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Winchester

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Winchester Flights as Low as $48

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

Frontier Airlines
Wed, Feb 19 - Sat, Mar 1
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, Mar 1, priced at $48 found 4 days ago
Frontier Airlines
Wed, Apr 23 - Thu, May 1
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Denver Intl. to Lambert-St. Louis Intl., returning Thu, May 1, priced at $64 found 2 days ago
Frontier Airlines
Wed, Apr 23 - Sat, May 3
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$66 Roundtrip, found 2 days ago
$66
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, May 3, priced at $66 found 2 days ago
Frontier Airlines
Wed, Apr 23 - Wed, Apr 30
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Apr 30, priced at $69 found 2 days ago
Frontier Airlines
Mon, Apr 21 - Thu, May 1
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$70 Roundtrip, found 2 days ago
$70
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Apr 21 from Denver Intl. to Lambert-St. Louis Intl., returning Thu, May 1, priced at $70 found 2 days ago
Frontier Airlines
Mon, Apr 21 - Sat, May 3
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Apr 21 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, May 3, priced at $72 found 2 days ago
Frontier Airlines
Sat, Apr 19 - Wed, Apr 30
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$74 Roundtrip, found 2 days ago
$74
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 19 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Apr 30, priced at $74 found 2 days ago
Frontier Airlines
Mon, Apr 21 - Wed, Apr 30
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$75 Roundtrip, found 2 days ago
$75
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Apr 21 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Apr 30, priced at $75 found 2 days ago
Frontier Airlines
Fri, Apr 18 - Thu, May 1
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 18 from Denver Intl. to Lambert-St. Louis Intl., returning Thu, May 1, priced at $78 found 2 days ago
Frontier Airlines
Fri, Apr 18 - Wed, Apr 30
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 18 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Apr 30, priced at $83 found 2 days ago
Frontier Airlines
Wed, Apr 23 - Mon, Apr 28
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 23 from Denver Intl. to Lambert-St. Louis Intl., returning Mon, Apr 28, priced at $94 found 2 days ago
Frontier Airlines
Thu, Mar 27 - Sun, Mar 30
OKC
Will Rogers World
STL
Lambert-St. Louis Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Mar 27 from Will Rogers World to Lambert-St. Louis Intl., returning Sun, Mar 30, priced at $134 found 1 day ago
Delta
Wed, Mar 26 - Thu, Mar 27
OKC
Will Rogers World
STL
Lambert-St. Louis Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Mar 26 from Will Rogers World to Lambert-St. Louis Intl., returning Thu, Mar 27, priced at $248 found 1 day ago
American Airlines
Mon, Apr 21 - Wed, Apr 30
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$263 Roundtrip, found 2 days ago
$263
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Apr 21 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Apr 30, priced at $263 found 2 days ago
Delta
Wed, Feb 12 - Wed, Feb 19
OAJ
Albert J. Ellis
STL
Lambert-St. Louis Intl.
$482 Roundtrip, found 19 hours ago
$482
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Feb 12 from Albert J. Ellis to Lambert-St. Louis Intl., returning Wed, Feb 19, priced at $482 found 19 hours ago
United
Wed, Feb 12 - Sat, Feb 15
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$827 Roundtrip, found 7 hours ago
$827
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Feb 12 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, Feb 15, priced at $827 found 7 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 February, 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 $48, 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 $48 right now, why wait?

Winchester Flight Information
Destination airport
Abraham Lincoln Capital
Destination airport IATA code
SPI
Roundtrip price
$271

Last Minute Hotel Deals in Winchester

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
The price is $84 per night from Feb 13 to Feb 14
$84
includes taxes & fees
Feb 13 - Feb 14
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! (473 reviews)
"Nice, clean place. No funny odors or mold. Seems fairly new. Reasonably priced. I’d stay again."

Reviewed on Jan 26, 2025

Sleep Inn & Suites
Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
The price is $85 per night from Feb 11 to Feb 12
$85
includes taxes & fees
Feb 11 - Feb 12
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! (632 reviews)
Overnight business trip
"Stayed overnight for a business trip. Very friendly staff. Prompt service at check in. The room was very good."

Reviewed on Feb 6, 2025

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
The price is $70 per night from Mar 9 to Mar 10
$70
includes taxes & fees
Mar 9 - Mar 10
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! (355 reviews)
Good room
"Great staff gave us a good room, close to the lobby and accessible."

Reviewed on Feb 7, 2025

Quality Inn Jacksonville near I-72
Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2 out of 5
1003 W Morton Ave, Jacksonville, IL
The price is $65 per night from Mar 6 to Mar 7
$65
includes taxes & fees
Mar 6 - Mar 7
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! (560 reviews)
Great place to stay
"Clean, comfortable and friendly staff! I will definitely stay here again!"

Reviewed on Feb 4, 2025

Super 8 by Wyndham Jacksonville
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
The price is $96 per night from Feb 16 to Feb 17
$96
includes taxes & fees
Feb 16 - Feb 17
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! (427 reviews)
"They did a good job. The only thing I didn’t like is they don’t have housekeeping everyday so you had to go ask for towels and things"

Reviewed on Feb 3, 2025

Hampton Inn Jacksonville
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2.5 out of 5
2501 Holliday Lane, Jacksonville, IL
The price is $77 per night from Feb 16 to Feb 17
$77
includes taxes & fees
Feb 16 - Feb 17
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park ...
7.6/10 Good! (375 reviews)
"It smelled clean n easy parking"

Reviewed on Dec 29, 2024

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
The price is $93 per night from Feb 11 to Feb 12
$93
includes taxes & fees
Feb 11 - Feb 12
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! (222 reviews)
"Nice stay"

Reviewed on Jan 23, 2025

William Watson Hotel
Green Acres Hotel
Green Acres Hotel
2.5 out of 5
625 W. Washington, Pittsfield, IL
The price is $131 per night from Feb 11 to Feb 12
$131
includes taxes & fees
Feb 11 - Feb 12
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.6/10 Excellent! (122 reviews)
"very clean , friendly staff , convenient to restaurants ."

Reviewed on Jan 30, 2025

Green Acres Hotel
See all 43 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.