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Winchester

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Winchester Flights as Low as $56

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

Frontier Airlines
Mon, Jul 27 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jul 27 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Mon, Jul 27, priced at $56 found 1 day ago
Frontier Airlines
Wed, Jun 10 - Mon, Jun 15
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Mon, Jun 15, priced at $58 found 3 days ago
Frontier Airlines
Mon, Jun 1 - Wed, Jun 17
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jun 1 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Wed, Jun 17, priced at $64 found 2 days ago
Delta
Fri, Jul 24 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 24 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Mon, Jul 27, priced at $119 found 1 day ago
Frontier Airlines
Wed, Jun 10 - Wed, Jun 17
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Wed, Jun 17, priced at $162 found 2 hours ago
Frontier Airlines
Tue, Nov 10 - Tue, Nov 17
TPA
Tampa Intl.
IND
Indianapolis Intl.
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Nov 10 from Tampa Intl. to Indianapolis Intl., returning Tue, Nov 17, priced at $200 found 3 days ago
American Airlines
Wed, Jun 24 - Wed, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jun 24 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Wed, Jul 8, priced at $207 found 3 days ago
Bargain Flight
Wed, May 27 - Fri, May 29
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Fri, May 29, priced at $221 found 5 days ago
Frontier Airlines
Fri, Jun 19 - Wed, Jun 24
IAH
George Bush Intercontinental
IND
Indianapolis Intl.
$246 Roundtrip, found 16 hours ago
$246
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Jun 19 from George Bush Intercontinental to Indianapolis Intl., returning Wed, Jun 24, priced at $246 found 16 hours ago
Frontier Airlines
Mon, Jun 8 - Wed, Jun 17
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Jun 8 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Wed, Jun 17, priced at $260 found 3 days ago
Frontier Airlines
Mon, Jul 20 - Wed, Jul 22
PNS
Pensacola Intl.
IND
Indianapolis Intl.
$273 Roundtrip, found 7 hours ago
$273
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Jul 20 from Pensacola Intl. to Indianapolis Intl., returning Wed, Jul 22, priced at $273 found 7 hours ago
Delta
Thu, Jul 2 - Mon, Jul 13
BZN
Bozeman Yellowstone Intl.
IND
Indianapolis Intl.
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jul 2 from Bozeman Yellowstone Intl. to Indianapolis Intl., returning Mon, Jul 13, priced at $296 found 1 day ago
Bargain Flight
Sat, May 23 - Sun, May 24
BOS
Logan Intl.
IND
Indianapolis Intl.
$301 Roundtrip, found 8 hours ago
$301
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Sat, May 23 from Logan Intl. to Indianapolis Intl., returning Sun, May 24, priced at $301 found 8 hours ago
Delta
Wed, May 27 - Fri, May 29
OKC
Will Rogers World
IND
Indianapolis Intl.
$315 Roundtrip, found 7 hours ago
$315
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, May 27 from Will Rogers World to Indianapolis Intl., returning Fri, May 29, priced at $315 found 7 hours ago
Delta
Wed, Jun 10 - Wed, Jun 17
DAL
Love Field
IND
Indianapolis Intl.
$345 Roundtrip, found 19 hours ago
$345
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Jun 10 from Love Field to Indianapolis Intl., returning Wed, Jun 17, priced at $345 found 19 hours ago
Alaska Airlines
Wed, Jul 8 - Tue, Jul 14
BZN
Bozeman Yellowstone Intl.
IND
Indianapolis Intl.
$426 Roundtrip, found 1 day ago
$426
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Jul 8 from Bozeman Yellowstone Intl. to Indianapolis Intl., returning Tue, Jul 14, priced at $426 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 IND 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 14 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 Delaware County 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 $56, 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 $56 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$56

Last Minute Hotel Deals in Winchester

Randolph Inn and Suites

Randolph Inn and Suites

2.5 out of 5
890 E Washington Winchester IN
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winchester Golf Club and Winchester Speedway are located ...
9/10 Wonderful! (258 reviews)
"The rooms (although we had a small pet) had never been updated. They were extremely old, the lot was not well lit, and we were separate from the main building. It smelled, the a/c barely worked, the beds were tiny and hard. I would never recommend."

Reviewed on May 18, 2026

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Randolph Inn and Suites
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr Richmond IN
Stay at this inn in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,007 reviews)
"Don’t let the exterior of the hotel fool you, the rooms have been refurbished and they are quite nice. I would hold them up against Holiday Inn express rooms. The staff is the shining part of the hotel, the second you arrive you greeted by Debbie who is an absolute sweetheart, and will treat you ..."

Reviewed on May 18, 2026

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Baymont by Wyndham Richmond I-70
Comfort Suites Richmond East

Comfort Suites Richmond East

2.5 out of 5
421 Commerce Road Richmond IN
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (744 reviews)
"This hotel was excellent! Seems somewhat new. Very clean. Large suite. I was very surprised and happy with the size of the room. Staff was extremely helpful, professional and genuinely kind. I was very impressed with the professionalism and appearance of the night front desk staff! Mechelle (spelling?) ..."

Reviewed on May 20, 2026

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Comfort Suites Richmond East
Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

2 out of 5
3509 N Everbrook Ln Muncie IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular ...
6.8/10 (926 reviews)
"Good staff all around"

Reviewed on May 14, 2026

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Days Inn by Wyndham Muncie -Ball State University
Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University

2.5 out of 5
3400 N Marleon Dr Muncie IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (792 reviews)
"The room was clean, staff were professional, bed was very comfortable, hotel was located in an area where I felt safe traveling alone. The hotel could use some minor cosmetic improvements, but still ok for the price."

Reviewed on May 14, 2026

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Comfort Inn & Suites Muncie Near University
Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area

2 out of 5
3601 W Fox Ridge Ln Muncie IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,006 reviews)
"Good location, nice clean room"

Reviewed on May 20, 2026

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Super 8 by Wyndham Muncie/Ball St. College Area
Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie

3 out of 5
4200 W Bethel Avenue Muncie IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Scheumann Stadium and Cardinal ...
9.4/10 Exceptional! (56 reviews)
"The hotel was immaculate. The only problem was that the room is very noisy. We could hear the traffic noise outside and the people in the next room. I believe the walls are to thin and the windows installed are not sound proof."

Reviewed on May 16, 2026

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Home2 Suites By Hilton Muncie
Quality Inn and Conference Center

Quality Inn and Conference Center

2.5 out of 5
5501 National Rd E Richmond IN
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.6/10 (1,001 reviews)
"I had four rooms. They were clean but one of the bathrooms had rectangular opening in the wall. It was nice size. Not a lot to pick from for breakfast."

Reviewed on May 20, 2026

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Quality Inn and Conference Center
See all 141 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.