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Used Harley-Davidson Cruiser Motorcycles for Sale in elgin, Illinois

Looking to buy a Harley-Davidson cruiser in Elgin, Illinois? Browse our extensive inventory of new and used Harley-Davidson cruiser from local Harley-Davidson dealers and private sellers in Elgin, Illinois. Compare prices, models, trims, options and specifications between different Harley-Davidson cruisers on Cycle Trader.
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1,560 Used Harley-Davidson Motorcycles For Sale

2023 Harley-Davidson ROAD KING SPECIAL SPECIAL in Elgin, IL
$19,800

Used 2023 Harley-Davidson Cruiser

ROAD KING SPECIAL SPECIAL
<p>For sale is a nearly new 2023 Harley-Davidson Road King Special with just 775 miles on the odometer. This iconic touring motorcycle combines classic style with modern performance. Powered by the Milwaukee-Eight 114 engine, the Road King Special delivers strong, responsive power and a smooth ride. Its dark, custom styling features blacked-out finishes, mini-ape handlebars, and bold, commanding presence. With its comfortable seating and advanced features, it's perfect for both city cruising and long-distance journeys. Don’t miss the chance to own this low-mileage Harley-Davidson Road King Special, ready to deliver countless miles of thrilling and comfortable rides.</p>
Motomax PowerSports
Elgin, IL
2021 Harley-Davidson FXBBS STREET BOB BASE in Elgin, IL
$11,900

Used 2021 Harley-Davidson Cruiser

FXBBS STREET BOB BASE
<p>For sale is a well-maintained 2021 Harley Davidson Street Bob with just 2432 miles on the odometer. This iconic cruiser boasts a timeless design and powerful performance, making it a standout on the road. With its responsive handling and comfortable ride, the Street Bob is perfect for both city cruising and long-distance journeys. Finished in classic Harley Davidson styling, it’s sure to turn heads wherever it goes. Don’t miss the chance to own this low-mileage Street Bob and experience the thrill of Harley Davidson cruising.</p>
Motomax PowerSports
Elgin, IL
2018 Harley-Davidson Ultra Limited ULTRA LIMITED in Barrington, IL
$22,595

Used 2018 Harley-Davidson Cruiser

Ultra Limited ULTRA LIMITED
<p>This used one owner 2018 Harley Davidson Ultra Limited is for sale at Cycle Werks in Barrington in Barrington IL and is in very nice condition with only 3950 miles. Our service department has inspected the bike and it is ready to ride.  In addition to the impressive list of standard features the previous owner also added a True Dual Vance & Hines Exhaust System, Mustang seat with Rider Backrest, Klock Werks Windscreen, Upgraded Handle Bars, Auxiliary Brake Lights, Top Case Organizer, Battery Tender Lead and Highway Pegs.</p><p><br> </p>
Cycle Werks in Barrington
Barrington, IL
2010 Harley-Davidson FLHTCUSE ELECTRA GLIDE CVO FLHTCUSE in Barrington, IL
$12,495

Used 2010 Harley-Davidson Cruiser

FLHTCUSE ELECTRA GLIDE CVO FLHTCUSE
Stock # 24140J
<p>This used 2010 Harley Davidson FLHTCUSE Electra Glide CVO is for sale at Cycle Werks in Barrington in Barrington IL and is in excellent condition with 37598 miles.  Our service department has inspected the bike and performed a fresh oil and oil filter change so this bike is ready to ride.  In addition to the standard features on this bike the previous owner also added Full LED Headlight and Auxiliary Lights, Highway Pegs, Saddle Bag Lid Covers, Vance & Hines Pipes, Heated Seat, Navigation System and a Stage 1 Tune.</p><p><br> </p>
Cycle Werks in Barrington
Barrington, IL
2013 Harley-Davidson SOFTAIL DELUXE in Huntley, IL
$11,499

Used 2013 Harley-Davidson Cruiser

SOFTAIL DELUXE
<p>The Harley-Davidson Softail Deluxe is a classic cruiser motorcycle that exudes style and sophistication. With its timeless design and attention to detail, this bike is sure to turn heads wherever you go. The Softail Deluxe is powered by a potent engine that delivers smooth and responsive performance, making it a joy to ride on both city streets and open highways. This particular 2013 model boasts low mileage, with only 10188 miles on the odometer. This means that the bike has plenty of life left in it and is ready to hit the road for many more miles of adventure. The Softail Deluxe is known for its comfortable riding position, with a spacious seat and easy reach handlebars that make long rides a breeze.</p><p></p><p>In addition:</p><p>Low mileage and in great shape</p><p>Never downed or ridden in rain</p><p>Kept in garage and under wraps</p><p>Sand Pearl/ Canyon Brown color</p><p>Screaming Eagle Stage 1 performance package</p><p>Including also 55L Highway XL Sissy Bar Bag by Viking Bags (only used twice). (https://www.vikingbags.com/products/viking-highway-extra-large-plain-motorcycle-sissy-bar-bag)</p>
Private Seller
Huntley, IL
2020 Harley-Davidson Heritage Classic 114 CLASSIC in Wauconda, IL
$11,999

