Chi-Town Harley-Davidson® Pre-owned Inventory

2025 Harley-Davidson® Heritage Classic Features may include: DESIGN Paint + Graphics From deep, lustrous black to two-toned Whiskey Fire/Vivid Black, the 2025 Heritage Classic is available in a color that matches your personal style and complements the classic rounded fuel tank and medallion. Saddlebags Leather-studded style with the versatility ...

DESCRIPTION Blacked-out and stripped-down with a legendary profile. Forward riding position Mid-mount foot controls Low THIS IS THE RIGHT BIKE FOR Urban riders seeking iconic style and V-Twin rumble Middleweight power paired with precision handling 883cc Air-Cooled Evolution® V-Twin engine 883CC AIR-COOLED EVOLUTION® ENGINE Authentic Harley-Davids...

2019 Harley-Davidson® Softail® Low Rider® RUGGED INDIVIDUALISM TURNED TO METAL With styling reminiscent of the original in the ’70s, the tradition of individualism carries on in the powerful Low Rider® motorcycle. Features may include: RIDE HARD OR STAY HOME THROWBACK STYLE Dual tank mounted gauges, headlight visor and ’70s-inspired tank graphics ...

2019 Harley-Davidson® Sportster® Iron 883™ EVERYTHING YOU NEED, NOTHING YOU DON’T An original icon of the Harley-Davidson Dark Custom style. It sets the standard for the raw, stripped-down, blacked-out look. Now with fresh, new graphics. Features may include: TEAR UP THE NEAREST STREETS WITH RAW CUSTOM STYLE BLACKED-OUT LOOK It’s the poster bike o...

2018 Harley-Davidson® Softail® Fat Boy® The original fat custom icon that changed it all has done it again. Satin chrome finishes. Beefy 240mm rear tire. And now available in a Milwaukee-Eight® 107 or 114 Big Twin Engine for the most muscular, unstoppable Fat Boy® motorcycle ever. Features may include: Satin Chrome Finishes An all-you-can eat port...

2017 Harley-Davidson® Forty-Eight® The 2017 Forty-Eight® motorcycle comes at you with more low-slung Dark Custom™ attitude than ever, from its fat front end to its cast aluminum wheels. We didn’t rebuild it. We reloaded it. The first time the world saw this iconic 2.1-gallon gas tank was in 1948. But the world has never seen it sitting atop anythi...

2015 Harley-Davidson® Dyna® Wide Glide® This is the ultimate combination of easy riding, free living, authentic 70s chopper attitude and modern technology. Features may include: Sissy Bar The black, wire form sissy bar is a nod to the chopper style with a slight pullback for a unique look. Black like the frame with a retro feel adds to the old-sch...

2015 Harley-Davidson® Sportster® Seventy-Two® Authentic '70s chopper attitude meets modern power and premium H-D styling in this bare-bones, radical custom. Features may include: Mini Ape-Hanger Handlebar Grab ahold of the stainless steel mini-ape hanger handlebar and put your fists up into the wind--it'll take you back to the glory days of choppe...

2014 Harley-Davidson® Softail® Fat Boy® Lo Fat, dark and strong, this down-and-dirty version of the custom icon is the big dog on the road. The 2014 Harley-Davidson® Softail® Fat Boy® Lo FLSTFB model has all the features you expect on custom Harley® bike. Hearkening to the 'hardtail' choppers of the '60s and '70s, the Fat Boy Lo model is one of th...

2013 Harley-Davidson® Softail® Slim™ The 2013 Softail® Slim™ FLS model blends raw, minimalistic 1940s bobber styling with up-to-date old school minimalism. The Slim™ model offers tons of stripped down attitude, fat features, including black-rimmed wheels, round black air cleaner cover, Hollywood-style handlebars, and fat chromed front forks, as we...

2012 Harley-Davidson® Dyna® Switchback™ The 2012 Harley-Davidson® Dyna® Switchback™ FLD with detachable saddlebags and windshield is perfect for both cruising and touring. It’s like having two bikes in one. Its sports a contemporary look deeply rooted in classic Harley-Davidson® style of the 1960s. A powerful Twin Cam 103 Engine™, with smooth shif...

2009 Harley-Davidson® Softail® Fat Boy® One of the world’s most distinctive motorcycles, the FLSTF Fat Boy® rolls with a size and stature second to none. The Fat Boy® rides wide on a 200 mm rear tire and 17-inch front wheel and bright chrome fork nacelle. Unique premium components like Bullet Hole Disc Aluminum wheels and fat front forks identify ...

2006 Harley-Davidson® Softail® Deluxe FLSTN/I Softail® Deluxe combines easy-riding comfort with a heavy dose of nostalgia to create an eye-catching custom that's a joy to ride. It hugs the road on lowered suspension. The pull-back riser and handlebars and 24.5-inch seat height make the Softail® Deluxe comfortable for a wide range of riders. It's a...

2006 Harley-Davidson® Sportster® 1200 Custom Something about the 1200 Custom pulls you in. At first glance, you see it in the swept-back handlebar, pullback riser and bullet-style headlight. But you can’t quite put your finger on it. Then you check out the wheels. Chrome Slotted Disc with wide tire in back. Laced wheel up front. Center stage sits ...

2004 Harley-Davidson® Dyna® Low Rider®

2003 Harley-Davidson® Fat Boy® Injection

2003 Harley-Davidson® Road Glide® Injection

2002 Harley-Davidson® Dyna® Wide Glide®

1995 Harley-Davidson® Sportster® 1200