Cruiser Motorcycles For Sale in Milwaukee, WI
Wisconsin Harley-Davidson® Inventory
-
-
$231 Per Month
Plus Tax.84 Months. 10.99% APR. $1,500 Down Payment.
Quick Look 2026 Harley-Davidson® FXBB - Street Bob®
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
6304 -
Vin
1HD1YJ913TB011435 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
8 mi -
Color
BRILLIANT RED -
Family
Cruiser -
Fuel Type
Gas
2026 Harley-Davidson® Street Bob® The New Definition of “Less Is More” The 2026 Street Bob is lean by design, and loaded up where you need it. With a Milwaukee-Eight® 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor, but doesn't skim...
Read More -
-
In Stock$354 Per Month
Plus Tax.84 Months. 6.99% APR. $2,300 Down Payment.
Quick Look 2025 Harley-Davidson® FLFB - Fat Boy®
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
6236 -
Vin
1HD1YF912SB027105 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
10 mi -
Color
VIVID BLACK -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Fat Boy® Features may include: DESIGN Paint The best factory paint in the world covers a classic rounded gas tank that is finished with a new, bold tank medallion. Wheels 18-inch machined Lakester wheels with massive tires are covered by cutback fenders for powerful stance and commanding presence. Headlamp Nacelle The iconic ...
Read More -
-
$354 Per Month
Plus Tax.84 Months. 6.99% APR. $2,300 Down Payment.
Quick Look 2025 Harley-Davidson® FLFB - Fat Boy®
-
Condition
New -
Location
Wisconsin Harley-Davidson® -
Stock Number
6287 -
Vin
1HD1YF919SB037601 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
8 mi -
Color
BLUE BURST -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Fat Boy® Features may include: DESIGN Paint The best factory paint in the world covers a classic rounded gas tank that is finished with a new, bold tank medallion. Wheels 18-inch machined Lakester wheels with massive tires are covered by cutback fenders for powerful stance and commanding presence. Headlamp Nacelle The iconic ...
Read More -
-
In Stock$308 Per Month
Plus Tax.84 Months. 8.49% APR. $4,740 Down Payment.
Quick Look 2025 Harley-Davidson® FLHC - Heritage Classic
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1688 -
Vin
1HD1YA918SB019027 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
19 mi -
Color
IRON HORSE METALLIC -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Heritage Classic Features may include: DESIGN Paint + Graphics From deep, lustrous black to two-toned Whiskey Fire/Vivid Black, the 2025 Heritage Classic is available in a color that matches your personal style and complements the classic rounded fuel tank and medallion. Saddlebags Leather-studded style with the versatility ...
Read More -
-
$265 Per Month
Plus Tax.84 Months. 10.99% APR. $1,720 Down Payment.
Quick Look 2025 Harley-Davidson® FXBB - Street Bob®
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
6258 -
Vin
1HD1YJ914SB029392 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
7 mi -
Color
PURPLE ABYSS DENIM -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Street Bob® Features may include: DESIGN LED Lighting Clear, bright LED turn signals let everyone on the road know where you’re going, and a 5.75-inch LED headlight provides a wide beam of bright white light. Paint Five available paint options now feature the iconic “stretched diamond” black-and-chrome tank medallion, based o...
Read More -
-
In Stock$356 Per Month
Plus Tax.84 Months. 10.99% APR. $2,310 Down Payment.
Quick Look 2025 Harley-Davidson® FXBR - Breakout®
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1725 -
Vin
1HD1YE915SB039758 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
7 mi -
Color
BRILLIANT RED -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Breakout® Features may include: DESIGN LED Lighting Compact lighting fits the old-school chopper vibe, while bright white LEDs meet modern standards. Premium Paint + Graphics Five premium paint options include new Factory Custom Midnight Firestorm, with gloss black base and ghost flames. Rear Wheel 240mm rear tire provides cl...
Read More -
-
$373 Per Month
Plus Tax.84 Months. 10.99% APR. $2,420 Down Payment.
