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2019 Indian Indian Chieftain Classic in Lebanon, PA 2019 Indian Indian Chieftain Classic in Lebanon, PA
 8
 1
Stock Number: 377701
 8
 1

$22,995

2,068 miles
2019 Indian Indian Chieftain Classic, A Ride That Stands The Test Of Time: The classically styled Chieftain Classic delivers an unforgettable look and...
White’s Harley-Davidson, Vanderhall & American LandMaster
Lebanon, PA - 104 mi. away
White’s Harley-Davidson, Vanderhall & American LandMaster
Lebanon, PA - 104 mi. away
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2019 Indian Motorcycle® Chieftain® Classic Deep Water Metallic / Dirt Track Ta in Dunmore, PA 2019 Indian Motorcycle® Chieftain® Classic Deep Water Metallic / Dirt Track Ta in Dunmore, PA
 12
Stock Number: I81584
 12

$27,499

2019 Indian Motorcycle® Chieftain® Classic Deep Water Metallic / Dirt Track Tan, DOES NOT INCLUDE PREP AND FREIGHT CHARGE 2019 Indian Motorcycle® ...
North American Warhorse
Dunmore, PA - 193 mi. away
North American Warhorse
Dunmore, PA - 193 mi. away
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2017 Indian CHIEFTAIN CLASSIC in Winston Salem, NC 2017 Indian CHIEFTAIN CLASSIC in Winston Salem, NC
 18
 18
2017 Indian Chieftain Classic. Bought new in September 2017.111 CI Thunderstroke engine. Wildfire red on thunder black.Adjustable windshield, 7 inch t...
Private Seller
Winston Salem, NC - 255 mi. away
Private Seller
Winston Salem, NC - 255 mi. away
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2018 Indian Motorcycle® Chieftain® Classic ABS Red in Coldwater, MI 2018 Indian Motorcycle® Chieftain® Classic ABS Red in Coldwater, MI
 9
 1
 1
Stock Number: 26378
 9
 1
 1
Make An Offer
10,770 miles
2018 Indian Motorcycle® Chieftain® Classic ABS Red, Premium Features with Classic look 2018 Indian Motorcycle® Chieftain® Classic ABS Red Classic...
Planet Powersports
Coldwater, MI - 442 mi. away
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2018 Indian CHIEFTAIN CLASSIC in Columbia City, IN 2018 Indian CHIEFTAIN CLASSIC in Columbia City, IN
 15
 15
OBO
Note*** This is a Chieftain Classic. One owner, like new, Low mileage at 2555miles. Color is Indian Red ThunderStroke 111, six speed transmission, ele...
Private Seller
Columbia City, IN - 446 mi. away
Private Seller
Columbia City, IN - 446 mi. away
Premium
2019 Indian Chieftain® Classic Icon Series in Muskego, WI 2019 Indian Chieftain® Classic Icon Series in Muskego, WI
 22
 1
Stock Number: IND379460
 22
 1

$20,999*

6,803 miles
Know where you're going, but don't forget where you came from.The Chieftain Classic combines iconic Indian design, premium riding amenities, and unmat...
Indian Motorcycle of Metro Milwaukee
Muskego, WI - 614 mi. away
Indian Motorcycle of Metro Milwaukee
Muskego, WI - 614 mi. away
*Plus $125 Reconditioning
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2019 Indian Motorcycle® Chieftain® Classic Icon Series Patriot Red Pearl in Lakeland, FL 2019 Indian Motorcycle® Chieftain® Classic Icon Series Patriot Red Pearl in Lakeland, FL
 16
 1
 1
Stock Number: U81044
 16
 1
 1
Make An Offer
22,894 miles
2019 Indian Motorcycle® Chieftain® Classic Icon Series Patriot Red Pearl, 2019 Indian Motorcycle® Chieftain® Classic Icon Series Patriot Red Pearl...
Sky Powersports Lakeland
Lakeland, FL - 798 mi. away
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2020 Indian Chieftain Classic Deep Water Metallic/Dirt Track Tan in Hobe Sound, FL 2020 Indian Chieftain Classic Deep Water Metallic/Dirt Track Tan in Hobe Sound, FL
 5
 1
 5
 1

