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Matches 1 - 25 of 66
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2017 Indian CHIEFTAIN CLASSIC in Winston Salem, NC 2017 Indian CHIEFTAIN CLASSIC in Winston Salem, NC
 10
 10
Reduced
2017 Indian Chieftain classic. Bought new in September 2017. 111 ci Thunderstroke engine, fuel injection, 6 speed with ABS. Power adjustable up, down ...
Private Seller
Winston Salem, NC - 255 mi. away
Private Seller
Winston Salem, NC - 255 mi. away
Premium
2019 Indian CHIEFTAIN CLASSIC in Dorset, VT 2019 Indian CHIEFTAIN CLASSIC in Dorset, VT
 8
 8
Make Offer

$18,200

Make Offer
2,400 miles
Cheiftan classic V Twin. Great motorcycle that has been garage kept and barely ridden due to back injury. Basically brand new! Over $2000 in extras. ...
Private Seller
Dorset, VT - 371 mi. away
Private Seller
Dorset, VT - 371 mi. away
Premium
2019 Indian CHIEFTAIN in Pooler, GA 2019 Indian CHIEFTAIN in Pooler, GA
 7
 7
1,183 miles
2019 Indian Chieftain vintage  Garage kept and is in great condition
Private Seller
Pooler, GA - 522 mi. away
Private Seller
Pooler, GA - 522 mi. away
Premium
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
Premium
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
Premium
2017 Indian CHIEFTAIN DARK HORSE in Killeen, TX 2017 Indian CHIEFTAIN DARK HORSE in Killeen, TX
 16
 16
Negotiable

$16,995

Negotiable
20,000 miles
All maintenance completed on time and at Indian dealership. REMOTE-LOCKABLE HARD SADDLEBAGS: Your cargo is cargo protected inside convenient, spacious...
Private Seller
Killeen, TX - 1,266 mi. away
Private Seller
Killeen, TX - 1,266 mi. away
Premium
2014 Indian CHIEFTAIN in Corpus Christi, TX 2014 Indian CHIEFTAIN in Corpus Christi, TX
 21
 21
Negotiable

$22,000

Negotiable
18,643 miles
Only one of it's kind limited edition Chieftain Vintage #1851 of 1901. This bike is a complete head turner and show stopper. You will never see anothe...
Private Seller
Corpus Christi, TX - 1,388 mi. away
Private Seller
Corpus Christi, TX - 1,388 mi. away
2019 Indian Motorcycle® Chieftain® Classic Thunder Black in Belleville, NJ
 5
 1
 1
Stock Number: U375911
 5
 1
 1

$22,499

2,960 miles
2019 Indian Motorcycle® Chieftain® Classic Thunder Black, 2019 Indian Motorcycle® Chieftain® Classic Thunder Black Know where you're going, but do...
Motorcycle Mall
Belleville, NJ - 214 mi. away
Motorcycle Mall
Belleville, NJ - 214 mi. away
2019 Indian Chieftain® Classic ABS in Mineral Wells, WV
 10
 1
Stock Number: 2442-U
No Price Listed Request Price

Call for price

2,750 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...
All Seasons Powersports
Mineral Wells, WV - 216 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
2017 Indian CHIEFTAIN in Peninsula, OH
 10
 1
Stock Number: 44086
 10
 1

$17,488

12,149 miles
2017 INDIAN CHIEFTAIN, Used 2017 Indian Chieftain motorcycle for sale in Cuyahoga Falls, Ohio with 12,149 Miles. This pre-owned Indian Chieftain offer...
State 8 Motorcycles
Peninsula, OH - 262 mi. away
State 8 Motorcycles
Peninsula, OH - 262 mi. away
2018 Indian Chieftain Limited in Rochester, NY
 26
 1
 1
Stock Number: M1673
 26
 1
 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
2015 Indian CHIEFTAIN in Elyria, OH
 10
 1
 1
Stock Number: 319335
 10
 1
 1

