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Winchester

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Winchester Flights as Low as $68

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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.

Just the right flight

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.

Frequently Asked Questions About flights to Winchester

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 June, 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 $68, 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 $68 right now, why wait?

Can I fly to Winchester right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Winchester Flight Information
Destination airport
Nashville Intl.
Destination airport IATA code
BNA
Roundtrip price
$40

Last Minute Hotel Deals in Winchester

The Smokehouse Lodge and Cabins
The Smokehouse Lodge and Cabins
3 out of 5
844 W Main Street, Monteagle, TN
The price is $56 per night from May 14 to May 15
$56
per night
May 14 - May 15
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 ...
8/10 Very Good! (1,006 reviews)
"Will be back!"

Reviewed on May 10, 2024

The Smokehouse Lodge and Cabins
Best Western Inn
Best Western Inn
2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
The price is $110 per night from May 20 to May 21
$110
per night
May 20 - May 21
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! (541 reviews)
"Great free breakfast"

Reviewed on May 5, 2024

Best Western Inn
Microtel Inn & Suites by Wyndham Manchester
Microtel Inn & Suites by Wyndham Manchester
2 out of 5
201 Expressway Dr, Manchester, TN
The price is $67 per night from May 14 to May 15
$67
per night
May 14 - May 15
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 ...
8.6/10 Excellent! (321 reviews)
"Nicely kept newer building."

Reviewed on May 7, 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 $80 per night from May 12 to May 13
$80
per night
May 12 - May 13
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! (1,000 reviews)
Feels so Welcoming
"I love staying here! The place is always clean and the employees are so friendly! Always feel welcomed here…we will be back for sure!!!"

Reviewed on May 4, 2024

Sleep Inn And Suites Manchester
Quality Inn
Quality Inn
2.5 out of 5
509 W Main St, Monteagle, TN
The price is $81 per night from May 20 to May 21
$81
per night
May 20 - May 21
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! (560 reviews)
"Easy check in, friendly staff. Room seemed updated. Very nice. Cute little town"

Reviewed on May 7, 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 $123 per night from May 14 to May 15
$123
per night
May 14 - May 15
Stay at this hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Great Stage Park and May Prairie Natural Area are located ...
8.6/10 Excellent! (76 reviews)
"Brand new, very clean"

Reviewed on May 7, 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 $87 per night from May 16 to May 17
$87
per night
May 16 - May 17
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! (954 reviews)
"Room was quiet and clean, great staff."

Reviewed on May 4, 2024

Best Western Kimball Inn
Best Western Shelbyville Inn and Suites Celebration Inn
Best Western Shelbyville Inn and Suites Celebration Inn
2.5 out of 5
724 Madison Street, Shelbyville, TN
The price is $99 per night from May 12 to May 13
$99
per night
May 12 - May 13
Book a stay at this business-friendly hotel in Shelbyville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Calsonic Arena and Tennessee ...
7.6/10 Good! (460 reviews)
"rooms were clean, all amenities were there. bed was a little on the soft side for my liking, but overall nice place for the rate."

Reviewed on Apr 15, 2024

Best Western Shelbyville Inn and Suites Celebration Inn
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.