Quick Look 2025 Harley-Davidson® FXLRST - Low Rider® ST
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
6229 -
Vin
1HD1YXA10SB024687 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
5 mi -
Color
VIVID BLACK -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Low Rider® ST Features may include: DESIGN Fairing Inspired by West Coast customizers who embrace classic FXRT fairings, the Low Rider ST’s lightweight, frame-mounted fairing is designed with computational fluid dynamics (CFD) for refined aerodynamic performance. LED Lighting A 5.75-inch headlamp, redesigned taillight, and LE...
Read More -
-
In Stock$373 Per Month
Plus Tax.84 Months. 10.99% APR. $2,420 Down Payment.
Quick Look 2025 Harley-Davidson® FXLRST - Low Rider® ST
-
Condition
New -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
6300 -
Vin
1HD1YXA13SB045212 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
42 mi -
Color
IRON HORSE METALLIC -
Family
Cruiser -
Fuel Type
Gas
2025 Harley-Davidson® Low Rider® ST Features may include: DESIGN Fairing Inspired by West Coast customizers who embrace classic FXRT fairings, the Low Rider ST’s lightweight, frame-mounted fairing is designed with computational fluid dynamics (CFD) for refined aerodynamic performance. LED Lighting A 5.75-inch headlamp, redesigned taillight, and LE...
Read More -
-
$305 Per Month
Plus Tax.60 Months. 13.24% APR. $2,900 Down Payment.
Quick Look 2023 Harley-Davidson® FLHCS - Heritage Classic
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
5915A -
Vin
1HD1YBK10PB036878 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
9273 mi -
Color
VIVID BLACK -
Family
Cruiser -
Fuel Type
Gas
2023 Harley-Davidson® Heritage Classic The quintessential American cruiser. Showstopping vintage details and pure rock and roll style. Features may include: THIS IS THE RIGHT BIKE FOR Riders ready to chase excitement across state lines Highway riding with full fenders and detachable windscreen Milwaukee-Eight 114 V-Twin engine and steel laced whee...
Read More -
-
$315 Per Month
Plus Tax.60 Months. 13.24% APR. $3,000 Down Payment.
Quick Look 2023 Harley-Davidson® FXLRS - Low Rider® S
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
6272A -
Vin
1HD1YWZ10PB044783 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
3320 mi -
Color
WHITE SAND PEARL -
Family
Cruiser -
Fuel Type
Gas
2023 Harley-Davidson® Low Rider® S A blacked-out, factory custom performance cruiser. Features may include: THIS IS THE RIGHT BIKE FOR Rebels seeking a now classic West Coast style Aggressive riding with sport bike agility and handling Milwaukee-Eight 117 V-Twin engine and moto-style drag bars REAR SHOCKS Preload adjustable monoshock. SPEEDOMETER ...
Read More -
-
$249 Per Month
Plus Tax.60 Months. 13.24% APR. $2,500 Down Payment.
Quick Look 2022 Harley-Davidson® FXFBS - Fat Bob® 114
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1735 -
Vin
1HD1YLK1XNB050337 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
2862 mi -
Color
WHITE SAND PEARL -
Family
Cruiser -
Fuel Type
Gas
2022 Harley-Davidson® Fat Bob® 114 A street-eater with an appetite for power. Built with muscular style and performance. Features may include: THIS IS THE RIGHT BIKE FOR Renegades seeking the utmost power and performance Conquering city streets with power and agility Milwaukee-Eight® 114 V-Twin engine and custom-styled exhaust MILWAUKEE-EIGHT® BIG...
Read More -
-
$259 Per Month
Plus Tax.60 Months. 13.24% APR. $1,000 Down Payment.
