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Winchester

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Winchester Flights as Low as $92

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

Spirit Airlines
Tue, Jul 1 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Tue, Jul 8, priced at $92 found 2 days ago
Spirit Airlines
Tue, Jul 22 - Tue, Jul 29
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Jul 22 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Jul 29, priced at $92 found 5 days ago
Frontier Airlines
Fri, Aug 15 - Sun, Aug 17
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Aug 15 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Sun, Aug 17, priced at $99 found 1 day ago
Frontier Airlines
Mon, Jul 28 - Fri, Aug 1
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$100 Roundtrip, found 17 hours ago
$100
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Mon, Jul 28 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Fri, Aug 1, priced at $100 found 17 hours ago
Spirit Airlines
Wed, Oct 15 - Wed, Oct 22
TPA
Tampa Intl.
IND
Indianapolis Intl.
$116 Roundtrip, found 6 days ago
$116
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Oct 15 from Tampa Intl. to Indianapolis Intl., returning Wed, Oct 22, priced at $116 found 6 days ago
Spirit Airlines
Thu, Jul 3 - Sun, Jul 13
CLT
Charlotte-Douglas Intl.
IND
Indianapolis Intl.
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Jul 3 from Charlotte-Douglas Intl. to Indianapolis Intl., returning Sun, Jul 13, priced at $138 found 4 days ago
American Airlines
Wed, Aug 27 - Sat, Aug 30
CLT
Charlotte-Douglas Intl.
IND
Indianapolis Intl.
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 27 from Charlotte-Douglas Intl. to Indianapolis Intl., returning Sat, Aug 30, priced at $139 found 3 days ago
United
Wed, Aug 13 - Tue, Aug 19
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$142 Roundtrip, found 5 hours ago
$142
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Aug 13 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Aug 19, priced at $142 found 5 hours ago
Delta
Wed, Aug 13 - Wed, Aug 13
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 13 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Wed, Aug 13, priced at $159 found 2 days ago
Frontier Airlines
Fri, Jul 4 - Fri, Jul 11
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$173 Roundtrip, found 23 hours ago
$173
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Fri, Jul 4 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Fri, Jul 11, priced at $173 found 23 hours ago
Delta
Sat, Aug 2 - Sat, Aug 2
DAL
Love Field
IND
Indianapolis Intl.
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Aug 2 from Love Field to Indianapolis Intl., returning Sat, Aug 2, priced at $195 found 3 days ago
Spirit Airlines
Tue, Jul 22 - Tue, Jul 29
SAN
San Diego Intl.
IND
Indianapolis Intl.
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jul 22 from San Diego Intl. to Indianapolis Intl., returning Tue, Jul 29, priced at $223 found 3 days ago
Bargain Flight
Sat, Jun 28 - Thu, Jul 3
GSP
Greenville-Spartanburg Intl.
IND
Indianapolis Intl.
$227 Roundtrip, found 15 hours ago
$227
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Sat, Jun 28 from Greenville-Spartanburg Intl. to Indianapolis Intl., returning Thu, Jul 3, priced at $227 found 15 hours ago
Bargain Flight
Sat, Aug 23 - Sun, Aug 24
PHX
Sky Harbor Intl.
IND
Indianapolis Intl.
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Aug 23 from Sky Harbor Intl. to Indianapolis Intl., returning Sun, Aug 24, priced at $265 found 1 day ago
American Airlines
Sat, Jul 19 - Mon, Jul 21
CLD
McClellan-Palomar
IND
Indianapolis Intl.
$444 Roundtrip, found 3 days ago
$444
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jul 19 from McClellan-Palomar to Indianapolis Intl., returning Mon, Jul 21, priced at $444 found 3 days ago
Alaska Airlines
Wed, Jul 23 - Fri, Aug 1
PHX
Sky Harbor Intl.
IND
Indianapolis Intl.
$550 Roundtrip, found 18 hours ago
$550
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Wed, Jul 23 from Sky Harbor Intl. to Indianapolis Intl., returning Fri, Aug 1, priced at $550 found 18 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 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 $92, 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 $92 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$91

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. Our guests praise the property condition in our reviews. Popular attractions ...
8.8/10 Excellent! (223 reviews)
"VERY CLEAN"

Reviewed on Jun 11, 2025

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Randolph Inn and Suites
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 ...
6.6/10 (819 reviews)
"Would recommend"

Reviewed on Jun 14, 2025

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Days Inn by Wyndham Muncie -Ball State University
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 ...
8/10 Very Good! (1,001 reviews)
"Hreat service c and close to interesting attractions"

Reviewed on Jun 13, 2025

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Baymont by Wyndham Richmond I-70
Motel 6 Richmond, IN
Motel 6 Richmond, IN
2 out of 5
6030 National Road East, Richmond, IN
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (901 reviews)
"The beds were horrible. Hard as hell"

Reviewed on Jun 12, 2025

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Motel 6 Richmond, IN
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 ...
7.8/10 Good! (1,002 reviews)
Nice staff. Dated hotel but good enough
"Older hotel but reasonably priced with good reviews. Decor dated, with no closet - just a crooked hanging area in the corner, and breakfast items arranged in odd order for complimentary breakfast but we were comfortable and felt safe which was all we needed. Close to major road and worried about ..."

Reviewed on Jun 12, 2025

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Super 8 by Wyndham Muncie/Ball St. College Area
Best Western Richmond Indiana I-70
Best Western Richmond Indiana I-70
2.5 out of 5
533 W Eaton Pike, Richmond, IN
Stay at this hotel in Richmond. 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! (1,004 reviews)
"I’ve been to hotels all around the country and this one actually has a smart tv—a smart tv that actually works as it should! I also like how upgraded the place is. It’s really clean and I seen that they had a pool! The bedroom was nice it had an industrial modern look to it."

Reviewed on Jun 13, 2025

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Best Western Richmond Indiana I-70
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. ...
6.8/10 (1,003 reviews)
"Friendliness of staff, room could be cleaner"

Reviewed on Jun 1, 2025

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Quality Inn and Conference Center
Best Western Muncie
Best Western Muncie
2.5 out of 5
3011 W Bethel Ave, Muncie, IN
Stay at this hotel in Muncie. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (794 reviews)
"The place was clean and close to ball state university"

Reviewed on Jun 11, 2025

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Best Western Muncie
See all 113 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.