-
FLSTF 2007 Fat Boy®
$17,420.00$9,999.00- 044844
- Pre-owned
- 2007
- 14996 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1BX5127Y044844
- MAROON
-
FLSTF 2007 Fat Boy®
$17,095.00$8,999.00- 035936
- Pre-owned
- 2007
- 24134 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1BX5167Y035936
- Vivid Black
-
FLSTCI 2004 Heritage Softail® Classic
$17,999.00$5,999.00- 049158
- Pre-owned
- 2004
- 6884 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1BWB174Y049158
- SILVER W/PINSTRIPE
-
FLSTC 2016 Heritage Softail® Classic
$17,349.00$12,495.00- 041206
- Pre-owned
- 2016
- 22295 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1BWV31GB041206
- Superior Blue
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 …
-
FLSTC 2015 Heritage Softail® Classic
$19,499.00$11,999.00- 020486
- Pre-owned
- 2015
- 32551 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1BWV19FB020486
- Vivid Black
The perfect marriage of styling that dates back 80-odd years, and technology that’s bang up to date. With its classy whitewalls, full fenders and leather-studded saddlebags, the Heritage gives you 40s styling in spades.This year we’ve improved the braking system to give it an even better feel with …
-
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 …
-
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 …
-
FLSTC 2009 Heritage Softail® Classic
$18,854.00$9,499.00- Y052293
- Pre-owned
- 2009
- 32824 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1BW5129Y052293
- BLACK W/PINSTRIPE
Rolling on new signature wide whitewall tyres, the Heritage Softail Classic receives a number of other more-subtle styling changes and new components that shift this popular model in a new, even more retro direction for 2009. The beefy FL front end features a front fender and chrome headlight …
-
FLSTC 2004 Heritage Softail® Classic
$16,995.00$5,499.00- 073243
- Pre-owned
- 2004
- 16057 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1BJY154Y073243
- BLACK W/PINSTRIPE
-
FLSTC 2002 Heritage Softail® Classic
$16,555.00$5,999.00- 044710
- Pre-owned
- 2002
- 32694 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1BJY112Y044710
- JADE SUNGLO W/STRIPES
-
FLSB 2018 Sport Glide™
$18,999.00$10,999.00- 057762
- Pre-owned
- 2018
- 25026 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1YMJ2XJC057762
- UNKNOWN
Devour endless miles with some room for gear. Or strip it down and carve city streets. The all-new Sport Glide™ is locked and loaded for whatever, whenever. You’ll be riding on the most advanced frame we’ve ever offered — the completely redesigned Softail® Inverted front forks and a fully …
-
FLS 2018 Softail Slim®
$16,299.00$11,999.00- 069597
- Pre-owned
- 2018
- 14728 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1YDJ15JC069597
- BLUE
The idea behind bobbers has always been to strip down and soup up the bike for a more exciting ride. The all-new Softail Slim® takes that idea to the edge. It’s 35 pounds lighter than last year’s model. It’s got more power, more lean angle, and a redesigned front and rear suspension. So you can put …