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Winchester

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Winchester Flights as Low as $110

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

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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.

Just the right flight

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.

Frequently Asked Questions About flights to Winchester

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 May, 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 $110, 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 $110 right now, why wait?

Can I fly to Winchester right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Winchester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$82

Last Minute Hotel Deals in Winchester

Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2 out of 5
1003 W Morton Ave, Jacksonville, IL
The price is $55 per night from Jun 6 to Jun 7
$55
per night
Jun 6 - Jun 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 and the clean ...
8.2/10 Very Good! (525 reviews)
"Room itself was okay"

Reviewed on May 9, 2024

Super 8 by Wyndham Jacksonville
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
The price is $89 per night from May 19 to May 20
$89
per night
May 19 - May 20
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! (381 reviews)
"Clean and organized"

Reviewed on May 7, 2024

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 $70 per night from May 19 to May 20
$70
per night
May 19 - May 20
Stay at this hotel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very Good! (538 reviews)
"This was a good stay. Jeanie was great and came in to talk with us while our granddaughter played in the pool. She is great at what she does with the building. You can tell she tries hard to keep the building in running order. I gave the place a 4 but only because of the age of the building. Overall ..."

Reviewed on May 11, 2024

Best Western Jacksonville Inn
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 $85 per night from May 26 to May 27
$85
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.8/10 Good! (336 reviews)
"We had a major issue with my mother's room and the manager took action and took care of it. We appreciate it!"

Reviewed on Apr 11, 2024

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Baymont by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
2.5 out of 5
1914 Southbrooke Road, Jacksonville, IL
The price is $60 per night from May 26 to May 27
$60
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Jacksonville Community ...
7.2/10 Good! (713 reviews)
"Good value"

Reviewed on Feb 16, 2024

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
The price is $62 per night from Jun 4 to Jun 5
$62
per night
Jun 4 - Jun 5
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (288 reviews)
"The experience we had as a family was great. Great customer service the room was comfortable and just right for what we needed it for."

Reviewed on May 15, 2024

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 $84 per night from May 23 to May 24
$84
per night
May 23 - May 24
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Morgan County Fairgrounds ...
8.6/10 Excellent! (371 reviews)
Clean and Comfortable
"The hotel was clean and comfortable. Pool was functional, breakfast was decent. May have been a bit understaffed because we had to wait quite a while at the front desk. They were pleasant and professional. Overall a good experience."

Reviewed on May 10, 2024

Hampton Inn Jacksonville
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
The price is $104 per night from May 17 to May 18
$104
per night
May 17 - May 18
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! (203 reviews)
A Hidden Gem
"This is the most quaint and precious little boutique hotel. It is located right on the square. My room had a perfect view of the local city hall. Both the lobby and my room were decorated with original time-oriented pieces. I absolutely LOVED this place and will definitely stay here again!!"

Reviewed on Mar 25, 2024

William Watson Hotel
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.