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Used CHIEFTAIN Motorcycles for Sale in seaside, California

Looking to buy a Chieftain motorcycle in Seaside, California? Browse our extensive inventory of new and used Chieftain motorcycles from local dealers and private sellers in Seaside, California. Compare prices, models, trims, options and specifications between different motorcycles on Cycle Trader.
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15 Used CHIEFTAIN Motorcycles For Sale

2016 Indian CHIEFTAIN DARK HORSE in Morgan Hill, CA
$9,800

Used 2016 Indian Touring

CHIEFTAIN DARK HORSE
The Indian Chieftain Dark Horse is a touring motorcycle that exudes style and performance. With its sleek design and powerful engine, this 2016 model is sure to turn heads wherever you go. The Dark Horse trim adds a sense of mystery and intrigue to an already impressive bike. With only 3000 miles on the odometer, this Chieftain is practically brand new and ready to hit the open road.The Indian Chieftain is known for its comfort and smooth ride, making it the perfect choice for long trips or daily commuting. The touring category means it is designed for comfort on long rides, with plenty of storage space for all your gear. The classic Indian styling is evident in every detail of the Chieftain, from the iconic headdress logo to the flowing lines of the bodywork.Under the hood, the Chieftain is powered by a potent engine that delivers plenty of torque for quick acceleration and effortless cruising. The Indian brand is known for its reliability and performance, and the Chieftain is no exception. Whether you're cruising down the highway or navigating through city streets, this bike is sure to deliver a thrilling ride every time.With its combination of style, performance, and comfort, the Indian Chieftain Dark Horse is a top choice for riders looking for a premium touring experience. Don't miss your chance to own this impressive machine and experience the legendary ride of an Indian motorcycle. Act fast before this 2016 Chieftain with only 3000 miles is gone.
Private Seller
Morgan Hill, CA
2022 Indian Motorcycle Chieftain® Limited LIMITED in Hollister, CA
$19,995

Used 2022 Indian Motorcycle Cruiser

Chieftain® Limited LIMITED
Stock # U1211
<p style="margin-bottom: 1em;">RINEHART PIPES</p><p style="margin-bottom: 1em;">MID SIZE RISE</p><p style="margin-bottom: 1em;">HEATED GRIPS</p><p style="margin-bottom: 1em;">SADDLE BAGS GUARDS</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">All the same great features of the Chieftain Dark Horse in a classic package of premium metallic paints and chrome finishes.</p><p></p>
Hollister Powersports
Hollister, CA
2020 Indian Motorcycle Chieftain® in Hollister, CA
$15,999

Used 2020 Indian Motorcycle Cruiser

Chieftain®
Stock # U1205B
<p>TWO THUNDER STROKE V-TWIN OPTIONS</p><p style="margin-bottom: 1em;">MID RISE HANDLE BARS</p><p style="margin-bottom: 1em;">RINEHART EXHAUST</p><p style="margin-bottom: 1em;">THUNDERSTROKE 116</p><p style="margin-bottom: 1em;">Choose the new, more powerful Thunder Stroke 116 engine producing 126 ft-lbs of torque available in Titanium Smoke or the exceptional Thunder Stroke 111 for power at low RPM and a responsive ride at any speed available in Thunder Black.</p><p></p>
Hollister Powersports
Hollister, CA
2018 Indian Motorcycle Chieftain® Classic CLASSIC in Hollister, CA
$12,995

Used 2018 Indian Motorcycle Cruiser

Chieftain® Classic CLASSIC
Stock # U1209
<p>CLASSIC STYLE MEETS MODERN TECHNOLOGY</p><p style="margin-bottom: 1em;">ORIGINAL  ROADMASTER</p><p style="margin-bottom: 1em;">INCLUDES: UPGRADE MIRRORS, HIGHWAY PEGS, SADDLE BAG COVERS, HEAT DEFLECTORS, STAGE 1 EXHAUST, HEATED SEATS & GRIPS</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">Make a bold statement on this classically-styled hard bagger. A valanced front fender with an illuminated headdress leads the way. With premium features like keyless ignition, remote-locking hard saddlebags a push-button power windshield, and the industry-leading Ride Command® system with a 100-watt premium audio system. All housed in a nimble chassis that's fueled by the unmatched performance of the Thunder Stroke® 111 V-Twin engine.</p><p></p>
Hollister Powersports
Hollister, CA
2018 Indian Motorcycle Chieftain® Classic CLASSIC in Hollister, CA
$16,995