$27,499

Features may include:LEAVES AN IMPRESSION, ON YOU AND THE ROAD.The classically styled Chieftain Classic delivers an unforgettable look and ride, pairi...
Broward Motorsports Treasure Coast
Hobe Sound, FL - 842 mi. away
Broward Motorsports Treasure Coast
Hobe Sound, FL - 842 mi. away
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2014 Indian CHIEFTAIN CLASSIC in Okeechobee, FL 2014 Indian CHIEFTAIN CLASSIC in Okeechobee, FL
 24
 1
 24
 1
15,200 miles
This bike has been very very well maintained, I have kept this bike in a air conditioned, humidity controlled garage, it has no pitting or corrosion a...
Private Seller
Okeechobee, FL - 849 mi. away
Private Seller
Okeechobee, FL - 849 mi. away
Premium
2018 Indian CHIEF CLASSIC in 2018 Indian CHIEF CLASSIC in
 23
 1
 1
Stock Number: 18IN21-5565
 23
 1
 1
No Dealer Fees; N...

$14,500

No Dealer Fees; N...
1,233 miles
Our Price: $14,500(No Dealer Fees, No Negotiating, No BS) 2018 Indian Chief Vintage  Motor: 1,818cc  Frame: Touring Transmission: 6-speed  Mileag...
Reaper Cycles
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2019 Indian CHIEFTAIN CLASSIC in Plano, TX 2019 Indian CHIEFTAIN CLASSIC in Plano, TX
 9
 9
Reduced
The bike is like new, with only 1708 miles. Factory warranty is good through 9-27-2021. Annual oil change done last week. State of the art technology ...
Private Seller
Plano, TX - 1,153 mi. away
Private Seller
Plano, TX - 1,153 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Classic Deep Water Metallic/Dirt Track Tan in Bremerton, WA 2020 Indian Motorcycle® Chieftain® Classic Deep Water Metallic/Dirt Track Tan in Bremerton, WA
 5
 1
Stock Number: 377640
 5
 1

$25,499

10 miles
2020 Indian Motorcycle® Chieftain® Classic Deep Water Metallic/Dirt Track Tan, 2020 Indian Motorcycle® Chieftain® Classic Deep Water Metallic/Dirt...
Brothers Powersports
Bremerton, WA - 2,318 mi. away
Brothers Powersports
Bremerton, WA - 2,318 mi. away
2018 Indian Motorcycle® Chieftain® Classic ABS Red in Hagerstown, MD
 9
 1
Stock Number: UI0750
2,570 miles
2018 Indian Motorcycle® Chieftain® Classic ABS Red, Very low mileage...serviced and ready to ride! 2018 Indian Motorcycle® Chieftain® Classic ABS...
Twigg Cycles, Inc
Hagerstown, MD - 43 mi. away
Hagerstown, MD - 43 mi. away
2019 Indian Chieftain® Classic Icon Series in Wilmington, DE
 22
 1
Stock Number: IND372084
 22
 1

$27,995

5,071 miles
Know where you're going, but don't forget where you came from.The Chieftain Classic combines iconic Indian design, premium riding amenities, and unmat...
Indian Motorcycle of Wilmington
Wilmington, DE - 109 mi. away
Indian Motorcycle of Wilmington
Wilmington, DE - 109 mi. away
2018 Indian Chieftain® Classic in Duncansville, PA
 5
 1
Stock Number: 336198
21,956 miles
CLASSIC STYLE MEETS MODERN TECHNOLOGYMake a bold statement on this classically-styled hard bagger. A valanced front fender with an illuminated headdre...
Roundhouse Powersports
Duncansville, PA - 109 mi. away
Roundhouse Powersports Video chat with this dealer
Duncansville, PA - 109 mi. away
2018 Indian Indian Chieftain Dark Horse in Charleston, WV
 25
Stock Number: 1366
 25

