, 2025

French Quarter Inn
Super 8 by Wyndham Maysville KY
Super 8 by Wyndham Maysville KY
2 out of 5
550 Tucker Dr, Maysville, KY
The price is $61 per night from May 11 to May 12
$61
includes taxes & fees
May 11 - May 12
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! (365 reviews)
"Clean and mostly quiet in a safe area"

Reviewed on Apr 7, 2025

Super 8 by Wyndham Maysville KY
Days Inn by Wyndham Hillsboro
Days Inn by Wyndham Hillsboro
2.5 out of 5
103 Harry Sauner Rd, Hillsboro, OH
The price is $97 per night from May 18 to May 19
$97
includes taxes & fees
May 18 - May 19
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! (229 reviews)
Satisfying stay and will stay again if in the area
"We had a 2 night stay. The beds were very comfortable. The rooms were clean. Everything worked in the room. The breakfast was satisfying! Our last night the ice maker in our hall wasn’t working; however, the front desk provided us with ice from the kitchen freezer."

Reviewed on Apr 28, 2025

Days Inn by Wyndham Hillsboro
Quality Inn
Quality Inn
2.5 out of 5
1428A Us 68, Maysville, KY
The price is $69 per night from May 10 to May 11
$69
includes taxes & fees
May 10 - May 11
Book a stay at this business-friendly hotel in Maysville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
6.2/10 (148 reviews)
"Tv didnt work when we got here but we got it working."

Reviewed on Mar 9, 2025

Quality Inn
Days Inn by Wyndham Maysville Kentucky
Days Inn by Wyndham Maysville Kentucky
2.5 out of 5
484 Moody Dr, Maysville, KY
The price is $66 per night from May 12 to May 13
$66
includes taxes & fees
May 12 - May 13
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 ...
6.8/10 (320 reviews)
"This hotel is older but has low rates. Everything in the room worked as it should and the bed slept well... Dont expect new and modern, expect functional."

Reviewed on Apr 26, 2025

Days Inn by Wyndham Maysville Kentucky
Brown's Motel Aberdeen
Brown's Motel Aberdeen
2 out of 5
1055 US HWY 52, Aberdeen, OH
The price is $56 per night from May 5 to May 6
$56
includes taxes & fees
May 5 - May 6
Stay at this motel in Aberdeen. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kentucky Gateway Museum Center and Russell Theatre are ...
7.4/10 Good! (217 reviews)
Great room at a great price!
"Great room at a great price! Area is nice and quiet but t close to restaurants and entertainment! Bed was very comfortable!"

Reviewed on Apr 21, 2025

Brown's Motel Aberdeen
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.