Used 2018 Indian Motorcycle Cruiser

Chieftain® Classic CLASSIC
Stock # U1191C
<p>CLASSIC STYLE MEETS MODERN TECHNOLOGY</p><p style="margin-bottom: 1em;">Bike has Stage 1 Indian Exhaust, Driver Backrest, Heat shields for drivers legs and a back rack other than the back seat pillion. And an incredible Custom Paint with Candy Purple metallic and white. Stunning bike.</p><p style="margin-bottom: 1em;">Make a bold statement on this classically-styled hard bagger. A valanced front fender with an illuminated headdress leads the way. With premium features like keyless ignition, remote-locking hard saddlebags a push-button power windshield, and the industry-leading Ride Command® system with a 100-watt premium audio system. All housed in a nimble chassis that's fueled by the unmatched performance of the Thunder Stroke® 111 V-Twin engine.</p><p></p>
Hollister Powersports
Hollister, CA
2017 Indian Motorcycle Chieftain® in Hollister, CA
$12,995

Used 2017 Indian Motorcycle Cruiser

Chieftain®
Stock # U1175C
<p>Followers Need Not Apply</p><p style="margin-bottom: 1em;">No bike can make you a leader. But this one certainly sends a message. Powered by our formidable Thunder Stroke® 111 engine, and packed with features to keep everything - and everyone - in check. Like a power windshield. 100W premium audio system. Remote-locking saddlebags. And poised, confident handling. You've already earned the bragging rights. Own them. Be legendary.</p><p></p>
Hollister Powersports
Hollister, CA
2017 Indian Motorcycle Chieftain® in Hollister, CA
$15,995

Used 2017 Indian Motorcycle Cruiser

Chieftain®
Stock # U1185
<p>Followers Need Not Apply</p><p style="margin-bottom: 1em;">INCLUDES: MID RISE BARS, FREEDOM EXHAUST, CORBIN HEAT/COOL SEAT, HIGH FLO AIR CLEANER, SADDLE BAG SPEAKERS, NEW PAINT</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">No bike can make you a leader. But this one certainly sends a message. Powered by our formidable Thunder Stroke® 111 engine, and packed with features to keep everything - and everyone - in check. Like a power windshield. 100W premium audio system. Remote-locking saddlebags. And poised, confident handling. You've already earned the bragging rights. Own them. Be legendary.</p><p></p>
Hollister Powersports
Hollister, CA
2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke DARK HORSE in Fresno, CA
$22,999

Used 2019 Indian Motorcycle® Cruiser

Chieftain Dark Horse® White Smoke DARK HORSE
Stock # 3378831
2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke, 2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke <p><strong>Features may include:</strong></p><strong>Streamlined, Blacked-Out Style. Top-Of-The-Line Amenities.</strong><p>Pairing a new, streamlined look with fully blacked-out style and modern technology, the Chieftain Dark Horse features a 19" contrast-cut wheel, the industry-leading Ride Command® touchscreen display, a 100-watt premium audio system and the remarkable power of the Thunder Stroke® 111 V-Twin engine. Now with three selectable Ride Modes and Rear Cylinder Deactivation for customizable performance and enhanced comfort.</p><ul><li>Change Is Good When It Looks Like This</li></ul><p>This bagger's streamlined look matches its impressive performance capabilities. It's powerful, loud and loaded with ride-enhancing technology.</p><ul><li>Aggressive Styling</li></ul><p>A restyled fairing, slammed saddlebags and a gunfighter seat deliver a streamlined, commanding presence.</p><ul><li>Gloss Black Highlights</li></ul><p>Gloss black finishes complement the fully blacked-out engine for a premium look.</p><ul><li>Modern And Mean</li></ul><p>LED lighting from nose to tail and a lowered stance complete the custom-inspired look.</p><ul><li>Designed To Perform</li></ul><p>The Chieftain Dark Horse combines superior power and agile handling to deliver a confident, high-performance ride.</p><ul><li>Thunder Stroke® 111 V-Twin Engine</li></ul><p>The blacked-out Thunder Stroke® 111 engine produces 119 ft-lbs of torque for exceptional power at low RPM and a responsive ride at any speed.</p><ul><li>Agile Handling And Control</li></ul><p>Combines outstanding steering geometry and a lightweight cast aluminum frame to provide responsive handling and agile cornering.</p><ul><li>Lightweight Frame</li></ul><p>A strong, expertly designed cast aluminum frame provides confidence-inspiring stability and easy handling at all speeds.</p><ul><li>Modern Technology</li></ul><p>A full suite of included technology adds customization and comfort to every ride.</p><ul><li>Premium Audio</li></ul><p>High-output speakers in the fairing deliver 100-watts of crystal-clear audio. Featuring a dynamic equalizer that automatically adjusts for road, wind and engine noise.</p><ul><li>Modern Amenities</li></ul><p>The Chieftain Dark Horse comes standard with keyless ignition, cruise control, ABS and tire pressure monitoring.</p><ul><li>Power Windshield</li></ul><p>A push-button power windshield allows you to easily change the height. Keep it low for wind in your face or raise it up to cruise in comfort.</p><ul><li>Control Your Ride With Ride Command®</li></ul><p>With the industry-leading Ride Command® system, you control every aspect of your ride on a glove-compatible touchscreen with an easy-to-use interface, customizable vehicle information screens and two-finger pinch-to-zoom.</p><ul><li>All-New Ride Modes</li></ul><p>No
Herwaldt Motorsports
Fresno, CA
2017 Indian Motorcycle® Chieftain® Limited Thunder Black LIMITED in Fresno, CA
$14,995

