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Winchester

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Winchester Flights as Low as $60

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

Spirit Airlines
Sun, Aug 24 - Thu, Sep 4
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$60 Roundtrip, found 2 hours ago
$60
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, Aug 24 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Thu, Sep 4, priced at $60 found 2 hours ago
Spirit Airlines
Wed, Oct 29 - Sat, Nov 8
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$80 Roundtrip, found 5 days ago
$80
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Oct 29 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Sat, Nov 8, priced at $80 found 5 days ago
Frontier Airlines
Fri, Aug 15 - Mon, Aug 18
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Aug 15 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Mon, Aug 18, priced at $102 found 2 hours ago
Spirit Airlines
Thu, Sep 25 - Sun, Sep 28
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Sep 25 from Los Angeles Intl. to Indianapolis Intl., returning Sun, Sep 28, priced at $126 found 1 day ago
Spirit Airlines
Tue, Aug 26 - Thu, Sep 4
CLT
Charlotte-Douglas Intl.
IND
Indianapolis Intl.
$136 Roundtrip, found 2 hours ago
$136
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from Charlotte-Douglas Intl. to Indianapolis Intl., returning Thu, Sep 4, priced at $136 found 2 hours ago
United
Wed, Oct 29 - Sat, Nov 8
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select United flight, departing Wed, Oct 29 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Sat, Nov 8, priced at $139 found 5 days ago
Delta
Tue, Sep 30 - Tue, Oct 7
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$157 Roundtrip, found 2 hours ago
$157
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Sep 30 from Los Angeles Intl. to Indianapolis Intl., returning Tue, Oct 7, priced at $157 found 2 hours ago
American Airlines
Sun, Aug 24 - Thu, Sep 4
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$158 Roundtrip, found 2 hours ago
$158
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Aug 24 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Thu, Sep 4, priced at $158 found 2 hours ago
Delta
Tue, Nov 11 - Tue, Nov 11
DAL
Love Field
IND
Indianapolis Intl.
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Nov 11 from Love Field to Indianapolis Intl., returning Tue, Nov 11, priced at $191 found 4 days ago
Frontier Airlines
Wed, Aug 13 - Tue, Aug 19
IAH
George Bush Intercontinental
IND
Indianapolis Intl.
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Aug 13 from George Bush Intercontinental to Indianapolis Intl., returning Tue, Aug 19, priced at $193 found 5 days ago
Hawaiian Airlines
Mon, Sep 29 - Wed, Oct 8
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Mon, Sep 29 from Los Angeles Intl. to Indianapolis Intl., returning Wed, Oct 8, priced at $215 found 1 day ago
Bargain Flight
Fri, Aug 8 - Mon, Aug 11
RIC
Richmond Intl.
IND
Indianapolis Intl.
$228 Roundtrip, found 2 hours ago
$228
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Fri, Aug 8 from Richmond Intl. to Indianapolis Intl., returning Mon, Aug 11, priced at $228 found 2 hours ago
Bargain Flight
Sat, Oct 4 - Wed, Oct 8
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Sat, Oct 4 from Los Angeles Intl. to Indianapolis Intl., returning Wed, Oct 8, priced at $229 found 2 hours ago
United
Thu, Nov 6 - Sat, Nov 8
MLI
Quad City Intl.
IND
Indianapolis Intl.
$235 Roundtrip, found 2 hours ago
$235
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Nov 6 from Quad City Intl. to Indianapolis Intl., returning Sat, Nov 8, priced at $235 found 2 hours ago
Delta
Sat, Aug 30 - Tue, Sep 2
HOU
William P. Hobby
IND
Indianapolis Intl.
$240 Roundtrip, found 2 hours ago
$240
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Aug 30 from William P. Hobby to Indianapolis Intl., returning Tue, Sep 2, priced at $240 found 2 hours ago
United
Sat, Aug 2 - Tue, Aug 5
HRL
Valley Intl.
IND
Indianapolis Intl.
$406 Roundtrip, found 23 hours ago
$406
Roundtrip
found 23 hours ago
Select United flight, departing Sat, Aug 2 from Valley Intl. to Indianapolis Intl., returning Tue, Aug 5, priced at $406 found 23 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 August, 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 $60, 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 $60 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$60

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! (228 reviews)
"It was very clean and the staff was very accommodating. It was close to the Walmart for anything that you would need and restaurants."

Reviewed on Jul 20, 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 (840 reviews)
"Excellent!"

Reviewed on Jul 27, 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! (1,018 reviews)
"Right off the Interstate Highway, so convenient. The check in was easy after booking online. Reception person was very friendly and efficient. Room was clean and spacious. Excellent value!"

Reviewed on Jul 30, 2025

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Baymont by Wyndham Richmond I-70
Baymont by Wyndham Muncie Near Ball State University

Baymont by Wyndham Muncie Near Ball State University

2.5 out of 5
3400 North Chadam Lane, 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 ...
5.6/10 (1,011 reviews)
"Check in early!!! Awesome!!!"

Reviewed on Jul 26, 2025

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Baymont by Wyndham Muncie Near Ball State 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 ...
7.8/10 Good! (1,010 reviews)
"All good"

Reviewed on Jul 18, 2025

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Super 8 by Wyndham Muncie/Ball St. College Area
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 ...
9.4/10 Exceptional! (548 reviews)
"Easy to get to. Clean. Friendly staff! Plenty of food options."

Reviewed on Jul 31, 2025

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Comfort Suites
Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond

3 out of 5
5950 National Rd E, Richmond, IN
Stay at this 3-star business-friendly hotel in Richmond. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (374 reviews)
"I always stay at Homes2Suite Richmond, IN when I visit family. From the moment I arrive to when I leave, everything is great! The front desk and breakfast staff are always so helpful and accommodating to our needs! The only thing, my husband says the water pressure in the shower needs work! Lol"

Reviewed on Jul 21, 2025

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Home2 Suites by Hilton Richmond
Best Western Plus Richmond Indiana I-70

Best Western Plus 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! (1,009 reviews)
"Vg"

Reviewed on Jul 26, 2025

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Best Western Plus Richmond Indiana I-70
See all 112 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.