NEW Harley-Davidson® Motorcycle Inventory

Explore new 2025 & 2026 Harley-Davidson® models for sale at Woodstock Harley-Davidson® in Woodstock, IL

Find your next new motorcycle when you work with the experts at Woodstock Harley-Davidson! We offer a huge selection of hundreds of new bikes for sale, so we're sure to have something in stock to fit your riding needs!

Why Buy From Us?

Anyone can sell you a motorcycle. What sets us apart is what happens after. We believe in treating people like family, not numbers, and making sure every rider feels supported long after they leave the showroom. From service and parts to events and community, we’re here for the long haul — because your experience shouldn’t end when the sale does.

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Chicago Harley-Davidson®

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Harley-Davidson® Softail Deluxe® 2014 FLSTN MOROCCO GOLD W/ PINSTRIPE $18,099.00 $11,999.00

050877

Pre-owned

2014

15099 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1JDV11EB050877

MOROCCO GOLD W/ PINSTRIPE

New for 2014, the CVO™ Softail® Deluxe is a premium-quality hardtail motorcycle cruiser that offers top-of-the-line features and detailing. Everything on this motorcycle is taken a little further for ultimate comfort, finishes, and performance. Individually crafted and hand-finished, high-impact …

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Harley-Davidson® Road King® 2014 FLHR MYSTERIOUS RED W/ PINSTRIPE $18,249.00 $12,499.00

602840

Pre-owned

2014

31097 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1FBM11EB602840

MYSTERIOUS RED W/ PINSTRIPE

The 2014 Road King® Classic takes the idea of Classic to the most modern place it's ever been. As part of Project RUSHMORE, it has been redesigned for 2014 to make the ride better than it's ever been. The bike is powered with a new rubber-mounted high output Twin Cam 103™ engine that gives you more …

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Harley-Davidson® Breakout® 2014 FXSB HCCHROMEFLAKE $19,899.00 $10,999.00

B028539

Pre-owned

2014

28984 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BFV12EB028539

HCCHROMEFLAKE

The 2014 Breakout® is a premium drag bike that mixes premium features, fit and finishes with a wide, muscular, stance and slammed, low-slung power profile inspired by classic Gasser dragsters of the 1950s and 1960s. It has a stretched, slammed custom style that's low, long and aggressive. Powered …

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FLSTC 2014 Heritage Softail® Classic $19,479.00 $10,999.00

019745

Pre-owned

2014

33927 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1BWV14EB019745

BIG BLUE/V BLK W/ PINSTRIPE

The 2014 Heritage Softail® Classic blends its retro looks with today's technology to offer modern touring capabilities. Powered by an air-cooled Twin Cam 103™ engine with Six-Speed Cruise Drive transmission, it provides more performance power for passing, hill-climbing, and riding with passenger …

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FLSTC 2014 Heritage Softail® Classic $19,479.00 $10,999.00

EB036949

Pre-owned

2014

9626 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1BWV16EB036949

BIG BLUE/V BLK W/ PINSTRIPE

The 2014 Heritage Softail® Classic blends its retro looks with today's technology to offer modern touring capabilities. Powered by an air-cooled Twin Cam 103™ engine with Six-Speed Cruise Drive transmission, it provides more performance power for passing, hill-climbing, and riding with passenger …

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FLHXS 2014 Street Glide® Special $22,499.00 $12,999.00

677780

Pre-owned

2014

18995 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KRM14EB677780

BLACK W/ PINSTRIPE

Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …

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FLHXS 2014 Street Glide® Special $22,499.00 $13,999.00

691225

Pre-owned

2014

8070 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KRM12EB691225

MYSTERIOUS RED W/ PINSTRIPE

Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …

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FLHXS 2014 Street Glide® Special $23,209.00 $17,999.00

668090

Pre-owned

2014

17457 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KRM10EB668090

BLACKND CAYENNE W/ PINSTRIP

Enhanced by Project RUSHMORE, the new- for-2014 Street Glide® Special takes the hot-rod bagger formula a little further, adding a Gloss Black inner fairing, Reflex™ Linked Brakes with ABS, the Boom!™ Box 6.5 GT infotainment system and CVO™-style hand-adjustable lowered rear suspension as standard …

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FLHTK 2014 Electra Glide® Ultra Limited $25,899.00 $12,995.00

665291

Pre-owned

2014

11063 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1KEL13EB665291

MYS RED/CAYENNE W/ PINSTRIP

The 2014 Ultra Limited® is a premium touring bike full of authentic Harley-Davidson® grand American touring style. As part of Project RUSHMORE, it has been redesigned for 2014 and features a new twin-cooled high output Twin Cam 103™ engine with more low-end torque and passing power and is combined …

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FLHTCUTG 2014 Tri Glide® Ultra $39,999.00 $23,999.00

856926

Pre-owned

2014

35101 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1MAL17EB856926

UNKNOWN

The new for 2014 Tri Glide® Ultra Classic® provides long-haul, 3-wheel touring comfort and confidence. As part of Project RUSHMORE, it features the new twin-cooled high output Twin Cam 103™ engine, built to deliver more power for passing, climbing hills and carrying a passenger and luggage. This is …

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FLHTCUTG 2014 Tri Glide® Ultra $32,999.00 $24,999.00

T850110

Pre-owned

2014

26924 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1MAL17EB850110

RED

The new for 2014 Tri Glide® Ultra Classic® provides long-haul, 3-wheel touring comfort and confidence. As part of Project RUSHMORE, it features the new twin-cooled high output Twin Cam 103™ engine, built to deliver more power for passing, climbing hills and carrying a passenger and luggage. This is …

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FLHTCUTG 2014 Tri Glide® Ultra $34,499.00 $23,999.00

852318

Pre-owned

2014

39556 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1MAL18EB852318

MYS RED/CAYENNE W/ PINSTRIP

The new for 2014 Tri Glide® Ultra Classic® provides long-haul, 3-wheel touring comfort and confidence. As part of Project RUSHMORE, it features the new twin-cooled high output Twin Cam 103™ engine, built to deliver more power for passing, climbing hills and carrying a passenger and luggage. This is …

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