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Winchester

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Winchester Flights as Low as $176

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

Frontier Airlines
Wed, Jun 10 - Fri, Jun 19
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Fri, Jun 19, priced at $176 found 2 days ago
Frontier Airlines
Mon, Jun 15 - Wed, Jun 24
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jun 15 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Wed, Jun 24, priced at $187 found 5 days ago
Frontier Airlines
Wed, Jun 10 - Fri, Jun 19
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Fri, Jun 19, priced at $188 found 2 days ago
Frontier Airlines
Tue, Jun 9 - Tue, Jun 16
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Tue, Jun 16, priced at $190 found 5 days ago
Bargain Flight
Fri, Aug 21 - Sun, Aug 23
PHL
Philadelphia Intl.
IND
Indianapolis Intl.
$202 Roundtrip, found 18 hours ago
$202
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Fri, Aug 21 from Philadelphia Intl. to Indianapolis Intl., returning Sun, Aug 23, priced at $202 found 18 hours ago
Frontier Airlines
Mon, Jul 27 - Wed, Aug 5
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$210 Roundtrip, found 6 days ago
$210
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jul 27 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Wed, Aug 5, priced at $210 found 6 days ago
Frontier Airlines
Tue, May 26 - Tue, Jun 9
SFO
San Francisco Intl.
IND
Indianapolis Intl.
$220 Roundtrip, found 13 hours ago
$220
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, May 26 from San Francisco Intl. to Indianapolis Intl., returning Tue, Jun 9, priced at $220 found 13 hours ago
Frontier Airlines
Wed, Jul 15 - Wed, Jul 22
TTN
Mercer
IND
Indianapolis Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jul 15 from Mercer to Indianapolis Intl., returning Wed, Jul 22, priced at $230 found 3 days ago
Frontier Airlines
Mon, Jun 1 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$246 Roundtrip, found 6 days ago
$246
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jun 1 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Wed, Jun 10, priced at $246 found 6 days ago
American Airlines
Tue, Jun 9 - Tue, Jun 23
FLL
Fort Lauderdale - Hollywood Intl.
IND
Indianapolis Intl.
$259 Roundtrip, found 6 days ago
$259
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to Indianapolis Intl., returning Tue, Jun 23, priced at $259 found 6 days ago
Bargain Flight
Mon, Jun 1 - Wed, Jun 3
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Mon, Jun 1 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Wed, Jun 3, priced at $293 found 3 days ago
Delta
Tue, Jun 9 - Tue, Jun 23
FLL
Fort Lauderdale - Hollywood Intl.
IND
Indianapolis Intl.
$293 Roundtrip, found 6 days ago
$293
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to Indianapolis Intl., returning Tue, Jun 23, priced at $293 found 6 days ago
Delta
Wed, Jun 10 - Fri, Jun 19
DAL
Love Field
IND
Indianapolis Intl.
$328 Roundtrip, found 6 days ago
$328
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jun 10 from Love Field to Indianapolis Intl., returning Fri, Jun 19, priced at $328 found 6 days ago
Delta
Wed, Jul 1 - Tue, Jul 14
GTR
Golden Triangle Regional
IND
Indianapolis Intl.
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 1 from Golden Triangle Regional to Indianapolis Intl., returning Tue, Jul 14, priced at $344 found 1 day ago
Sun Country Airlines
Fri, May 15 - Fri, May 15
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$436 Roundtrip, found 15 hours ago
$436
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Fri, May 15 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Fri, May 15, priced at $436 found 15 hours ago
Alaska Airlines
Sun, May 24 - Tue, Jun 9
SFO
San Francisco Intl.
IND
Indianapolis Intl.
$459 Roundtrip, found 12 hours ago
$459
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Sun, May 24 from San Francisco Intl. to Indianapolis Intl., returning Tue, Jun 9, priced at $459 found 12 hours 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 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 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 $176, 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 $176 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$176

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! (256 reviews)
Room was clean and ready upon arrival. Front staff outstanding!

Reviewed on Apr 25, 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! (1,012 reviews)
Breakfast was ok. There was a man who was fixing fresh eggs and bacon but we weren’t asked. The outside door near our room was never locked, I did not feel safe, it was not a safe area of town. Air never came on all night. Bedding was clean, but carpet needed replacing and the whole place needs ...

Reviewed on May 12, 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! (734 reviews)
This hotel is a superior facility in its price point! Clean, spacious, well maintained and an excellently attentive staff! I arrived at 1:00am tired from a long haul on the road and was greeted by Steve, who checked me into my room in record speed. Paperwork was printed out, room keys ready to go, ...

Reviewed on May 12, 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 (925 reviews)
Good economical stay.

Reviewed on May 11, 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! (790 reviews)
Easy parking, properly clean only issue no cable for the whole 2nd night and now towels other than that awesome place stay

Reviewed on Apr 27, 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! (1,010 reviews)
No frills with this hotel at all.

Reviewed on May 11, 2026

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Super 8 by Wyndham Muncie/Ball St. College Area
Muncie Place Hotel & Suites

Muncie Place Hotel & Suites

2.5 out of 5
4201 W Bethel Ave 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. ...
8/10 Very Good! (631 reviews)
Free hot breakfast and heated pool was in my search and the first on pictures of hotel but there was no pool and no breakfast snack cake an molded muffins

Reviewed on May 5, 2026

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Muncie Place Hotel & Suites
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 (1,003 reviews)
Walls were stained from water damage. Sheets were also stained.

Reviewed on May 5, 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.