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Winchester

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Winchester Flights as Low as $80

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

Spirit Airlines
Tue, Jun 10 - Tue, Jun 17
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 10 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Jun 17, priced at $80 found 1 day ago
Spirit Airlines
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
IND
Indianapolis Intl.
$80 Roundtrip, found 3 days ago
$80
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Orlando Intl. to Indianapolis Intl., returning Sun, Jun 1, priced at $80 found 3 days ago
Frontier Airlines
Thu, May 29 - Sat, May 31
MCO
Orlando Intl.
IND
Indianapolis Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Orlando Intl. to Indianapolis Intl., returning Sat, May 31, priced at $88 found 3 days ago
Frontier Airlines
Tue, Jul 22 - Tue, Jul 29
DEN
Denver Intl.
IND
Indianapolis Intl.
$126 Roundtrip, found 6 days ago
$126
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jul 22 from Denver Intl. to Indianapolis Intl., returning Tue, Jul 29, priced at $126 found 6 days ago
Spirit Airlines
Sun, Jun 1 - Tue, Jun 3
CLT
Charlotte-Douglas Intl.
IND
Indianapolis Intl.
$144 Roundtrip, found 6 days ago
$144
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sun, Jun 1 from Charlotte-Douglas Intl. to Indianapolis Intl., returning Tue, Jun 3, priced at $144 found 6 days ago
Spirit Airlines
Fri, Oct 3 - Mon, Oct 6
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Oct 3 from Los Angeles Intl. to Indianapolis Intl., returning Mon, Oct 6, priced at $160 found 1 day ago
American Airlines
Tue, Jul 15 - Sat, Jul 26
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 15 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Sat, Jul 26, priced at $171 found 2 days ago
American Airlines
Tue, Jul 22 - Wed, Jul 23
BWI
Baltimore Washington Intl. Thurgood Marshall
IND
Indianapolis Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 22 from Baltimore Washington Intl. Thurgood Marshall to Indianapolis Intl., returning Wed, Jul 23, priced at $173 found 1 day ago
United
Tue, Jun 10 - Tue, Jun 17
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 10 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Jun 17, priced at $179 found 1 day ago
Delta
Tue, Jun 17 - Mon, Jun 23
RSW
Southwest Florida Intl.
IND
Indianapolis Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 17 from Southwest Florida Intl. to Indianapolis Intl., returning Mon, Jun 23, priced at $200 found 1 day ago
Frontier Airlines
Thu, Aug 14 - Sat, Aug 23
BOI
Boise
IND
Indianapolis Intl.
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 14 from Boise to Indianapolis Intl., returning Sat, Aug 23, priced at $211 found 1 day ago
Frontier Airlines
Thu, May 29 - Sat, May 31
FSD
Sioux Falls Regional
IND
Indianapolis Intl.
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 29 from Sioux Falls Regional to Indianapolis Intl., returning Sat, May 31, priced at $216 found 1 day ago
Alaska Airlines
Wed, Oct 1 - Wed, Oct 8
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Oct 1 from Los Angeles Intl. to Indianapolis Intl., returning Wed, Oct 8, priced at $224 found 2 days ago
Delta
Wed, Jul 23 - Tue, Jul 29
MOB
Mobile Regional
IND
Indianapolis Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 23 from Mobile Regional to Indianapolis Intl., returning Tue, Jul 29, priced at $249 found 1 day ago
Hawaiian Airlines
Thu, Oct 2 - Tue, Oct 14
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Thu, Oct 2 from Los Angeles Intl. to Indianapolis Intl., returning Tue, Oct 14, priced at $283 found 2 days ago
Sun Country Airlines
Fri, Jun 13 - Thu, Jul 17
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$357 Roundtrip, found 21 hours ago
$357
Roundtrip
found 21 hours ago
Select Sun Country Airlines flight, departing Fri, Jun 13 from Los Angeles Intl. to Indianapolis Intl., returning Thu, Jul 17, priced at $357 found 21 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 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 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 $80, 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 $80 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$80

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! (216 reviews)
"Lovely property, friendly staff, comfortable room."

Reviewed on Apr 27, 2025

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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 ...
8/10 Very Good! (1,004 reviews)
"Friendly staff clean & quiet room & good breakfast choices"

Reviewed on May 12, 2025

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Baymont by Wyndham Richmond I-70
Best Western Classic Inn
Best Western Classic Inn
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! (1,016 reviews)
Great area
"We love when a hotel is in a great area & walking distance. It was clean & great"

Reviewed on May 16, 2025

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Best Western Classic Inn
Comfort Suites
Comfort Suites
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 ...
9.2/10 Wonderful! (481 reviews)
"Great stay"

Reviewed on May 15, 2025

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Comfort Suites
Comfort Inn & Suites Muncie
Comfort Inn & Suites Muncie
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 and the property ...
8.4/10 Very Good! (659 reviews)
"In for a wedding and wanted convenience to venue with a few things to do in between commitments. Property worked fine for that"

Reviewed on May 11, 2025

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Comfort Inn & Suites Muncie
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! (872 reviews)
"Big rooms"

Reviewed on May 13, 2025

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Motel 6 Richmond, IN
Fairfield Inn by Marriott Muncie
Fairfield Inn by Marriott Muncie
2.5 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! (700 reviews)
"So very clean. Comfortable beds. Perfect for post graduation, I’m tuckered out parents!"

Reviewed on May 4, 2025

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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. ...
6.8/10 (1,004 reviews)
"It was a nice place"

Reviewed on May 12, 2025

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Quality Inn and Conference Center
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.