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Winchester

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Winchester Flights as Low as $69

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

Spirit Airlines
Tue, Mar 18 - Tue, Mar 25
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$69 Roundtrip, found 4 days ago
$69
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Mar 18 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Mar 25, priced at $69 found 4 days ago
Frontier Airlines
Tue, Mar 25 - Sat, Mar 29
DEN
Denver Intl.
IND
Indianapolis Intl.
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Mar 25 from Denver Intl. to Indianapolis Intl., returning Sat, Mar 29, priced at $88 found 4 days ago
Frontier Airlines
Wed, Jun 4 - Wed, Jun 4
LGA
LaGuardia
IND
Indianapolis Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 4 from LaGuardia to Indianapolis Intl., returning Wed, Jun 4, priced at $117 found 3 days ago
Frontier Airlines
Wed, Jun 4 - Wed, Jun 4
JFK
John F. Kennedy Intl.
IND
Indianapolis Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 4 from John F. Kennedy Intl. to Indianapolis Intl., returning Wed, Jun 4, priced at $122 found 3 days ago
Spirit Airlines
Wed, May 14 - Mon, May 19
MSY
Louis Armstrong New Orleans Intl.
IND
Indianapolis Intl.
$125 Roundtrip, found 5 days ago
$125
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, May 14 from Louis Armstrong New Orleans Intl. to Indianapolis Intl., returning Mon, May 19, priced at $125 found 5 days ago
Frontier Airlines
Tue, Apr 1 - Tue, Apr 8
TTN
Mercer
IND
Indianapolis Intl.
$135 Roundtrip, found 3 days ago
$135
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Mercer to Indianapolis Intl., returning Tue, Apr 8, priced at $135 found 3 days ago
Frontier Airlines
Tue, Apr 1 - Wed, Apr 9
PHL
Philadelphia Intl.
IND
Indianapolis Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Philadelphia Intl. to Indianapolis Intl., returning Wed, Apr 9, priced at $154 found 3 days ago
Frontier Airlines
Wed, Apr 23 - Thu, May 1
CLE
Hopkins Intl.
IND
Indianapolis Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Hopkins Intl. to Indianapolis Intl., returning Thu, May 1, priced at $164 found 3 days ago
Spirit Airlines
Fri, May 16 - Wed, May 21
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$176 Roundtrip, found 10 hours ago
$176
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Fri, May 16 from Los Angeles Intl. to Indianapolis Intl., returning Wed, May 21, priced at $176 found 10 hours ago
American Airlines
Wed, May 7 - Wed, May 14
JFK
John F. Kennedy Intl.
IND
Indianapolis Intl.
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, May 7 from John F. Kennedy Intl. to Indianapolis Intl., returning Wed, May 14, priced at $179 found 2 hours ago
Delta
Wed, May 7 - Wed, May 14
JFK
John F. Kennedy Intl.
IND
Indianapolis Intl.
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, May 7 from John F. Kennedy Intl. to Indianapolis Intl., returning Wed, May 14, priced at $179 found 2 hours ago
United
Wed, Jun 4 - Wed, Jun 4
LGA
LaGuardia
IND
Indianapolis Intl.
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jun 4 from LaGuardia to Indianapolis Intl., returning Wed, Jun 4, priced at $245 found 3 days ago
United
Sat, Mar 29 - Thu, Apr 3
EUG
Eugene
IND
Indianapolis Intl.
$338 Roundtrip, found 11 hours ago
$338
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Mar 29 from Eugene to Indianapolis Intl., returning Thu, Apr 3, priced at $338 found 11 hours ago
Alaska Airlines
Sat, May 17 - Tue, May 20
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$365 Roundtrip, found 10 hours ago
$365
Roundtrip
found 10 hours ago
Select Alaska Airlines flight, departing Sat, May 17 from Los Angeles Intl. to Indianapolis Intl., returning Tue, May 20, priced at $365 found 10 hours ago
Hawaiian Airlines
Sat, Mar 29 - Sat, Apr 5
EUG
Eugene
IND
Indianapolis Intl.
$449 Roundtrip, found 11 hours ago
$449
Roundtrip
found 11 hours ago
Select Hawaiian Airlines flight, departing Sat, Mar 29 from Eugene to Indianapolis Intl., returning Sat, Apr 5, priced at $449 found 11 hours ago
American Airlines
Tue, Mar 18 - Fri, Mar 28
MCI
Kansas City Intl.
IND
Indianapolis Intl.
$456 Roundtrip, found 1 day ago
$456
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 18 from Kansas City Intl. to Indianapolis Intl., returning Fri, Mar 28, priced at $456 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 March, 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 $69, 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 $69 right now, why wait?