Used 2017 Indian Motorcycle® Touring

Chieftain® Limited Thunder Black LIMITED
Stock # 3355512
2017 Indian Motorcycle® Chieftain® Limited Thunder Black, 2017 Indian Motorcycles® Chieftain® Limited Thunder Black <strong>WHAT FOLLOWS IS YOUR LEGEND</strong><p>There’s one in every pack. At the front. Make way for the Indian Chieftain Limited. Others step aside when they see you rolling down the street with its sawed-off open front fender, which offers a subtle nod to Indian Motorcycle’s open fenders of the 1920s and 1930s. The 19” contrast cut wheel ups the style even further. Now the only question is where will you lead them?</p>
Herwaldt Motorsports
Fresno, CA
2018 Indian CHIEFTAIN CLASSIC CLASSIC in Rancho Cordova, CA
$15,999

Used 2018 Indian Cruiser

CHIEFTAIN CLASSIC CLASSIC
Stock # 6089
<p><strong>Features may include:</strong></p><ul><li>Thunder Stroke 111 V-Twin Engine</li></ul><p>Powered by the award-winning Thunder Stroke 111, delivering 119 ft-lbs of torque.</p><ul><li>Engineered for Handling & Control</li></ul><p>Outstanding steering geometry for responsive handling. ABS brakes for full control.</p><ul><li>Cast Aluminum Frame</li></ul><p>Lightweight and exceptionally strong for confidence-inspiring stability and handling.</p><ul><li>Remote Locking Hard Saddlebags</li></ul><p>Protect your cargo in spacious, convenient remote-locking hard saddlebags with weatherproof seals.</p><ul><li>Smooth Operation</li></ul><p>The Chieftain Classic is equipped with a 6-speed transmission for rapid acceleration and smooth highway cruising.</p><ul><li>Superior Functionality</li></ul><p>Ride Command®, cruise control, push-button power windshield, and internally wired handlebars for a clean look.</p><ul><li>Fairing Design Inspiration</li></ul><p>Fairing design inspired by the sleek and powerful streamliner locomotives of the 1950s.</p><ul><li>Premium Chrome Finishes</li></ul><p>Chrome highway bars and the iconic illuminated headdress that has graced every front fender since 1947.</p><ul><li>Valanced Front Fender with 16” Wheel</li></ul><p>The Chieftain Classic features the iconic Indian Motorcycle valanced front fender and 16” wheel.</p><ul><li>The Indian Motorcycle Ride Command System</li></ul><p>7” touchscreen for directions, Bluetooth® audio, points of interest, vehicle status, and a whole lot more.</p><ul><li>Premium 100 Watt Audio System</li></ul><p>Integrated audio system delivering premium sound from dual high-output fairing speakers.</p><ul><li>Keyless Ignition</li></ul><p>Keyless ignition via proximity fob or personal security code. Never fumble for your key again.</p>
Superbike Showroom
Rancho Cordova, CA
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