Quick Look 2022 Harley-Davidson® FXST - Softail® Standard
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1731 -
Vin
1HD1BVJ15NB024632 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
361 mi -
Color
VIVID BLACK -
Family
Cruiser -
Fuel Type
Gas
2022 Harley-Davidson® Softail® Standard Raw, stripped-down bobber style. A blank canvas for customization. Features may include: THIS IS THE RIGHT BIKE FOR Artists and customizers in love with the old-school look City cruising or light touring with a low-slung stance MIlwaukee-Eight® 107 V-Twin engine and easy-reach bars MILWAUKEE-EIGHT© 107 ENGIN...
Read More -
-
$409 Per Month
Plus Tax.72 Months. 13.24% APR. $0 Down Payment.
Quick Look 2021 Harley-Davidson® FLHTK - Ultra Limited
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
5851C -
Vin
1HD1KEF19MB624173 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
39932 mi -
Color
VIVID BLACK -
Family
Grand American Touring -
Fuel Type
Gas
2021 Harley-Davidson® Ultra Limited Premium touring performance with zero compromises to the ride. Features may include: THIS IS THE RIGHT BIKE FOR Riders seeking the fully-loaded touring experience Bold styling and comfort with a vented batwing fairing Twin-Cooled™ Milwaukee-Eight® 114 engine and heated grips Milwaukee-Eight® 114 Engine The most ...
Read More -
-
$319 Per Month
Plus Tax.60 Months. 9.99% APR. $0 Down Payment.
Quick Look 2019 Harley-Davidson® FLDE - Softail® Deluxe
-
Condition
Pre-owned -
Availability
In Stock -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1729 -
Vin
1HD1YCJ24KB041736 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
11786 mi -
Color
VIVID BLACK -
Family
Softail® -
Fuel Type
Gas
2019 Harley-Davidson® Softail® Deluxe SHOW MEETS GO A bright, nostalgic boulevard cruiser that turns heads and rumbles with modern know-how and attitude. Features may include: BEAUTIFUL TO THE BONE CHROME LACED WHEELS WITH WHITEWALL TIRES One of the defining styling features of the Softail®Deluxe model. They're a nod to the ’50s boulevard look wit...
Read More -
-
$189 Per Month
Plus Tax.60 Months. 13.24% APR. $0 Down Payment.
Quick Look 2017 Harley-Davidson® XL883N - Iron 883™
-
Condition
Pre-owned -
Availability
Unknown -
Location
Wisconsin Harley-Davidson® -
Stock Number
P1730 -
Vin
1HD4LE216HC424805 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
8707 mi -
Color
CHARCOAL DENIM -
Family
Sportster®
2017 Harley-Davidson® Iron 883™ Aggressive throwback styling taken to a place altogether new. No need to shine this machine. Just get on and tear up the nearest street. A great leap forward in the dark arts. You’re looking at a pioneer of raw, blacked-out, stripped-down custom style. In the years since its introduction, it has only gotten better. ...
Read More -
-
$149 Per Month
Plus Tax.48 Months. 9.99% APR. $1,000 Down Payment.
Quick Look 2009 Harley-Davidson® FLSTC - Heritage Softail®
-
Condition
Pre-owned -
Location
Wisconsin Harley-Davidson® -
Stock Number
6273B -
Vin
1HD1BW5139Y062928 -
Vehicle Type
Motorcycle / Scooter -
Category
Cruiser -
Odometer
59213 mi -
Color
WHITE GOLD & PEWTER -
Family
Softail® -
Fuel Type
Gas
2009 Harley-Davidson® Heritage Softail® Refreshed FLSTC Heritage Softail® Classic: The Heritage Softail® Classic receives a number of other, more-subtle styling changes and new components that shift this popular model in a new, retro direction for 2009. The beefy FL front end features a front fender and chrome nacelle with clean new styling cues, ...
Read More -
Your adventure awaits with a cruiser motorcycle from Wisconsin Harley-Davidson® in Milwaukee, WI. Our selection features bikes that are perfect for both new and experienced riders alike, offering unbeatable comfort and performance on the road. Serving the Milwaukee and Madison regions, we are committed to helping you find the right motorcycle for your needs. Our team is here to assist you every step of the way. To begin,