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Winchester

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Winchester Flights as Low as $64

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

Frontier Airlines
Mon, May 11 - Fri, May 29
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$64 Roundtrip, found 14 hours ago
$64
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Mon, May 11 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Fri, May 29, priced at $64 found 14 hours ago
Frontier Airlines
Wed, Jun 24 - Wed, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$76 Roundtrip, found 5 days ago
$76
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Jun 24 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Wed, Jul 8, priced at $76 found 5 days ago
Delta
Thu, May 14 - Sat, May 16
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, May 14 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Sat, May 16, priced at $119 found 2 days ago
American Airlines
Sat, May 16 - Mon, May 18
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 16 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Mon, May 18, priced at $163 found 1 day ago
Spirit Airlines
Fri, May 29 - Thu, Jun 4
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, May 29 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Thu, Jun 4, priced at $168 found 3 days ago
Frontier Airlines
Tue, May 12 - Fri, May 15
PHX
Sky Harbor Intl.
IND
Indianapolis Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 12 from Sky Harbor Intl. to Indianapolis Intl., returning Fri, May 15, priced at $185 found 1 day ago
Frontier Airlines
Sat, May 2 - Sat, May 16
TTN
Mercer
IND
Indianapolis Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 2 from Mercer to Indianapolis Intl., returning Sat, May 16, priced at $186 found 1 day ago
Spirit Airlines
Mon, May 11 - Thu, May 14
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, May 11 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Thu, May 14, priced at $205 found 4 days ago
Bargain Flight
Thu, Apr 30 - Fri, May 1
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Apr 30 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Fri, May 1, priced at $216 found 1 day ago
Frontier Airlines
Sat, May 23 - Wed, May 27
SFO
San Francisco Intl.
IND
Indianapolis Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 23 from San Francisco Intl. to Indianapolis Intl., returning Wed, May 27, priced at $231 found 1 day ago
Delta
Tue, Jul 21 - Wed, Jul 29
CAE
Columbia Metropolitan
IND
Indianapolis Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 21 from Columbia Metropolitan to Indianapolis Intl., returning Wed, Jul 29, priced at $231 found 1 day ago
Bargain Flight
Fri, May 1 - Sun, May 3
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$236 Roundtrip, found 22 hours ago
$236
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Fri, May 1 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Sun, May 3, priced at $236 found 22 hours ago
Frontier Airlines
Thu, Jul 9 - Tue, Jul 21
ONT
Los Angeles - Ontario Intl.
IND
Indianapolis Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 9 from Los Angeles - Ontario Intl. to Indianapolis Intl., returning Tue, Jul 21, priced at $240 found 1 day ago
Frontier Airlines
Thu, Aug 13 - Tue, Aug 18
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$250 Roundtrip, found 20 hours ago
$250
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Los Angeles Intl. to Indianapolis Intl., returning Tue, Aug 18, priced at $250 found 20 hours ago
Alaska Airlines
Tue, Sep 22 - Wed, Sep 23
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Sep 22 from Los Angeles Intl. to Indianapolis Intl., returning Wed, Sep 23, priced at $345 found 3 days ago
Sun Country Airlines
Thu, May 21 - Sun, May 24
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, May 21 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Sun, May 24, priced at $355 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 May, 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 $64, 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 $64 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$63

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! (254 reviews)
Everything was great from the cleanliness to the friendly staff and the comfortable room!! Exceeded my expectations for sure!

Reviewed on Apr 14, 2026

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Randolph Inn and Suites
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! (717 reviews)
Impecable !

Reviewed on Apr 24, 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 (922 reviews)
They could had more option for breakfast but the stay was great

Reviewed on Apr 16, 2026

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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 ...
8.4/10 Very Good! (1,003 reviews)
Good staff, clean rooms, good breakfast

Reviewed on Apr 25, 2026

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Baymont by Wyndham Richmond I-70
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! (1,003 reviews)
Close to the family, the whole hotel was clean, not just my room. The staff I inner acted were great.

Reviewed on Apr 24, 2026

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Super 8 by Wyndham Muncie/Ball St. College Area
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! (787 reviews)
Staff was super nice and cool. They helped with everything i needed and asked for...would stay there again no questions asked!

Reviewed on Apr 19, 2026

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Comfort Inn & Suites Muncie Near University
Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie

3 out of 5
4011 W Bethel Ave Muncie IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
8.2/10 Very Good! (775 reviews)
My bathroom counter had dust and had not been cleaned and the breakfast bar was terrible the English muffins had mold and there was no coffee and supplies every day had to ask for more

Reviewed on Apr 22, 2026

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Fairfield Inn by Marriott 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 (1,002 reviews)
I had an extremely disappointing experience at this hotel. From the moment we checked in, there was a strong, unpleasant smell throughout the entire building that resembled stale cigarette smoke. When we got to our room, things only got worse. The sheets had multiple visible stains, including a large ...

Reviewed on Apr 22, 2026

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Quality Inn and Conference Center
See all 140 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.