Harley Davidson Heritage Softail motorcycles for sale in Illinois

2017 Harley-Davidson FLSTC - Heritage Softail Classic

$11,999

Woodstock, Illinois

This listing was published on 02/09/2025 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2011 Harley-Davidson FLSTC - Heritage Softail Classic

$5,997

Woodstock, Illinois

This listing was published on 12/20/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2014 Harley-Davidson FLSTC - Heritage Softail Classic

$9,999

Woodstock, Illinois

This listing was published on 10/10/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2015 Harley-Davidson FLSTC - Heritage Softail Classic

$10,499

Woodstock, Illinois

This listing was published on 09/20/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2005 Harley-Davidson FLSTC - Heritage Softail Classic

$6,498

Woodstock, Illinois

This listing was published on 09/12/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2010 Harley-Davidson FLSTC - Heritage Softail Classic

$7,498

Woodstock, Illinois

This listing was published on 09/12/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2015 Harley-Davidson FLSTC - Heritage Softail Classic

$9,997

Woodstock, Illinois

This listing was published on 09/12/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2016 Harley-Davidson FLSTC - Heritage Softail Classic

$9,498

Woodstock, Illinois

This listing was published on 09/12/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2003 Harley-Davidson FLSTC - Heritage Softail Classic

$5,999

Woodstock, Illinois

This listing was published on 09/12/2024 . The location is Woodstock and sold by Woodstock Harley-Davidson.

2009 Harley-Davidson FLSTC - Heritage Softail

$7,500

Mattoon, Illinois

2005 Harley-Davidson FLSTC/FLSTCI Heritage Softail Classic

$5,999

Wauconda, Illinois

Twist the throttle of the timeless Heritage Softail® Classic and you are propelled forward and back all at once. Generously studded leather bags. Massive fenders with chrome accents. Wide tires on wire-laced wheels. Detachable king-size windshield. Low two-up seat with backrest. Giant chrome headlight and passing lamps. An eyeful of all these goodies and it’s easy to see the inspiration for this bike was the early dressers. But in keeping with Harley philosophy, tradition isn’t something to be left standing still. So we set the classic hardtail styling in motion with 88 cubic inches of refined internal combustion. The Classic’s wrinkle black and chrome Twin Cam 88B™, available in carb or EFI, is rigid-mounted but has two counterbalancers to make your ride from yesteryear to modern day a very smooth one.

2004 Harley-Davidson FLSTC - Heritage Softail

$5,995

Ottawa, Illinois

2004 Harley-Davidson FLSTC - Heritage Softail, Don't let the mileage scare you. This beautiful one-of-a-kind custom motorcycle has been rebuilt several times, and has been well cared for and maintained. Looks & runs great! Come take it for a spin, and see for yourself!

2013 Harley-Davidson HERITAGE SOFTAIL CLASSIC

$12,000

Pekin, Illinois

Like new 9714 miles

2016 Harley-Davidson FLSTC - Heritage Softail Classic

$16,995

Woodstock, Illinois

2016 Harley-Davidson FLSTC - Heritage Softail Classic, 2016 Harley-Davidson® Heritage Softail® Classic Comfort as modern as this morning s news and the power from our High Output Twin Cam 103 engine, but the look still blazes straight from this machine s authentic dresser past. This is too good to consign to history. The Heritage Softail® Classic drips with the nostalgia of days gone by, but that s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of pavement. A redesigned seat and redesigned leather saddlebags. And best of all, a new High-Output Twin Cam 103 engine. We re not about to re-invent this look. But we never stop re-inventing the ride. Features may include: Authentic StylingGet an eyeful of a Softail motorcycle and you see more than some weepy-eyed exercise in nostalgia. You re looking at the kind of style that has the power to defy time. Honest. Uncluttered. Unaffected by the fad of the moment. There s a good reason for this. We ve used our long decades on the road, riding, wrenching, talking to other custom bike fanatics, to discover what works. Then we stick with it, and use it to push the boundaries of motorcycle design ever further. Take a look at the horseshoe oil tank adorning our Softail models. It s the same one you d see on a restored dresser from the 50s, or a radical Panhead chopper from the 70s. And you ll find it right now on future Harley-Davidson models that still on the drawing board. Other companies may be content to imitate bits and pieces from our long history. On a Softail motorcycle every part down to the axle nut cover comes from an authentic tradition. With a genuine reason for looking the way it looks.Iconic EngineThe air-cooled 45° V-Twin engine at the heart of every Softail model is a prime example of what makes a Harley-Davidson motorcycle more satisfying than anything else. Its clean, uncluttered shape fits perfectly in the downtubes of the frame. Twist the throttle and the surge of torque hits you exactly where it counts. The knowledge of what makes an engine truly move a rider runs deep at The Motor Company, and it s been put to particular good use to power the Softail family. We counterbalance the engine, which means we can bolt it directly to the frame. It keeps the styling tight at the center of the bike. It lets the rider feel the pulse of the V-Twin. Yet there aren t any vibrations rattling the fillings out of your teeth. What s good gets even better for 2016. The Softail family gets a power upgrade to the new High Output Twin Cam 103 engine. More power is always a Harley-Davidson tradition.TechnologyThe beauty of the technology on a Softail motorcycle is th

2017 Harley-Davidson FLSTC - Heritage Softail Classic

Request Price

Tinley Park, Illinois

2017 Harley-Davidson FLSTC - Heritage Softail Classic, 2017 Harley-Davidson® Heritage Softail® Classic Comfort as modern as this morning s news and the power from our High Output Twin Cam 103B engine, but the look still blazes straight from this machine s authentic dresser past. This is too good to consign to history. The Heritage Softail® Classic is rich with the nostalgia of days gone by, but the hidden suspension gives you the authentic look of a hardtail without the bone-shaking ride. You get the comfort of standard cruise control and a low center of gravity, plus standard ABS, and a High Output Twin Cam 103B engine. We maintained the classic look and re-invented the ride.