Winchester Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$68

Last Minute Hotel Deals in Winchester

Randolph Inn and Suites
Randolph Inn and Suites
2.5 out of 5
890 E Washington, Winchester, IN
The price is $121 per night from Mar 17 to Mar 18
$121
includes taxes & fees
Mar 17 - Mar 18
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! (212 reviews)
"Very nice"

Reviewed on Dec 26, 2024

Randolph Inn and Suites
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention Center
3 out of 5
601 S High St, Muncie, IN
The price is $113 per night from Mar 23 to Mar 24
$113
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Muncie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (789 reviews)
Wedding shenanigans
"Trip was awesome, only complaint was hot water in bathroom sink never got hot, thank GOD for the showet"

Reviewed on Mar 9, 2025

Courtyard Muncie at Horizon Convention Center
Comfort Suites
Comfort Suites
2.5 out of 5
421 Commerce Road, Richmond, IN
The price is $117 per night from Mar 30 to Mar 31
$117
includes taxes & fees
Mar 30 - Mar 31
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! (442 reviews)
"The breakfast is a cut above, because the gentleman who runs it truly cares."

Reviewed on Mar 9, 2025

Comfort Suites
Baymont by Wyndham Richmond I-70
Baymont by Wyndham Richmond I-70
2.5 out of 5
912 Mendleson Dr, Richmond, IN
The price is $69 per night from Mar 17 to Mar 18
$69
includes taxes & fees
Mar 17 - Mar 18
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)
"Parking and access to parking lot Place was clean but exterior needs updating"

Reviewed on Mar 15, 2025

Baymont by Wyndham Richmond I-70
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
The price is $76 per night from Mar 19 to Mar 20
$76
includes taxes & fees
Mar 19 - Mar 20
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 (792 reviews)
"The breakfast is only fair. 2 cereals and bread you can toast. Coffee machine did not work ."

Reviewed on Mar 2, 2025

Days Inn by Wyndham Muncie -Ball State University
Comfort Inn & Suites Muncie
Comfort Inn & Suites Muncie
2.5 out of 5
3400 N Marleon Dr, Muncie, IN
The price is $93 per night from Mar 30 to Mar 31
$93
includes taxes & fees
Mar 30 - Mar 31
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! (634 reviews)
"I was very happy about the stay and a great price."

Reviewed on Mar 7, 2025

Comfort Inn & Suites Muncie
Quality Inn and Conference Center
Quality Inn and Conference Center
2.5 out of 5
5501 National Rd E, Richmond, IN
The price is $53 per night from Mar 23 to Mar 24
$53
includes taxes & fees
Mar 23 - Mar 24
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 (1,001 reviews)
"We had a very nice stay"

Reviewed on Mar 5, 2025

Quality Inn and Conference Center
Red Roof Inn Richmond, IN
Red Roof Inn Richmond, IN
2 out of 5
2525 Chester Blvd, Richmond, IN
The price is $58 per night from Mar 19 to Mar 20
$58
includes taxes & fees
Mar 19 - Mar 20
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (827 reviews)
"Very clean and very nice people work there. I stayed for a week and if there was a problem they were very quick and friendly fixing it."

Reviewed on Mar 4, 2025

Red Roof Inn Richmond, IN
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.