Used 2020 Harley-Davidson Cruiser

Heritage Classic 114 CLASSIC
Stock # AC4545
<p>Windshield, Light Bar Kit and Cobra Pipes!</p><p style="margin-bottom: 1em;">The refined finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into the here and now.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2020 Harley-Davidson Breakout® 114 in Wauconda, IL
$14,999

Used 2020 Harley-Davidson Cruiser

Breakout® 114
Stock # AC6761
<p>LONG, LEAN MUSCLE TAKEN TO THE MODERN EDGE</p><p style="margin-bottom: 1em;">The Breakout is a muscular modern chopper with pure ‘stop you in your tracks’ attitude. Be seen. Be respected. And when the light turns green, be gone.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2019 Harley-Davidson Fat Boy® 114 114 in Wauconda, IL
$13,899

Used 2019 Harley-Davidson Cruiser

Fat Boy® 114 114
Stock # AC1739
<p>Ape Hangers, Braided Lines and Vance & Hines Pipes!</p><p style="margin-bottom: 1em;">The original fat custom icon. Now lighter than the previous generation Fat Boy, and slinging torque from a Milwaukee-Eight® 114. You’ll feel the difference the instant you crack the throttle.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2019 Harley-Davidson Street Bob® in Wauconda, IL
$9,499

Used 2019 Harley-Davidson Cruiser

Street Bob®
Stock # 030459
<p>White Wall Tires, Highway Bars, Vance & Hines Pipes, Custom Seat, Saddlemen Bags, Passenger Backrest and Luggage Rack!</p><p style="margin-bottom: 1em;">The Street Bob® motorcycle gives you the two-fists-in-the-wind riding experience stripped down to the bare essence.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2017 Harley-Davidson CVO™ Limited CVO LIMITED in Wauconda, IL
$19,999

Used 2017 Harley-Davidson Cruiser

CVO™ Limited CVO LIMITED
Stock # AC6028
<p>Tinted Windshield, Chrome Lower Forks, Ape Hangers, Vance & Hines Exhaust and Passenger Floorboards!</p><p style="margin-bottom: 1em;">This is what happens when Grand American Touring arrives at the very top of the mountain of comfort and style. Power, custom features and premium audio for the rider who wants it all.</p><p style="margin-bottom: 1em;">One with everything please, to go.</p><p style="margin-bottom: 1em;">Put as many miles as we do in the saddle and you get ideas. What could make the ride even better? The paint even wilder? The engine stronger? The CVO™ Limited motorcycle is what happens when we bring all these ideas together on two chromed Slicer wheels. Let’s just say when you get out on the road, you lack nothing. The touchscreen infotainment system even tells you the pressure in your tires.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2015 Harley-Davidson SuperLow® SUPERLOW in Wauconda, IL
$4,999

Used 2015 Harley-Davidson Cruiser

SuperLow® SUPERLOW
Stock # MS1392
<p>Highway Bars and Mustang Seat!</p><p style="margin-bottom: 1em;">Smooth riding suspension, comfortable cruising position and easy handling for endless miles.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2014 Harley-Davidson Dyna® Street Bob® DYNA in Wauconda, IL
$9,699

Used 2014 Harley-Davidson Cruiser

Dyna® Street Bob® DYNA
Stock # WF1422
<p>Ape Hangers, Braided Lines, Aftermarket Air Cleaner, Aftermarket Pipes, Aftermarket Seat and Passenger Backrest!</p><p style="margin-bottom: 1em;">Classic bobber style rides into the modern era, with optional H-D1™ factory customization to make it truly one-of-a-kind. • Air-cooled, Twin Cam 103™ engine  • Mini-ape hanger handlebar • Blacked-out front end and powertrain • Side-mounted license plate and stop / turn / tail lights</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2014 Harley-Davidson CVO™ Breakout® CVO in Wauconda, IL
$13,999

