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Winchester

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Winchester Flights as Low as $223

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

Frontier Airlines
Sat, Oct 25 - Sat, Oct 25
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Oct 25, priced at $223 found 1 day ago
Frontier Airlines
Sat, Oct 25 - Sat, Oct 25
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Oct 25, priced at $228 found 1 day ago
Frontier Airlines
Sat, Aug 23 - Sat, Aug 30
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Aug 30, priced at $232 found 1 day ago
Frontier Airlines
Sat, Sep 20 - Mon, Sep 22
SAN
San Diego Intl.
STL
Lambert-St. Louis Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 20 from San Diego Intl. to Lambert-St. Louis Intl., returning Mon, Sep 22, priced at $242 found 1 day ago
Frontier Airlines
Thu, Sep 25 - Thu, Sep 25
SAN
San Diego Intl.
STL
Lambert-St. Louis Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 25 from San Diego Intl. to Lambert-St. Louis Intl., returning Thu, Sep 25, priced at $248 found 1 day ago
Frontier Airlines
Mon, Sep 22 - Thu, Sep 25
SAN
San Diego Intl.
STL
Lambert-St. Louis Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Sep 22 from San Diego Intl. to Lambert-St. Louis Intl., returning Thu, Sep 25, priced at $252 found 1 day ago
Bargain Flight
Mon, Sep 22 - Tue, Sep 23
SAN
San Diego Intl.
STL
Lambert-St. Louis Intl.
$255 Roundtrip, found 5 days ago
$255
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Sep 22 from San Diego Intl. to Lambert-St. Louis Intl., returning Tue, Sep 23, priced at $255 found 5 days ago
Delta
Sat, Aug 23 - Sat, Aug 30
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 23 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Aug 30, priced at $258 found 1 day ago
Delta
Sat, Oct 25 - Sat, Oct 25
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 25 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Oct 25, priced at $279 found 1 day ago
American Airlines
Mon, Sep 22 - Tue, Sep 23
SAN
San Diego Intl.
STL
Lambert-St. Louis Intl.
$279 Roundtrip, found 5 days ago
$279
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Sep 22 from San Diego Intl. to Lambert-St. Louis Intl., returning Tue, Sep 23, priced at $279 found 5 days ago
Bargain Flight
Tue, Jul 29 - Sat, Aug 2
SAN
San Diego Intl.
PIA
Greater Peoria Regional
$282 Roundtrip, found 2 hours ago
$282
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Jul 29 from San Diego Intl. to Greater Peoria Regional, returning Sat, Aug 2, priced at $282 found 2 hours ago
Bargain Flight
Tue, Oct 21 - Mon, Oct 27
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Oct 21 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Mon, Oct 27, priced at $289 found 6 days ago
American Airlines
Thu, Sep 4 - Tue, Sep 9
ONT
Los Angeles - Ontario Intl.
PIA
Greater Peoria Regional
$294 Roundtrip, found 10 hours ago
$294
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Sep 4 from Los Angeles - Ontario Intl. to Greater Peoria Regional, returning Tue, Sep 9, priced at $294 found 10 hours ago
American Airlines
Mon, Sep 22 - Tue, Sep 23
CLD
McClellan-Palomar
STL
Lambert-St. Louis Intl.
$331 Roundtrip, found 5 days ago
$331
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Sep 22 from McClellan-Palomar to Lambert-St. Louis Intl., returning Tue, Sep 23, priced at $331 found 5 days ago
American Airlines
Sat, Aug 2 - Sat, Aug 9
ONT
Los Angeles - Ontario Intl.
SPI
Abraham Lincoln Capital
$510 Roundtrip, found 6 days ago
$510
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 2 from Los Angeles - Ontario Intl. to Abraham Lincoln Capital, returning Sat, Aug 9, priced at $510 found 6 days ago
American Airlines
Wed, Jul 30 - Tue, Aug 5
CLD
McClellan-Palomar
PIA
Greater Peoria Regional
$712 Roundtrip, found 2 hours ago
$712
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Jul 30 from McClellan-Palomar to Greater Peoria Regional, returning Tue, Aug 5, priced at $712 found 2 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 October, 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 13 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 $223, 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 $223 right now, why wait?

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$222

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! (543 reviews)
"Very economical! Property was super clean and I would definitely stay again! Thank you"

Reviewed on Jul 24, 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! (679 reviews)
"Very nice room. Was able to park right outside our room. Very close to lots of food options."

Reviewed on Jul 22, 2025

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Best Western Jacksonville Inn
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 Prairie Land Heritage Museam ...
7/10 Good! (815 reviews)
"Very friendly. Just remodeled. Very nice"

Reviewed on Jul 23, 2025

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Baymont by Wyndham Jacksonville
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. ...
7.8/10 Good! (383 reviews)
"Friendly, quiet, clean, etc"

Reviewed on Jun 8, 2025

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Quality Inn Jacksonville near I-72
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! (463 reviews)
"Great weekend hotel, clean and easy to get to. Would recommend !"

Reviewed on Jul 20, 2025

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Hampton Inn Jacksonville
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 Prairie Land Heritage Museam ...
7.6/10 Good! (407 reviews)
"Great stay check in was slow due to short staff"

Reviewed on Jul 21, 2025

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Holiday Inn Express Hotel & Suites Jacksonville by IHG
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! (590 reviews)
"Friendly staff, clean room, could use some updates."

Reviewed on Jul 23, 2025

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Super 8 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 ...
9.2/10 Wonderful! (232 reviews)
Definitely would stay here again!
"Really loved the historic of the building. Very clean and comfortable."

Reviewed on Jul 6, 2025

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William Watson Hotel
See all 42 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.