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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
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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
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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 …
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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 …
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FLS 2015 Softail Slim®
$17,049.00$10,999.00- 032030
- Pre-owned
- 2015
- 19919 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1JRV19FB032030
- Two-Tone Amber Whiskey/Vivid Black
You may know the background? Back in the 40s servicemen returning after the war took old military Harleys® and stripped them back. They made several refinements, including chucking away the front fenders and ‘bobbing’ the rear ones. Hence the ‘Bobber’ was born. And here we are, still are more than …
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FLRT 2024 Freewheeler™
$32,199.00$26,499.00- 854643
- Pre-owned
- 2024
- 2934 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1MCP12RB854643
- Alpine Green / Vivid Black
The Harley-Davidson® Freewheeler delivers aggressive styling, enticing performance, and confident handling on three wheels.
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FLHXST 2023 Street Glide® ST
$29,999.00$23,995.00- 628316
- Pre-owned
- 2023
- 3179 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1ABL10PB628316
- Vivid Black
Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …
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FLHXST 2022 Street Glide® ST
$24,999.00- 629394
- Pre-owned
- 2022
- 8425 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1ABL17NB629394
- Vivid Black
Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …
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FLHXST 2022 Street Glide® ST
$30,199.00$22,995.00- 645978
- Pre-owned
- 2022
- 14153 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1ABL13NB645978
- Vivid Black
Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …
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FLHXSE 2022 CVO™ Street Glide®
$44,899.00$33,995.00- 953594
- Pre-owned
- 2022
- 15494 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1PXL18NB953594
- Envious Green Fade
A super-premium hot rod bagger for the rider who rolls loud and proud. The classic silhouette of the batwing fairing topped with jaw-dropping paint and finish details, premium audio and the pavement-peeling power of the Milwaukee-Eight™ 117 engine make this one outrageous bike, one that could only …
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FLHXSE 2020 CVO™ Street Glide®
$40,539.00$29,999.00- 954796
- Pre-owned
- 2020
- 5761 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1PXL17LB954796
- SMKYGRY/BLKHOLE W/PINSTRIPE
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FLHXSE 2017 CVO™ Street Glide®
$37,799.00$22,995.00- 954910
- Pre-owned
- 2017
- 37178 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1PXF18HB954910
- Starfire Black/Atomic Red with Contrast Chrome Aggressor Wheels
The CVO Street Glide® is decked out fender to fender with custom details and our most powerful engine and sound system. The all-new black granite Milwaukee-Eight™ 114 engine is at the heart and when you unleash it at the light, hold on. The 6.5” BOOM!™ Stage II speakers are powered by two 300-watt …
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