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UNKNOWN

V BLK/BLK ICE

Velocity Red Sunglo

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Vivid Black - Black Finish

Vivid Black Black Trim

Vivid Black w/Laced Wheels

VIVID BLACK W/STRIPE

Vivid Black with Orange Pin Stripe Wheels

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White Onyx Pearl

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WHSKEY FIRSTORM

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WHT GOLD/COBALT W/PINSTRIPE

Wicked Red

WKDRED/TWTDCHRY

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Chicago Harley-Davidson®

Illinois Harley-Davidson®

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Windy City Harley-Davidson®

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Harley-Davidson® CVO™ Street Glide® 2020 FLHXSE SMKYGRY/BLKHOLE W/PINSTRIPE

$40,739.00

$24,999.00

Click for Price

LB955223

Pre-owned

2020

28136 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1PXL19LB955223

SMKYGRY/BLKHOLE W/PINSTRIPE

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Harley-Davidson® CVO™ Street Glide® 2020 FLHXSE BLACK STARDUST

$27,999.00

MSRP:

$28,999.00

Click for Price

: 956468

: Pre-owned

: 2020

: 6671 mi

: Harley-Davidson®

: Woodstock Harley-Davidson®

: 1HD1PXL10LB956468

: Black Stardust Fade

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Harley-Davidson® CVO™ Road Glide™ 2023 FLTRXSE DARK PLATINUM

$42,999.00

$30,999.00

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952560

Pre-owned

2023

11990 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1TC614PB952560

Dark Platinum w/Pinstripe

We’ve taken everything Road Glide® owners around the world have come to admire and levelled up with the latest tech, before topping it all off with the unmistakable styling and luxury that Harley-Davidson Custom Vehicle Operations™ are known for.Whether touring the high or low roads, motorway …

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Harley-Davidson® CVO™ Limited 2019 FLHTKSE AUBURN / BLACK

$44,089.00

$20,999.00

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951539

Pre-owned

2019

44034 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1TEH16KB951539

Auburn Sunglo & Black Hole with Rich Bourbon

The CVO™ Limited model brings an unparalleled level of class to the Grand American Touring class. It starts with the massive power of the Twin-Cooled™ Milwaukee-Eight®117 (1923cc) V-Twin engine and just keeps rolling from there. The paint is show stopping. You get 19” front and 18” rear Tomahawk …

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Harley-Davidson® Breakout™ 2025 FXBR VIVID BLACK

$23,299.00

$20,999.00

Click for Price

011479

Pre-owned

2025

750 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YE914SB011479

Vivid Black

With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

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Harley-Davidson® Breakout® 2014 FXSB HCCHROMEFLAKE

$19,899.00

$10,999.00

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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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FXSTS 2000 Springer Softail

$15,595.00

$8,999.00

Click for Price

067764

Pre-owned

2000

60991 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BLY11YY067764

SINISTER BLUE PRL/DIAMOND I

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FXSTDI 2001 Softail® Deuce

$16,595.00

$8,999.00

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026009

Pre-owned

2001

18556 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1JBB181Y026009

CONCORD PURPLE

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FXSTD 2006 Softail Deuce

$17,805.00

$9,999.00

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033252

Pre-owned

2006

6199 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1JBB196Y033252

COBALT/SILVER W/PINSTRIPE

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FXST 2024 Softail™ Standard

$14,999.00

$11,999.00

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038685

Pre-owned

2024

1133 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BVJ10RB038685

Vivid Black

A raw, stripped-down, bobber-style bike, the Harley-Davidson® Softail Standard is an ideal blank canvas for customization.

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FXST 2024 Softail™ Standard

$15,349.00

$13,999.00

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044559

Pre-owned

2024

5343 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1BVJ13RB044559

Vivid Black

A raw, stripped-down, bobber-style bike, the Harley-Davidson® Softail Standard is an ideal blank canvas for customization.

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FXST 2023 Softail® Standard

$14,599.00

$10,999.00

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072842

Pre-owned

2023

5980 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BVJ1XPB072842

Vivid Black

A stripped-down, souped-up, bobber with a post WWII era look. You get the power and soul-satisfying sound of the Milwaukee-Eight® 107 V-Twin to take you into the future. Fast.

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