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Winchester

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Winchester Flights as Low as $148

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

Sun Country Airlines
Mon, Apr 14 - Thu, Apr 17
MSP
Minneapolis - St. Paul Intl.
BNA
Nashville Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Mon, Apr 14 from Minneapolis - St. Paul Intl. to Nashville Intl., returning Thu, Apr 17, priced at $148 found 3 days ago
Spirit Airlines
Tue, Feb 11 - Wed, Feb 12
BWI
Baltimore Washington Intl. Thurgood Marshall
BNA
Nashville Intl.
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Feb 11 from Baltimore Washington Intl. Thurgood Marshall to Nashville Intl., returning Wed, Feb 12, priced at $153 found 4 days ago
Frontier Airlines
Mon, Apr 14 - Thu, Apr 17
MSP
Minneapolis - St. Paul Intl.
BNA
Nashville Intl.
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Apr 14 from Minneapolis - St. Paul Intl. to Nashville Intl., returning Thu, Apr 17, priced at $160 found 3 days ago
American Airlines
Tue, Mar 18 - Wed, Mar 26
BUF
Buffalo Niagara Intl.
BNA
Nashville Intl.
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 18 from Buffalo Niagara Intl. to Nashville Intl., returning Wed, Mar 26, priced at $180 found 5 days ago
JetBlue Airways
Tue, Feb 25 - Tue, Mar 4
BUF
Buffalo Niagara Intl.
BNA
Nashville Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Feb 25 from Buffalo Niagara Intl. to Nashville Intl., returning Tue, Mar 4, priced at $199 just found
United
Tue, Feb 25 - Tue, Mar 4
BUF
Buffalo Niagara Intl.
BNA
Nashville Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select United flight, departing Tue, Feb 25 from Buffalo Niagara Intl. to Nashville Intl., returning Tue, Mar 4, priced at $199 just found
Delta
Fri, Jan 31 - Sun, Feb 9
CHO
Charlottesville-Albemarle
CHA
Chattanooga Metropolitan
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jan 31 from Charlottesville-Albemarle to Chattanooga Metropolitan, returning Sun, Feb 9, priced at $228 found 1 day ago
Delta
Tue, Mar 11 - Mon, Mar 17
MSP
Minneapolis - St. Paul Intl.
CHA
Chattanooga Metropolitan
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Mar 11 from Minneapolis - St. Paul Intl. to Chattanooga Metropolitan, returning Mon, Mar 17, priced at $249 found 1 day ago
United
Sat, Feb 1 - Wed, Feb 5
OKC
Will Rogers World
CHA
Chattanooga Metropolitan
$249 Roundtrip, found 20 hours ago
$249
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Feb 1 from Will Rogers World to Chattanooga Metropolitan, returning Wed, Feb 5, priced at $249 found 20 hours ago
Delta
Tue, Feb 11 - Tue, Feb 18
BWI
Baltimore Washington Intl. Thurgood Marshall
HSV
Huntsville Intl.
$249 Roundtrip, found 4 days ago
$249
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Feb 11 from Baltimore Washington Intl. Thurgood Marshall to Huntsville Intl., returning Tue, Feb 18, priced at $249 found 4 days ago
United
Tue, May 20 - Tue, Jun 10
MSP
Minneapolis - St. Paul Intl.
HSV
Huntsville Intl.
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Select United flight, departing Tue, May 20 from Minneapolis - St. Paul Intl. to Huntsville Intl., returning Tue, Jun 10, priced at $249 found 5 days ago
American Airlines
Sat, Feb 22 - Mon, Feb 24
BUF
Buffalo Niagara Intl.
CHA
Chattanooga Metropolitan
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 22 from Buffalo Niagara Intl. to Chattanooga Metropolitan, returning Mon, Feb 24, priced at $249 found 1 day ago
Delta
Wed, Jan 15 - Fri, Jan 24
BWI
Baltimore Washington Intl. Thurgood Marshall
CHA
Chattanooga Metropolitan
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 15 from Baltimore Washington Intl. Thurgood Marshall to Chattanooga Metropolitan, returning Fri, Jan 24, priced at $284 found 2 days ago
American Airlines
Thu, Oct 9 - Sat, Oct 18
ILM
Wilmington Intl.
BNA
Nashville Intl.
$354 Roundtrip, found 1 day ago
$354
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 9 from Wilmington Intl. to Nashville Intl., returning Sat, Oct 18, priced at $354 found 1 day ago
American Airlines
Thu, Oct 9 - Sat, Oct 18
ILM
Wilmington Intl.
CHA
Chattanooga Metropolitan
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 9 from Wilmington Intl. to Chattanooga Metropolitan, returning Sat, Oct 18, priced at $368 found 1 day ago
American Airlines
Sun, Jan 19 - Sun, Jan 19
SDF
Louisville Intl.
CHA
Chattanooga Metropolitan
$526 Roundtrip, found 1 day ago
$526
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 19 from Louisville Intl. to Chattanooga Metropolitan, returning Sun, Jan 19, priced at $526 found 1 day ago