Used 2014 Harley-Davidson Cruiser

CVO™ Breakout® CVO
Stock # 962541
<p>CVO™ Breakout®</p><p style="margin-bottom: 1em;">Slammed and chopped style goes premium in the CVO™ Breakout®. From stunning details and finishes to brawny power, the only thing low about it is its silhouette. • NEW - LED headlight • Twin Cam 110B™ engine • NEW - Contrast chrome turbine wheels • NEW - Medallion, custom paint and graphics • NEW - Embossed seat pattern</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2013 Harley-Davidson Softail® Deluxe DELUXE in Wauconda, IL
$12,999

Used 2013 Harley-Davidson Cruiser

Softail® Deluxe DELUXE
Stock # WF3476
<p>Light Bar Kit, Ape Hangers, Braided Lines, Highway Bars, Aftermarket Air Cleaner and Vance & Hines Pipes!</p><p style="margin-bottom: 1em;">Pure nostalgic beauty wrapped around completely modern power and performance. The 2013 Harley-Davidson® Softail® Deluxe FLSTN model is a motorcycle cruiser with authentic Harley® style. New for 2013, the Softail Deluxe comes with optional Hard Candy Custom™ paint, a large metal flake paint finish that recalls the iconic styling of 1970s custom bikes, and offers blazing color showing through a deep, finish. The Harley fenders on the Softail Deluxe model are true retro style with their long lines and chrome Harley fender tips. And each fender says Deluxe so everyone will know how you roll. The Harley Softail Deluxe model has a wide front end fork and gorgeous 7 in. ball motorcycle headlamp. Whitewall tires give this motorcycle cruiser a 1950s boulevard retro motorcycle look. The H-D® Softail Deluxe model features a powerful air-cooled Twin Cam 103™ Harley engine with 6-speed Cruise Drive® transmission, providing more performance power for passing, hill-climbing, and riding with passenger and luggage. Hit the road in style with this classic 2-up FLSTN Softail Deluxe model's seat. At a lowdown 24.5 in., it's among the lowest seat heights you'll find. And we've added some ergonomics to make riding solo or duo even easier, especially for riders with a shorter inseam. 'Collapsing' sides create a narrow seat profile, and the passenger seat pillion is detachable. Learn more about all of the features of the Harley Softail Deluxe model. </p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2010 Harley-Davidson Softail® Deluxe DELUXE in Wauconda, IL
$9,999

Used 2010 Harley-Davidson Cruiser

Softail® Deluxe DELUXE
Stock # 030631
<p style="margin-bottom: 1em;"><strong>Windshield, Light Bar Kit, Speakers, Highway Bars With Pegs, Screamin' Eagle Intake, Vance & Hines Pipes, Corbin Seat, Rider & Passenger Backrests and Luggage Rack! </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">Pure nostalgic beauty wrapped around the power and performance of a completely modern ride.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2003 Harley-Davidson FXSTD/FXSTDI Softail® Deuce™ DEUCE in Wauconda, IL
$6,999

Used 2003 Harley-Davidson Cruiser

FXSTD/FXSTDI Softail® Deuce™ DEUCE
Stock # UE5665
<p>Custom Wheels, Chrome Lower Forks, Aftermarket Intake, Corbin Seat and Vance & Hines Pipes!</p><p style="margin-bottom: 1em;">100th Anniversary FXSTD/FXSTDI Softail® Deuce™ Beneath its gleaming coat of Luxury Blue paint, the Softail® Deuce™ is just what it was born to be. A long, lean, bold dose of prime Milwaukee iron. In other words, awesome. Most will find it hard to believe it sprung direct from the factory crate. Just take a look at the stretched fuel tank and chrome console. Pure custom. The front forks are sculpted and chromed. The rear fender is unique, with a straight-cut dragster profile. You also get shotgun dual exhaust and an 18” solid rear wheel with a fat 160mm tire. A Twin Cam 88B™ powertrain. And enough chrome for the heartiest of chrome addicts. It all comes together with a look and feel like nothing else around. Just what a factory custom motorcycle should be.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">*New vehicles- advertised price does not include applicable sales tax, title, documentation fees, license, registration, freight and set up. Buyer is responsible for shipping. Used Vehicles- advertised price does not include applicable sales tax, title, documentation fees, freight, license and registration. Buyer is responsible for shipping. Price includes all offers, and are subject to change without notice. Not all options are listed on pre-owned vehicles. Contact dealer for further details.</p><p></p>
Monster Powersports
Wauconda, IL
2021 Harley-Davidson LOW RIDER S S in Villa Park, IL
$15,999

