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Winchester

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Winchester Flights as Low as $213

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

Frontier Airlines
Sat, Jun 7 - Sat, Jun 14
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Sat, Jun 14, priced at $213 found 1 day ago
Frontier Airlines
Thu, Jun 12 - Sat, Jun 14
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 12 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Sat, Jun 14, priced at $214 found 1 day ago
Frontier Airlines
Sat, Jun 7 - Fri, Jun 20
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Fri, Jun 20, priced at $224 found 1 day ago
Frontier Airlines
Sun, Jun 8 - Sat, Jun 14
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 8 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Sat, Jun 14, priced at $225 found 1 day ago
Frontier Airlines
Sun, Jun 15 - Sat, Jun 21
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 15 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Sat, Jun 21, priced at $234 found 1 day ago
Frontier Airlines
Sun, Jun 8 - Fri, Jun 20
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 8 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Fri, Jun 20, priced at $235 found 1 day ago
Delta
Thu, Jun 12 - Tue, Jun 17
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jun 12 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Tue, Jun 17, priced at $253 found 1 day ago
Frontier Airlines
Sat, Jun 7 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $254 found 1 day ago
American Airlines
Wed, Jun 11 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 11 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $258 found 1 day ago
Delta
Wed, Jun 11 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 11 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $263 found 1 day ago
Frontier Airlines
Sun, Jun 15 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 15 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $264 found 1 day ago
Frontier Airlines
Sun, Jun 8 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 8 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $265 found 1 day ago
Delta
Wed, Jun 11 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 11 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $287 found 1 day ago
Delta
Fri, Jun 13 - Tue, Jun 17
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jun 13 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Tue, Jun 17, priced at $288 found 1 day ago
United
Tue, Jun 10 - Wed, Jun 18
MDT
Harrisburg Intl.
STL
Lambert-St. Louis Intl.
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 10 from Harrisburg Intl. to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $344 found 1 day ago
American Airlines
Sat, May 31 - Sat, Jun 14
MDT
Harrisburg Intl.
UIN
Quincy Regional-Baldwin Field
$490 Roundtrip, found 4 hours ago
$490
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, May 31 from Harrisburg Intl. to Quincy Regional-Baldwin Field, returning Sat, Jun 14, priced at $490 found 4 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 IJX 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 Abraham Lincoln Capital 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 $213, 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 $213 right now, why wait?

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$248

Last Minute Hotel Deals in Winchester

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (515 reviews)
"Overall a very nice newer hotel. Very clean, well maintained, nice bathroom and unique (no door) shower. Good bed, horrible pillows (short, almost round, way too thick and firm. Very unusual). Fridge and microwave were convenient. Breakfast was very good for a hotel breakfast."

Reviewed on May 16, 2025

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Sleep Inn & Suites
Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
Stay at this hotel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (653 reviews)
"When we checked in the front attendant was very good and helpful. Even though it is an overnight stay we plan on staying there again on our way home because we enjoyed it. The room was clean and the bed was actually comfortable. The only knock we would have is that the bedside lamp plugs were extremely ..."

Reviewed on May 17, 2025

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Best Western Jacksonville Inn
Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
2.5 out of 5
200 Comfort Drive, Jacksonville, IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (372 reviews)
"It was great"

Reviewed on Apr 26, 2025

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Quality Inn Jacksonville near I-72
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Holiday Inn Express Hotel & Suites Jacksonville by IHG
2.5 out of 5
2501 Holliday Lane, Jacksonville, IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park ...
7.8/10 Good! (393 reviews)
Family get together.
"Great customer service. Very easy to work with and very willing to accommodate customers!"

Reviewed on May 19, 2025

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Holiday Inn Express Hotel & Suites Jacksonville by IHG
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (441 reviews)
"NA"

Reviewed on May 12, 2025

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Hampton Inn Jacksonville
Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2 out of 5
1003 W Morton Ave, Jacksonville, IL
Book a stay at this business-friendly motel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (580 reviews)
"Just stayed for one night, property was clean and the staff I encountered at check-in was very professional"

Reviewed on Apr 26, 2025

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Super 8 by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
2.5 out of 5
1914 Southbrooke Road, Jacksonville, IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park ...
7/10 Good! (788 reviews)
"Propery was affordable and convienient."

Reviewed on May 5, 2025

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Baymont by Wyndham Jacksonville
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike ...
"wonderful people"

Reviewed on Mar 4, 2025

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William Watson Hotel
See all 40 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.