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Winchester

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Winchester Flights as Low as $89

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

Frontier Airlines
Fri, Aug 15 - Sun, Aug 17
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$89 Roundtrip, found 1 day ago
$89
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 $89 found 1 day ago
Spirit Airlines
Sun, Aug 24 - Thu, Sep 4
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Aug 24 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Thu, Sep 4, priced at $90 found 1 hour ago
Spirit Airlines
Wed, Aug 13 - Tue, Aug 19
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Aug 19, priced at $92 found 1 day ago
Frontier Airlines
Sat, Jul 26 - Sat, Aug 2
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 26 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Sat, Aug 2, priced at $110 found 1 day ago
Spirit Airlines
Fri, Sep 26 - Mon, Oct 6
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Sep 26 from Los Angeles Intl. to Indianapolis Intl., returning Mon, Oct 6, priced at $116 found 2 days ago
American Airlines
Thu, Aug 14 - Thu, Aug 14
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 14 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Thu, Aug 14, priced at $126 found 1 day ago
United
Wed, Aug 13 - Tue, Aug 19
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 13 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Aug 19, priced at $142 found 1 day ago
Delta
Wed, Aug 13 - Wed, Aug 13
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 13 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Wed, Aug 13, priced at $155 found 1 day ago
American Airlines
Thu, Sep 25 - Sat, Sep 27
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Indianapolis Intl., returning Sat, Sep 27, priced at $159 found 1 day ago
Spirit Airlines
Mon, Aug 11 - Thu, Aug 14
IAH
George Bush Intercontinental
IND
Indianapolis Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Aug 11 from George Bush Intercontinental to Indianapolis Intl., returning Thu, Aug 14, priced at $189 found 3 days ago
Delta
Tue, Nov 11 - Tue, Nov 11
DAL
Love Field
IND
Indianapolis Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 11 from Love Field to Indianapolis Intl., returning Tue, Nov 11, priced at $191 found 1 day ago
Hawaiian Airlines
Wed, Sep 3 - Fri, Sep 5
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Wed, Sep 3 from Los Angeles Intl. to Indianapolis Intl., returning Fri, Sep 5, priced at $205 found 1 day ago
Alaska Airlines
Wed, Sep 3 - Mon, Sep 8
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Sep 3 from Los Angeles Intl. to Indianapolis Intl., returning Mon, Sep 8, priced at $250 found 1 day ago
Frontier Airlines
Fri, Jul 18 - Sat, Jul 26
SAT
San Antonio Intl.
IND
Indianapolis Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jul 18 from San Antonio Intl. to Indianapolis Intl., returning Sat, Jul 26, priced at $252 found 1 day ago
Delta
Tue, Jul 29 - Wed, Jul 30
GSP
Greenville-Spartanburg Intl.
IND
Indianapolis Intl.
$253 Roundtrip, found 2 days ago
$253
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 29 from Greenville-Spartanburg Intl. to Indianapolis Intl., returning Wed, Jul 30, priced at $253 found 2 days ago
American Airlines
Fri, Jul 4 - Sat, Jul 5
ONT
Los Angeles - Ontario Intl.
IND
Indianapolis Intl.
$265 Roundtrip, found 2 days ago
$265
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 4 from Los Angeles - Ontario Intl. to Indianapolis Intl., returning Sat, Jul 5, priced at $265 found 2 days 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 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 $89, 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 $89 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$89

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! (224 reviews)
"The property was very nice. Beds comfy"

Reviewed on Jun 25, 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 (823 reviews)
"All good, new flooring, clean , free breakfast"

Reviewed on Jun 19, 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! (1,000 reviews)
"Staff extremely friendly, especially the lady doing breakfast!"

Reviewed on Jun 25, 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. ...
7.8/10 Good! (909 reviews)
"The motel is clean with friendly staff. It is a no frills budget friendly location. We were looking for a place to comfortably overnight and this fit the bill. We would stay here again."

Reviewed on Jun 20, 2025

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Motel 6 Richmond, IN
Greenville inn
Greenville inn
2 out of 5
851 Martin St, Greenville, OH
Stay at this hotel in Greenville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sater Heights Park and Caddie Shack Driving Range are ...
7/10 Good! (10 reviews)
Close to Exit
"They can use a bigger soap to shower"

Reviewed on Jun 24, 2025

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Greenville 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 ...
9.4/10 Exceptional! (515 reviews)
"Nice hotel as we traveled there Midwest"

Reviewed on Jun 25, 2025

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Comfort Suites
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! (1,001 reviews)
"Clean rooms close to campus and a good breakfast."

Reviewed on Jun 26, 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! (1,001 reviews)
"Only complaint was tv sat on buffering every channel and couldnt watch anything. Just wanted a bit of relax time which was total frustration"

Reviewed on Jun 19, 2025

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Best Western Richmond Indiana I-70
See all 116 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.