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Winchester

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Winchester Flights as Low as $60

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

Spirit Airlines
Thu, Aug 14 - Mon, Aug 18
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$60 Roundtrip, found 4 hours ago
$60
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Aug 14 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Aug 18, priced at $60 found 4 hours ago
Spirit Airlines
Mon, Aug 11 - Fri, Aug 15
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$80 Roundtrip, found 10 hours ago
$80
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Mon, Aug 11 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Aug 15, priced at $80 found 10 hours ago
Spirit Airlines
Sun, Jul 20 - Mon, Jul 21
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$83 Roundtrip, found 1 hour ago
$83
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Jul 20 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Jul 21, priced at $83 found 1 hour ago
Frontier Airlines
Thu, Aug 7 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$92 Roundtrip, found 4 hours ago
$92
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Aug 7 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Aug 14, priced at $92 found 4 hours ago
Delta
Thu, Aug 14 - Mon, Aug 18
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$92 Roundtrip, found 4 hours ago
$92
Roundtrip
found 4 hours ago
Select Delta flight, departing Thu, Aug 14 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Aug 18, priced at $92 found 4 hours ago
Delta
Mon, Aug 11 - Fri, Aug 15
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$100 Roundtrip, found 10 hours ago
$100
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Aug 11 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Aug 15, priced at $100 found 10 hours ago
Frontier Airlines
Sat, Jul 19 - Sat, Jul 26
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jul 19 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Sat, Jul 26, priced at $103 just found
Spirit Airlines
Thu, Jul 17 - Fri, Aug 1
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Jul 17 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Aug 1, priced at $105 found 4 days ago
Spirit Airlines
Sun, Jul 20 - Mon, Jul 28
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Jul 20 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Jul 28, priced at $105 found 1 day ago
Frontier Airlines
Sat, Jul 19 - Sat, Jul 26
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$109 Roundtrip, just found
$109
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jul 19 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Sat, Jul 26, priced at $109 just found
Frontier Airlines
Sat, Jul 12 - Thu, Jul 17
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jul 12 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Jul 17, priced at $110 just found
Frontier Airlines
Thu, Aug 7 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$110 Roundtrip, found 4 hours ago
$110
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Aug 7 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Aug 14, priced at $110 found 4 hours ago
Frontier Airlines
Sat, Jul 19 - Thu, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$111 Roundtrip, found 2 hours ago
$111
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Jul 31, priced at $111 found 2 hours ago
Delta
Thu, Aug 14 - Mon, Aug 18
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$123 Roundtrip, found 4 hours ago
$123
Roundtrip
found 4 hours ago
Select Delta flight, departing Thu, Aug 14 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Aug 18, priced at $123 found 4 hours ago
American Airlines
Thu, Nov 27 - Wed, Dec 3
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$159 Roundtrip, found 2 hours ago
$159
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Nov 27 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Wed, Dec 3, priced at $159 found 2 hours ago
United
Tue, Nov 18 - Wed, Nov 19
SAT
San Antonio Intl.
STL
Lambert-St. Louis Intl.
$202 Roundtrip, just found
$202
Roundtrip
just found
Select United flight, departing Tue, Nov 18 from San Antonio Intl. to Lambert-St. Louis Intl., returning Wed, Nov 19, priced at $202 just found

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 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 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 $60, 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 $60 right now, why wait?

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$92

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! (533 reviews)
Nice Place To Stay
"Friendly staff, clean and quiet. Convenient location."

Reviewed on Jul 3, 2025

Get rates
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! (669 reviews)
Home away from home
"The hotel is a little older, but very well maintained and clean. The staff was friendly and helpful. The breakfast was great and the beds were very comfy. We had the room with the jacuzzi tub and balcony overlooking the pool... very clean and spacious. We had a really nice time there!"

Reviewed on Jun 24, 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! (807 reviews)
"Newly renovated. Attentive friendly staff."

Reviewed on Jun 25, 2025

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Baymont by Wyndham Jacksonville
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! (452 reviews)
"Will go back again"

Reviewed on Jul 3, 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! (587 reviews)
"Very nice staff, room was very clean, and the staff was very accommodating! I would stay here again"

Reviewed on Jul 1, 2025

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Super 8 by Wyndham 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 ...
7.8/10 Good! (402 reviews)
"Clean and comfortable"

Reviewed on Jun 5, 2025

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Holiday Inn Express Hotel & Suites Jacksonville by IHG
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! (374 reviews)
"Friendly, quiet, clean, etc"

Reviewed on Jun 8, 2025

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Quality Inn Jacksonville near I-72
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 ...
9.4/10 Exceptional! (227 reviews)
"Very quaint."

Reviewed on Jun 29, 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.