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 $48

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

Frontier Airlines
Spirit Airlines
Frontier Airlines
Delta
Spirit Airlines
JetBlue Airways
Delta
American Airlines
United
Spirit Airlines
American Airlines
Delta
American Airlines
Delta
Alaska Airlines
Delta

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 CHA 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 March, 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 Chattanooga Metropolitan 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 $48, 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 $48 right now, why wait?

Winchester Flight Information
Destination airport
Nashville Intl.
Destination airport IATA code
BNA
Roundtrip price
$48

Last Minute Hotel Deals in Winchester

Best Western Inn
Best Western Inn
2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
The price is $106 per night from Dec 8 to Dec 9
$106
includes taxes & fees
Dec 8 - Dec 9
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (570 reviews)
"Very friendly staff! Easy check in. Very clean rooms."

Reviewed on Nov 13, 2024

Best Western Inn
The Smokehouse Lodge and Cabins
The Smokehouse Lodge and Cabins
3 out of 5
844 W Main Street, Monteagle, TN
The price is $64 per night from Nov 28 to Nov 29
$64
includes taxes & fees
Nov 28 - Nov 29
Stay at this 3-star hotel in Monteagle. Enjoy free parking, private pools, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,015 reviews)
"nice stay - had to take door key back multiple times - staff was room great! - makes all the difference :)"

Reviewed on Nov 25, 2024

The Smokehouse Lodge and Cabins
Microtel Inn & Suites by Wyndham Manchester
Microtel Inn & Suites by Wyndham Manchester
2 out of 5
201 Expressway Dr, Manchester, TN
The price is $71 per night from Nov 29 to Nov 30
$71
includes taxes & fees
Nov 29 - Nov 30
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (530 reviews)
"Great stay , loved the room we really enjoyed it ! :)"

Reviewed on Nov 25, 2024

Microtel Inn & Suites by Wyndham Manchester
Sleep Inn And Suites Manchester
Sleep Inn And Suites Manchester
2.5 out of 5
84 Relco Drive, Manchester, TN
The price is $82 per night from Dec 15 to Dec 16
$82
includes taxes & fees
Dec 15 - Dec 16
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,002 reviews)
"Clean and friendly staff."

Reviewed on Nov 21, 2024

Sleep Inn And Suites Manchester
Quality Inn
Quality Inn
2.5 out of 5
509 W Main St, Monteagle, TN
The price is $75 per night from Dec 15 to Dec 16
$75
includes taxes & fees
Dec 15 - Dec 16
Stay at this hotel in Monteagle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (635 reviews)
Very pleasant stay
"The room was very clean, and everything felt like new. The people at the desk were so friendly and it made the visit feel like I was staying with old friends. I highly recommend this hotel to anyone traveling through the Monteagle Tennessee area. Clean, quiet, nice people everywhere you turned."

Reviewed on Nov 26, 2024

Quality Inn
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
2.5 out of 5
120 Hospitality Blvd, Manchester, TN
The price is $109 per night from Nov 28 to Nov 29
$109
includes taxes & fees
Nov 28 - Nov 29
Stay at this hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (146 reviews)
"It was perfect We will be back"

Reviewed on Nov 23, 2024

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Best Western Kimball Inn
Best Western Kimball Inn
2.5 out of 5
205 Kimball Crossing Dr, Jasper, TN
The price is $88 per night from Dec 8 to Dec 9
$88
includes taxes & fees
Dec 8 - Dec 9
Stay at this hotel in Jasper. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Very easy to find and comfortable room."

Reviewed on Nov 26, 2024

Best Western Kimball Inn
Hampton Inn Fayetteville
Hampton Inn Fayetteville
2.5 out of 5
110 Redstone Dr, Fayetteville, TN
The price is $133 per night from Dec 23 to Dec 24
$133
includes taxes & fees
Dec 23 - Dec 24
Book a stay at this business-friendly hotel in Fayetteville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (570 reviews)
"Friendly staff and very convenient"

Reviewed on Nov 25, 2024

Hampton Inn Fayetteville
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.