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Winchester

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Winchester Flights as Low as $141

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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 $141, 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 $141 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
Chattanooga Metropolitan
Destination airport IATA code
CHA
Roundtrip price
$148

Last Minute Hotel Deals in Winchester

Scottish Inn Manchester
Scottish Inn Manchester
2.5 out of 5
2457 Hillsboro Blvd, Manchester, TN, 37355
The price is $55 per night from Jul 4 to Jul 5
$55
per night
Jul 4 - Jul 5
Stay at this motel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
6/10 (272 reviews)
"It is what it is...no complaints."

Reviewed on May 20, 2023

Scottish Inn Manchester
Best Western Inn
Best Western Inn
2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN, 37398
The price is $110 per night from Jun 20 to Jun 21
$110
per night
Jun 20 - Jun 21
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (489 reviews)
"Perfect! Our room was clean and comfy. Check in was great. We would stay here again."

Reviewed on May 27, 2023

Best Western Inn
The Smokehouse Lodge and Cabins
The Smokehouse Lodge and Cabins
3 out of 5
844 W Main Street, Monteagle, TN, 37356
The price is $56 per night from Jun 21 to Jun 22
$56
per night
Jun 21 - Jun 22
Stay at this 3-star business-friendly hotel in Monteagle. Enjoy free WiFi, free parking, and private pools. Our guests praise the restaurant and the helpful ...
8/10 Very Good! (1,005 reviews)
"I have stayed here several times on my way to southern Georgia. Always clean rooms and friendly staff. The only downside is the restaurant is only open on weekends."

Reviewed on May 31, 2023

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, 37355
The price is $81 per night from Jun 11 to Jun 12
$81
per night
Jun 11 - Jun 12
Stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (48 reviews)
"Perfect"

Reviewed on May 21, 2023

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, 37355
The price is $98 per night from Jun 25 to Jun 26
$98
per night
Jun 25 - Jun 26
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 rooms ...
8.8/10 Excellent! (1,003 reviews)
"The staff is friendly and helpful."

Reviewed on Jun 1, 2023

Sleep Inn And Suites Manchester
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 $105 per night from Jun 6 to Jun 7
$105
per night
Jun 6 - Jun 7
Stay at this business-friendly hotel in Shelbyville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms ...
7.6/10 Good! (404 reviews)
"Got to clk in early"

Reviewed on May 28, 2023

Best Western Shelbyville Inn and Suites Celebration Inn
Red Roof Inn Monteagle - I-24
Red Roof Inn Monteagle - I-24
2 out of 5
742 Dixie Lee Ave, Monteagle, TN, 37356
The price is $69 per night from Jun 21 to Jun 22
$69
per night
Jun 21 - Jun 22
Stay at this business-friendly motel in Monteagle. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
6.8/10 (366 reviews)
"Very nice clean and quiet"

Reviewed on May 14, 2023

Red Roof Inn Monteagle - I-24
Best Western Kimball Inn
Best Western Kimball Inn
2.5 out of 5
205 Kimball Crossing Dr, Jasper, TN
The price is $85 per night from Jun 11 to Jun 12
$85
per night
Jun 11 - Jun 12
Stay at this hotel in Kimball. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (820 reviews)
"Nice staff good breakfast"

Reviewed on May 29, 2023

Best Western Kimball 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.