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Winchester

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Winchester Flights as Low as $157

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

Spirit Airlines
Tue, Apr 15 - Tue, Apr 22
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Tue, Apr 22, priced at $157 found 3 days ago
Frontier Airlines
Wed, Apr 16 - Wed, Apr 23
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 16 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $160 found 3 days ago
Frontier Airlines
Wed, Apr 9 - Tue, Apr 15
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 9 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Tue, Apr 15, priced at $161 found 3 days ago
Spirit Airlines
Thu, Apr 17 - Tue, Apr 22
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Apr 17 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Tue, Apr 22, priced at $168 found 3 days ago
Frontier Airlines
Mon, Apr 7 - Tue, Apr 15
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Apr 7 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Tue, Apr 15, priced at $170 found 3 days ago
Frontier Airlines
Thu, Apr 17 - Wed, Apr 23
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 17 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $171 found 3 days ago
Spirit Airlines
Tue, Apr 8 - Sun, Apr 13
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Sun, Apr 13, priced at $174 found 3 days ago
Frontier Airlines
Mon, Apr 7 - Thu, Apr 10
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Apr 7 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Thu, Apr 10, priced at $180 found 3 days ago
Frontier Airlines
Thu, Mar 20 - Mon, Mar 24
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Mar 20 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Mon, Mar 24, priced at $182 found 6 days ago
Frontier Airlines
Mon, Apr 7 - Sat, Apr 12
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Apr 7 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Sat, Apr 12, priced at $190 found 3 days ago
Frontier Airlines
Thu, Apr 17 - Sun, Apr 20
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 17 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Sun, Apr 20, priced at $191 found 3 days ago
Delta
Mon, Apr 7 - Wed, Apr 16
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Apr 7 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Wed, Apr 16, priced at $197 found 3 days ago
Delta
Tue, Apr 8 - Wed, Apr 16
BWI
Baltimore Washington Intl. Thurgood Marshall
STL
Lambert-St. Louis Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 8 from Baltimore Washington Intl. Thurgood Marshall to Lambert-St. Louis Intl., returning Wed, Apr 16, priced at $198 found 3 days ago
American Airlines
Tue, Apr 8 - Tue, Apr 8
BWI
Baltimore Washington Intl. Thurgood Marshall
PIA
Greater Peoria Regional
$270 Roundtrip, found 22 hours ago
$270
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Tue, Apr 8 from Baltimore Washington Intl. Thurgood Marshall to Greater Peoria Regional, returning Tue, Apr 8, priced at $270 found 22 hours ago
United
Sun, Apr 20 - Wed, Apr 23
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago
Select United flight, departing Sun, Apr 20 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $331 found 3 days ago
American Airlines
Sat, Apr 12 - Sat, Apr 19
CLT
Charlotte-Douglas Intl.
PIA
Greater Peoria Regional
$353 Roundtrip, found 1 day ago
$353
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 12 from Charlotte-Douglas Intl. to Greater Peoria Regional, returning Sat, Apr 19, priced at $353 found 1 day 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 April, 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 $157, 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 $157 right now, why wait?

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$154

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 $92 per night from Mar 30 to Mar 31
$92
includes taxes & fees
Mar 30 - Mar 31
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! (487 reviews)
"Great place to stay. Very quiet, very clean in room, lobby, outside & all areas. Will come back again. Traveling with small dog & was nice to not have to search for area to take dog so the dog & i didn’t have to walk around piles of especially large dogs. Thanks to either previous dog owners that ..."

Reviewed on Mar 11, 2025

Sleep Inn & Suites
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
The price is $77 per night from Mar 23 to Mar 24
$77
includes taxes & fees
Mar 23 - Mar 24
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! (380 reviews)
"Great"

Reviewed on Feb 22, 2025

Holiday Inn Express Hotel & Suites Jacksonville by IHG
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 Mar 13 to Mar 14
$85
includes taxes & fees
Mar 13 - Mar 14
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! (634 reviews)
"Easy parking, inexpensive, clean inside."

Reviewed on Feb 15, 2025

Best Western Jacksonville Inn
Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2 out of 5
1003 W Morton Ave, Jacksonville, IL
The price is $63 per night from Mar 30 to Mar 31
$63
includes taxes & fees
Mar 30 - Mar 31
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! (565 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
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 $71 per night from Mar 27 to Mar 28
$71
includes taxes & fees
Mar 27 - Mar 28
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! (361 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
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
The price is $96 per night from Mar 20 to Mar 21
$96
includes taxes & fees
Mar 20 - Mar 21
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! (430 reviews)
"Love this hotel will stay again"

Reviewed on Feb 23, 2025

Hampton Inn Jacksonville
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
The price is $93 per night from Mar 16 to Mar 17
$93
includes taxes & fees
Mar 16 - Mar 17
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! (224 reviews)
"wonderful people"

Reviewed on Mar 4, 2025

William Watson Hotel
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! (774 reviews)
Comfortable
"Great quiet place to stay close to the highway"

Reviewed on Mar 7, 2025

Get rates
Baymont by Wyndham Jacksonville
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.