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 April, 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 $148, 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 $148 right now, why wait?

Winchester Flight Information
Destination airport
Nashville Intl.
Destination airport IATA code
BNA
Roundtrip price
$160

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 Jan 19 to Jan 20
$106
includes taxes & fees
Jan 19 - Jan 20
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! (581 reviews)
"Parking was good and the breakfast offered was consistent with other locations."

Reviewed on Jan 5, 2025

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 $56 per night from Jan 14 to Jan 15
$56
includes taxes & fees
Jan 14 - Jan 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 ...
8.4/10 Very Good! (1,042 reviews)
"It's clean and professional staff"

Reviewed on Jan 9, 2025

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 $74 per night from Jan 13 to Jan 14
$74
includes taxes & fees
Jan 13 - Jan 14
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! (587 reviews)
"Very clean and updated"

Reviewed on Jan 11, 2025

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 $88 per night from Feb 9 to Feb 10
$88
includes taxes & fees
Feb 9 - Feb 10
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! (1,001 reviews)
"Was okay. Had a bit of a musty smell but overall decent stay for the price."

Reviewed on Jan 11, 2025

Sleep Inn And Suites Manchester
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 $137 per night from Jan 12 to Jan 13
$137
includes taxes & fees
Jan 12 - Jan 13
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! (159 reviews)
Return trip to Florida
"Very clean room. The whole hotel was clean and fresh smelling. Very well taken care of. My only complainr would be the bathroom mirror is the type with lighting around the edges. They do not produce enough light for your use."

Reviewed on Jan 7, 2025

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Quality Inn
Quality Inn
2.5 out of 5
509 W Main St, Monteagle, TN
The price is $87 per night from Feb 9 to Feb 10
$87
includes taxes & fees
Feb 9 - Feb 10
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! (661 reviews)
"Nice quiet place. Affordable and offers breakfast"

Reviewed on Jan 4, 2025

Quality Inn
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 Jan 22 to Jan 23
$88
includes taxes & fees
Jan 22 - Jan 23
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! (1,001 reviews)
"Unique attractions nearby and a warm family atmosphere."

Reviewed on Jan 8, 2025

Best Western Kimball Inn
Holiday Inn Express & Suites Manchester, an IHG Hotel
Holiday Inn Express & Suites Manchester, an IHG Hotel
2.5 out of 5
111 Hospitality Blvd, Manchester, TN
The price is $134 per night from Feb 5 to Feb 6
$134
includes taxes & fees
Feb 5 - Feb 6
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Great Stage Park and May Prairie ...
8.4/10 Very Good! (313 reviews)
"Location is great. Room was excellent. Bed was firm like we like it."

Reviewed on Dec 29, 2024

Holiday Inn Express & Suites Manchester, an IHG Hotel
See all 636 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.