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Winchester

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Winchester Flights as Low as $70

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

Spirit Airlines
Fri, Jul 11 - Sun, Jul 13
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$70 Roundtrip, found 15 hours ago
$70
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Fri, Jul 11 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Sun, Jul 13, priced at $70 found 15 hours ago
Spirit Airlines
Thu, Jul 10 - Thu, Jul 17
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$71 Roundtrip, found 15 hours ago
$71
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Thu, Jul 10 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Thu, Jul 17, priced at $71 found 15 hours ago
Spirit Airlines
Fri, Jun 27 - Fri, Jul 4
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$73 Roundtrip, found 10 hours ago
$73
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Fri, Jun 27 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Jul 4, priced at $73 found 10 hours ago
Spirit Airlines
Fri, Jul 11 - Sat, Jul 12
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$79 Roundtrip, found 15 hours ago
$79
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Fri, Jul 11 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Sat, Jul 12, priced at $79 found 15 hours ago
Spirit Airlines
Thu, Jul 17 - Sun, Aug 3
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$80 Roundtrip, found 2 days ago
$80
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jul 17 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Sun, Aug 3, priced at $80 found 2 days ago
Spirit Airlines
Thu, Jul 10 - Sun, Jul 13
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$82 Roundtrip, found 15 hours ago
$82
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Thu, Jul 10 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Sun, Jul 13, priced at $82 found 15 hours ago
Spirit Airlines
Mon, Jun 23 - Fri, Jun 27
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$83 Roundtrip, found 4 days ago
$83
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Jun 23 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Jun 27, priced at $83 found 4 days ago
Spirit Airlines
Mon, Jun 23 - Mon, Jun 30
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$84 Roundtrip, found 4 days ago
$84
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Jun 23 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Mon, Jun 30, priced at $84 found 4 days ago
Spirit Airlines
Thu, Jul 10 - Fri, Jul 11
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$92 Roundtrip, found 15 hours ago
$92
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Thu, Jul 10 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Jul 11, priced at $92 found 15 hours ago
Delta
Fri, Jul 4 - Fri, Jul 4
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Jul 4, priced at $123 found 1 day ago
American Airlines
Fri, Jul 4 - Fri, Jul 4
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Fri, Jul 4, priced at $184 found 1 day ago
Bargain Flight
Sat, Jun 14 - Sun, Jun 15
DTW
Detroit Metropolitan Wayne County
STL
Lambert-St. Louis Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Jun 14 from Detroit Metropolitan Wayne County to Lambert-St. Louis Intl., returning Sun, Jun 15, priced at $223 found 1 day ago
Frontier Airlines
Tue, Oct 21 - Mon, Oct 27
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Oct 21 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Mon, Oct 27, priced at $228 found 5 days ago
Bargain Flight
Wed, Jul 9 - Mon, Jul 28
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Jul 9 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Mon, Jul 28, priced at $263 found 1 day ago
Bargain Flight
Tue, Oct 21 - Sat, Oct 25
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 21 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Sat, Oct 25, priced at $303 found 1 day ago
Hawaiian Airlines
Tue, Jun 17 - Thu, Jun 19
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$648 Roundtrip, found 8 hours ago
$648
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Tue, Jun 17 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Thu, Jun 19, priced at $648 found 8 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 July, 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 $70, 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 $70 right now, why wait?

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$133

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! (521 reviews)
"Our second time staying at Jacksonville & didn’t disappoint us. Travel with some dog & really appreciate how clean the dog area is. Either previous guest cleaned up after the dog or staff cleans area."

Reviewed on Jun 8, 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! (660 reviews)
"Thank you for a lovely quiet stay."

Reviewed on Jun 2, 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! (797 reviews)
"super comfy beds and pillow!"

Reviewed on Jun 6, 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. ...
7.6/10 Good! (373 reviews)
"Friendly, quiet, clean, etc"

Reviewed on Jun 8, 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 Prairie Land Heritage Museam ...
7.8/10 Good! (398 reviews)
"Clean and comfortable"

Reviewed on Jun 5, 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! (447 reviews)
"Angie was great she helped us get checked in early as we were between games for our tournament but we were a little disappointed that the hotel was out of hand soap. Breakfast was great beds were ok"

Reviewed on Jun 8, 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! (581 reviews)
"Clean, modern, friendly."

Reviewed on Jun 6, 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 ...
9.4/10 Exceptional! (225 reviews)
"Nice clean rooms. The room had nice unique decor. Comfortable feeling."

Reviewed on Jun 2, 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.