$21,995

9,804 miles
2018 INDIAN Indian Chieftain Dark Horse, Dark To The Very Core; ; Dripping with matte-black finishes from nose to tail, the Chieftain® Dark Horse...
Blizzard's Custom Cycle
Charleston, WV - 234 mi. away
Blizzard's Custom Cycle
Charleston, WV - 234 mi. away
2016 Indian CHIEFTAIN CLASSIC in Stoney Point, NY
 2
 2
21,000 miles
Garage kept, new tires, new batteries, new plugs, airfilter. 21000 miles...
Private Seller
Stoney Point, NY - 237 mi. away
Private Seller
Stoney Point, NY - 237 mi. away
2020 Indian Chieftain Classic ABS in White Plains, NY
 5
 1
 5
 1

$25,999

The classically styled Chieftain Classic delivers an unforgettable look and ride, pairing the impressive power of the Thunder Stroke 111 V-Twin engine...
Indian Motorcycle of White Plains
White Plains, NY - 239 mi. away
Indian Motorcycle of White Plains Video chat with this dealer
White Plains, NY - 239 mi. away
2020 Indian Chieftain Classic ABS in White Plains, NY
 5
 1
 5
 1

$27,499

The classically styled Chieftain Classic delivers an unforgettable look and ride, pairing the impressive power of the Thunder Stroke 111 V-Twin engine...
Indian Motorcycle of White Plains
White Plains, NY - 239 mi. away
Indian Motorcycle of White Plains Video chat with this dealer
White Plains, NY - 239 mi. away
2018 Indian Chieftain Limited in Rochester, NY
 26
 2
 1
Stock Number: M1673
 26
 2
 1

$23,999

11,746 miles
2018 INDIAN Chieftain Limited, Engine Guard with highway pegs, Sissy Bar with Passenger Pad, Rider Backrest Legends Aren't Given. They're Earn...
Cortese Cycle Sales LLC
Rochester, NY - 280 mi. away
Cortese Cycle Sales LLC
Rochester, NY - 280 mi. away
2020 Indian CHIEFTAIN in Testing City, VT
Make Offer

$55,000

Make Offer
beautiful and mostly new bike
Private Seller
Testing City, VT - 320 mi. away
Private Seller
Testing City, VT - 320 mi. away
2018 Indian CHIEFTAIN DARK HORSE in Worcester, MA
 7
 1
Stock Number: CU456
 7
 1

$24,299

2,663 miles
2018 INDIAN CHIEFTAIN DARK HORSE, Dark To The Very Core; ; Dripping with matte-black finishes from nose to tail, the Chieftain® Dark Horse® is a ...
Wagner Motorsports
Worcester, MA - 373 mi. away
Worcester, MA - 373 mi. away
2018 Indian CHIEFTAIN in Worcester, MA
 7
 1
Stock Number: CU455
2,103 miles
2018 INDIAN CHIEFTAIN, DRIVERS BACKREST, QUICK RELEASE PASSENGER BACKREST & PAD, PASSENGER FLOORBOARDS, FRONT ENGINE GUARD, HIWAY PEGS, LIKE NEW AND R...
Wagner Motorsports
Worcester, MA - 373 mi. away
Worcester, MA - 373 mi. away
2019 Indian Chieftain Classic in Walton, KY
 1
 1
Stock Number: 0429
 1
 1
Sale Pending
Make An Offer

$25,499

Sale Pending
Make An Offer
3,314 miles
2019 Indian Chieftain Classic,   A Ride That Stands The Test Of Time   The classically styled Chieftain Classic delivers an unforgettable look and r...
Indian Motorcycle of Northern Kentucky
Walton, KY - 383 mi. away
Indian Motorcycle of Northern Kentucky Video chat with this dealer
Walton, KY - 383 mi. away
2019 Indian CHIEFTAIN CLASSIC in Foxboro, MA
 13
 1
Stock Number: 379055
 13
 1

$25,499

Get Quote
10 miles
2019 INDIAN CHIEFTAIN CLASSIC,
MOMS Foxboro
Foxboro, MA - 388 mi. away
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