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13 Used Cruiser motorcycles for sale in Chicago, IL

American IronHorse BMW Big Dog Boss Hoss Bourget Buell CFMOTO Ducati Excelsior-Henderson Harley-Davidson Honda Hyosung Indian Kawasaki LiveWire Moto Guzzi Royal Enfield Suzuki Triumph Victory Yamaha
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CONDITION
Used ☒ STYLE
Cruiser ☒ LOCATION
Location 10m from Chicago, IL ☒
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Average for Cruiser : 1,250cc
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Average for Cruiser : 27.2″
Listing
1 - 13 of 13
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2025 Indian Motorcycle Scout Bobber Limited +Tech
$13,900
Mileage 3,446m
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2017 Harley-Davidson Street 750
$3,900
Mileage 3,330m
Good Price
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2024 Harley-Davidson RH1250S Sportster S
$15,900
Mileage 53m
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2021 Harley-Davidson FLHC Heritage Classic
$11,900
Mileage 21,728m
Good Price
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2014 Harley-Davidson Sportster 883 Super Low
$4,900
Mileage 12,835m
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2026 Ducati Diavel V4 RS
$36,995
Mileage 402m
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2026 Indian Scout Bobber Limited + Tech
$13,850
Mileage 62m
Good Price
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2020 Harley-Davidson FXST Softail Standard
$7,900 $8,900
Mileage 1,687m
Great Price
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2017 Harley-Davidson XL1200X Sportster Forty-Eight
$6,250 $8,900
Mileage 2,227m
Great Price
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2023 Harley-Davidson FXFBS Softail Fat Bob 114
$14,900
Used
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2023 Triumph Bobber
$10,900
Mileage 671m
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2005 Yamaha V-Star 650 Classic
$2,913 $3,900
Mileage 18,613m
Low Mileage
Location Chicago, IL (1mi)
👤 
Motoworks Chicago
2008 yamaha XVS1100
$2,995 $4,000
Mileage 30,207m
as of 8/11
Location Forest View, IL (11mi)
👤 
Tool Store Go Kart Shop
1 - 13 of 13
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