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Harley-Davidson® Street Glide® Ultra 2025 FLHXU
Call for price- SB616959
- New
- 2025
- 38 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1AK710SB616959
The Street Glide Ultra is made for two-up touring, with a powerful V-twin engine, spacious storage, and modern amenities refined over decades of cross-country riding.
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Harley-Davidson® Street Glide® Special 2023 FLHXS PROSPECT GOLD
$28,749.00 $22,499.00- 645815
- Pre-owned
- 2023
- 16098 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1KRP14PB645815
- Prospect Gold - Black Finish
This rare combo of performance, factory-custom bagger styling and cutting-edge connectivity celebrates 120 years of H-D craftsmanship and pride with commemorative paint and finishes.
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Harley-Davidson® Street Glide® Special 2023 FLHXS INDSTRL YLW/BLK
$28,199.00 $22,999.00- 603938
- Pre-owned
- 2023
- 4853 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1KRP18PB603938
- INDSTRL YLW/BLK
This rare combo of performance, factory-custom bagger styling and cutting-edge connectivity celebrates 120 years of H-D craftsmanship and pride with commemorative paint and finishes.
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Harley-Davidson® Street Glide® Special 2021 FLHXS Vivid Black
$28,499.00 $17,999.00- 631221
- Pre-owned
- 2021
- 34886 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KRP29MB631221
- Vivid Black
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Harley-Davidson® Street Glide® Special 2021 FLHXS BLACK JACK METALLIC
$28,499.00 $19,999.00- 676679
- Pre-owned
- 2021
- 15728 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KRP17MB676679
- Black Jack Metallic
The custom hot rod bagger look stops people in their tracks. Now powered up with the Milwaukee-Eight® 114 engine, you’ll leave them in your dust.
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Harley-Davidson® Street Glide® Special 2018 FLHXS LEGEND BLUE DNM
$26,699.00 $16,999.00- 625936
- Pre-owned
- 2018
- 52060 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KYC15JB625936
- Legend Blue Denim
When it comes to hot rod baggers, the Street Glide® Special is way out front. You get the tire-smoking power of its blacked-out Milwaukee-Eight® 107 engine sitting at the heart of dark finishes that stretch from headlight to exhaust. A new 19-inch Talon front wheel and 18-inch rear wheel. Stretched …
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Harley-Davidson® Street Glide® Special 2017 FLHXS BLACK
$26,899.00 $18,499.00- 666248
- Pre-owned
- 2017
- 1312 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KRC12HB666248
- Black Denim
The Harley-Davidson® Street Glide Special model set the world standard for the stripped-down, hot rod look. Its style is often copied, but never duplicated. The all-new Milwaukee-Eight™ 107 engine backs up the look with massive torque. The ride is unmatched as well, thanks to the all-new suspension …
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Harley-Davidson® Street Glide® Special 2017 FLHXS BLACK
$18,999.00MSRP: $21,450.00 - 655926
- Pre-owned
- 2017
- 24471 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1KRC19HB655926
- Black Denim
The Harley-Davidson® Street Glide Special model set the world standard for the stripped-down, hot rod look. Its style is often copied, but never duplicated. The all-new Milwaukee-Eight™ 107 engine backs up the look with massive torque. The ride is unmatched as well, thanks to the all-new suspension …
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Harley-Davidson® Street Glide® Special 2015 FLHXS BLACK W/ PINSTRIPE
$23,599.00 $13,495.00- 657706
- Pre-owned
- 2015
- 33360 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KRM10FB657706
- Black Denim
This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …
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Harley-Davidson® Street Glide® Special 2015 FLHXS BLACK W/ PINSTRIPE
$23,599.00 $12,499.00- 682043
- Pre-owned
- 2015
- 62391 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KRM14FB682043
- Black Denim
This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …
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Harley-Davidson® Street Glide® Special 2015 FLHXS AMBER WHISKEY W/ PINSTRIPE
$23,599.00 $15,999.00- 614667
- Pre-owned
- 2015
- 16175 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1KRM1XFB614667
- Amber Whiskey
This US bestseller has proven itself across everything the 50 states have thrown at it, and now it’s ready to take on the rest of the world. This is a machine that’s every bit as comfortable with a trip to the office as it is with a grand tour.Last year’s Project Rushmore gave it its high output …
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Harley-Davidson® Street Glide® 2026 FLHX TEAL THUNDR/BLK W/ PINSTRIP
Call for price- TB607836
- New
- 2026
- 2 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1KB717TB607836
- Teal Thunder / Vivid Black Black Trim
For those who’d rather roam than simply arrive, the 2026 Street Glide delivers the edge of the map on a silver platter. With striking new colorways, a liquid-cooled Milwaukee-Eight® 117 motor, ride-tuned rear suspension optimized for long haul comfort, and the 12.3” Skyline™ OS (312 mm) display …