Used 2021 Harley-Davidson Cruiser

LOW RIDER S S
Stock # 0058
<p>2021 Harley-Davidson® FXLRS - Low Rider® S, Great Condition only 5,000 miles.</p><p>We can finance<br><br>2021 Harley-Davidson® Low Rider® S</p><p>A blacked-out, factory custom performance cruiser.</p><ul><li>Aggressive riding with sport bike agility and handling</li><li>Milwaukee-Eight® 114 V-Twin engine and moto-style drag bars</li></ul><p>Loads of torque for blasting off from stoplights, hitting entrance ramps, and rolling on the passing power. Pure sound with a soul-satisfying rumble.</p><ul><li>SOFTAIL® FRAME</li></ul><p>The frame retains the classic Softail® lines, but its lightweight design and stiffness translate to a responsive ride unlike anything you’ve felt before.</p><ul><li>REDUCED RAKE</li></ul><p>The Low Rider® S model frame rake is reduced to 28 degrees from the 30 degree rake of the standard Low Rider® model, resulting in more responsive handling.</p><ul><li>INVERTED FRONT FORK</li></ul><p>Inverted design stiffens the front end for improved response to steering input, and the single-cartridge internal technology responds quickly to inputs and keeps the front wheel planted for improved braking and handling performance.</p><ul><li>MONO-SHOCK REAR SUSPENSION</li></ul><p>Easily adjustable mono-shock rear suspension allows for dynamic cornering capability, quicker acceleration, and braking while preserving the hardtail look.</p><ul><li>RAW DARK LOOK</li></ul><p>Blacked-out finishes, moto-style bars with 4-inch risers, and mini speed screen let everyone know that this machine wasn’t built for those who want to take the conventional route.</p><ul><li>RAISED CONTROLS</li></ul><p>The defining element of the tall-bike style. The 1-inch diameter motocross-style handlebar is mounted on 4-inch risers to put you in an aggressive riding position.</p><ul><li>CAST-ALUMINUM WHEELS</li></ul><p>Radiate Cast-Aluminum Wheels are finished in a matte dark bronze to complete its raw dark look.</p><ul><li>DUAL FRONT DISC BRAKES</li></ul><p>Stronger braking performance with less lever effort than the single front disc brake on the standard Low Rider® model, and standard ABS (anti-lock braking system) for confident braking performance when conditions are less than ideal.</p><p>Has slip-on exhaust and LED lighting as well. This bike has it all but YOU</p><p><strong>Chicago Baggers & Performance (630) 579-5800</strong></p><p><strong>Detailed Specifications</strong></p><ul><li><strong>Condition Used</strong></li><li><strong>Year 2021</strong></li><li><strong>Make Harley-Davidson®</strong></li><li><strong>Model FXLRS - Low Rider® S</strong></li><li><strong>Category Cruiser</strong></li><li><strong>Type Motorcycle</strong></li><li><strong>Location Villa Park, IL</strong></li><li><strong>Mileage 5,000</strong></li><li><strong>Stock Number 0058</strong></li><li><strong>VIN 1HD1YWK19MB018950</strong></li><li><strong>Primary Color VIVID BLACK</strong></li><li><strong>Price $15,999</strong></li></ul>
Johnny Legend Customs
Villa Park, IL
2001 Harley-Davidson SOFTAIL FXSTI FXSTI in Villa Park, IL
$9,500

Used 2001 Harley-Davidson Cruiser

SOFTAIL FXSTI FXSTI
<p>2001 HARLEY DAVIDSON SOFTAIL FXSTI FOR SALE</p><p>This bike is clean and comes with tons of upgrades. The motor has the 98 upgrade kit and as you can see tons of chrome, including Carlini bars that have flames engraved in them. </p><p>If you want to standout from the crowd this bike is for you! </p><p>The bike is ready to roll, just needs a rider. Is that you?</p><p> We are asking $9,500.00 OBO</p><p>The bike can be seen at: </p><p>Chicago Baggers & Performance</p><p>209 W North Avenue</p><p>Villa, Park, IL 60181</p><p> </p><p> </p>
Johnny Legend Customs
Villa Park, IL
2023 Harley-Davidson HERITAGE SOFTAIL CLASSIC in Marengo, IL
$18,500

Used 2023 Harley-Davidson Cruiser

HERITAGE SOFTAIL CLASSIC
<p>2023 Heritage Softail bought new in June of 23. Bike is paid for and I have title in hand. I am only selling due to unforeseen circumstances. Paid just over 24000. My loss is your gain. Bike has factory Harley Leather Saddlebags as well as engine guard. Quick release luggage rack. It has not been ridden except for test rides. Bike was delivered to me new with 7 miles on the clock. It now has 8. It has been covered and garage kept since it was delivered. I don't need to sell but would like to sell before season ends. I will entertain all REASONABLE OFFERS. Serious inquiries only please. Bike is located in Marengo Illinois. Purchased at Woodstock Illinois Harley Davidson.</p>
Private Seller
Marengo, IL
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