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Winchester

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Winchester Flights as Low as $80

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

Spirit Airlines
Sun, Jul 20 - Mon, Jul 21
DTW
Detroit Metropolitan Wayne County
BNA
Nashville Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Jul 20 from Detroit Metropolitan Wayne County to Nashville Intl., returning Mon, Jul 21, priced at $80 found 1 day ago
Spirit Airlines
Mon, Sep 29 - Fri, Oct 3
EWR
Newark Liberty Intl. Airport
BNA
Nashville Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Sep 29 from Newark Liberty Intl. Airport to Nashville Intl., returning Fri, Oct 3, priced at $90 found 1 day ago
Frontier Airlines
Tue, Jul 15 - Tue, Jul 22
DEN
Denver Intl.
BNA
Nashville Intl.
$131 Roundtrip, found 5 days ago
$131
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jul 15 from Denver Intl. to Nashville Intl., returning Tue, Jul 22, priced at $131 found 5 days ago
Delta
Wed, Jul 23 - Fri, Jul 25
AUS
Austin-Bergstrom Intl.
BNA
Nashville Intl.
$137 Roundtrip, found 3 hours ago
$137
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Jul 23 from Austin-Bergstrom Intl. to Nashville Intl., returning Fri, Jul 25, priced at $137 found 3 hours ago
Delta
Sat, Aug 9 - Sat, Aug 9
DCA
Ronald Reagan Washington National
BNA
Nashville Intl.
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 9 from Ronald Reagan Washington National to Nashville Intl., returning Sat, Aug 9, priced at $154 found 2 days ago
Spirit Airlines
Sun, Jul 13 - Fri, Jul 18
EWR
Newark Liberty Intl. Airport
CHA
Chattanooga Metropolitan
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Jul 13 from Newark Liberty Intl. Airport to Chattanooga Metropolitan, returning Fri, Jul 18, priced at $182 found 4 days ago
Delta
Sat, Oct 18 - Sat, Oct 18
DAL
Love Field
BNA
Nashville Intl.
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Oct 18 from Love Field to Nashville Intl., returning Sat, Oct 18, priced at $191 found 2 hours ago
American Airlines
Wed, Aug 6 - Sat, Aug 9
DCA
Ronald Reagan Washington National
HSV
Huntsville Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 6 from Ronald Reagan Washington National to Huntsville Intl., returning Sat, Aug 9, priced at $209 found 1 day ago
Bargain Flight
Wed, Jul 16 - Sat, Jul 26
AUS
Austin-Bergstrom Intl.
HSV
Huntsville Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Jul 16 from Austin-Bergstrom Intl. to Huntsville Intl., returning Sat, Jul 26, priced at $212 found 1 day ago
Delta
Wed, Jul 23 - Tue, Jul 29
AUS
Austin-Bergstrom Intl.
CHA
Chattanooga Metropolitan
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jul 23 from Austin-Bergstrom Intl. to Chattanooga Metropolitan, returning Tue, Jul 29, priced at $253 found 4 days ago
United
Tue, Jul 22 - Tue, Jul 29
EWR
Newark Liberty Intl. Airport
HSV
Huntsville Intl.
$258 Roundtrip, found 21 hours ago
$258
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Jul 22 from Newark Liberty Intl. Airport to Huntsville Intl., returning Tue, Jul 29, priced at $258 found 21 hours ago
United
Tue, Jul 22 - Sat, Jul 26
DEN
Denver Intl.
HSV
Huntsville Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 22 from Denver Intl. to Huntsville Intl., returning Sat, Jul 26, priced at $259 found 1 day ago
American Airlines
Wed, Sep 17 - Sun, Sep 21
DEN
Denver Intl.
CHA
Chattanooga Metropolitan
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 17 from Denver Intl. to Chattanooga Metropolitan, returning Sun, Sep 21, priced at $273 found 1 day ago
Delta
Wed, Sep 3 - Tue, Sep 9
DAL
Love Field
CHA
Chattanooga Metropolitan
$345 Roundtrip, found 5 days ago
$345
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 3 from Love Field to Chattanooga Metropolitan, returning Tue, Sep 9, priced at $345 found 5 days ago
Delta
Tue, Aug 12 - Tue, Aug 19
DAL
Love Field
HSV
Huntsville Intl.
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 12 from Love Field to Huntsville Intl., returning Tue, Aug 19, priced at $351 found 1 day ago
American Airlines
Tue, Sep 2 - Sat, Sep 6
DTW
Detroit Metropolitan Wayne County
HSV
Huntsville Intl.
$384 Roundtrip, just found
$384
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 2 from Detroit Metropolitan Wayne County to Huntsville Intl., returning Sat, Sep 6, priced at $384 just found

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 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 15 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 $80, 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 $80 right now, why wait?

Winchester Flight Information
Destination airport
Nashville Intl.
Destination airport IATA code
BNA
Roundtrip price
$80

Last Minute Hotel Deals in Winchester

Best Western Inn
Best Western Inn
2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
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 ...
8.6/10 Excellent! (611 reviews)
"Very nice room with hot tub. Perfect stay, cannot complain about anything"

Reviewed on Jun 17, 2025

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Best Western Inn
The Smokehouse Lodge and Cabins
The Smokehouse Lodge and Cabins
3 out of 5
844 W Main Street, Monteagle, TN
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! (1,104 reviews)
"This is a unique, family-owned motel. The staff is excellent - welcoming and efficient. The room was sparking clean. But the buildings are aging. The air conditioner didn’t cool the room well. And the sheet had a hole in it. But the price was right, and the motel is convenient to the highway."

Reviewed on Jul 2, 2025

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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
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! (813 reviews)
"Price brought us here, owner of food options nearby. Breakfast included is cold but decent. One of our 2 rooms had slight odor but didn't interfere with stay."

Reviewed on Jul 6, 2025

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Microtel Inn & Suites by Wyndham Manchester
Quality Inn
Quality Inn
2.5 out of 5
509 W Main St, Monteagle, TN
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 ...
8.8/10 Excellent! (733 reviews)
"Great stay!"

Reviewed on Jul 5, 2025

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Quality Inn
Best Western Kimball Inn
Best Western Kimball Inn
2.5 out of 5
205 Kimball Crossing Dr, Jasper, TN
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)
"Friendly staff and clean rooms"

Reviewed on Jun 18, 2025

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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
Book a stay at this business-friendly hotel in Shelbyville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (572 reviews)
"Always clean and close to my events."

Reviewed on Jun 29, 2025

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Best Western Shelbyville Inn and Suites Celebration Inn
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
3 out of 5
120 Hospitality Blvd, Manchester, TN
Stay at this 3-star 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! (244 reviews)
"Great staff, clean and newer hotel for area."

Reviewed on Jul 1, 2025

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La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Best Western Manchester
Best Western Manchester
2.5 out of 5
126 Expressway Drive, Manchester, TN
Book a stay at this business-friendly hotel in Manchester. Enjoy free parking, breakfast (surcharge), and WiFi (surcharge). Popular attractions Great Stage Park ...
8.6/10 Excellent! (4 reviews)
"recently renovated with a section still to complete. pool wasn't open but renovations that were complete were well done. Trying to cancel last 2 nights of reservation due to event we were attending getting canceled. Would stay there again as rooms were clean as well as bathroom."

Reviewed on Jun 16, 2025

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Best Western Manchester
See all 648 properties in Winchester
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.