$14,000

Get Quote
2015 INDIAN CHIEFTAIN,
Johnny K's Power Sports of Cleveland
Elyria, OH - 292 mi. away
Johnny K's Power Sports of Cleveland Video chat with this dealer
Elyria, OH - 292 mi. away
2017 Indian CHIEFTAIN LIMITED in Westerville, OH
 28
 1
Stock Number: 17U354711
5,686 miles
2017 INDIAN CHIEFTAIN LIMITED, PRICE DOES NOT INCLUDE $249.00 DOC FEE, TAX, TITLE, LICENSE There’s one in every pack. At the front. Make way for ...
Pony Powersports Group
Westerville, OH - 298 mi. away
2019 Indian Motorcycle® Chieftain® Classic Thunder Black in Concord, NC
 14
 1
Stock Number: UIN371542R
 14
 1
NOW AVAILABLE!!
Make An Offer

$22,999

NOW AVAILABLE!!
Make An Offer
5,383 miles
2019 Indian Motorcycle® Chieftain® Classic Thunder Black, NOW AVAILABLE!!! Pricing may exclude any added parts, accessories or installation- unless ...
RideNow Concord & Indian Motorcycle Concord
Concord, NC - 304 mi. away
RideNow Concord & Indian Motorcycle Concord Video chat with this dealer
Concord, NC - 304 mi. away
2018 Indian Motorcycle® Chieftain® Classic ABS Star Silver Smoke in Concord, NC
 17
 1
Stock Number: UIN360596
 17
 1
NEW ARRIVAL!!!

$24,499

NEW ARRIVAL!!!
392 miles
2018 Indian Motorcycle® Chieftain® Classic ABS Star Silver Smoke, NOW AVAILABLE!!! Pricing may exclude any added parts, accessories or installation-...
RideNow Concord & Indian Motorcycle Concord
Concord, NC - 304 mi. away
RideNow Concord & Indian Motorcycle Concord Video chat with this dealer
Concord, NC - 304 mi. away
2018 Indian CHIEFTAIN DARK HORSE in Worcester, MA
 19
 1
Stock Number: CU456
 19
 1

$23,950

2,663 miles
2018 INDIAN CHIEFTAIN DARK HORSE, DRIVERS BACKRESTFRINGED GRIP COVERSREAR SADDLEBAG GUARDS W/HELMET LOCKLUGGAGE RACKHIWAY PEGSFLARED TOURING WINDSHIEL...
Wagner Motorsports
Worcester, MA - 373 mi. away
2019 Indian Chieftain Classic in Walton, KY
 1
 1
Stock Number: 0429
 1
 1
Sale Pending
Make An Offer

$24,999

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, THUNDER BLACK, 49ST in Foxboro, MA
 6
 1
Stock Number: R369811

$21,995

Get Quote
10,975 miles
2019 INDIAN CHIEFTAIN CLASSIC, THUNDER BLACK, 49ST,
MOMS Foxboro
Foxboro, MA - 388 mi. away
2019 Indian CHIEFTAIN CLASSIC in Foxboro, MA
 6
 1
Stock Number: 370258

$23,495

Get Quote
4,137 miles
2019 INDIAN CHIEFTAIN CLASSIC, PASS BACK REST STAGE 1 AIR FILTER CLEAN
MOMS Foxboro
Foxboro, MA - 388 mi. away
2018 Indian CHIEFTAIN CLASSIC in Revere, MA
 25
Stock Number: 368962

$20,999

Get Quote
7,949 miles
2018 INDIAN CHIEFTAIN CLASSIC, tassels, low miles, navigation
MOMS Boston
Revere, MA - 412 mi. away
2019 Indian CHIEFTAIN CLASSIC in Manchester, NH
 12
Stock Number: 374796

$25,499

Get Quote
2019 INDIAN CHIEFTAIN CLASSIC,
MOMS Manchester
Manchester, NH - 414 mi. away
2017 Indian CHIEFTAIN in Manchester, NH
 13
Stock Number: 345550

$19,495

Get Quote
26,564 miles
2017 INDIAN CHIEFTAIN,
MOMS Manchester
Manchester, NH - 414 mi. away
2016 Indian CHIEFTAIN, SILVER SMOKE, 49S in Manchester, NH
 10
Stock Number: 341266

$17,495

Get Quote
11,047 miles
2016 INDIAN CHIEFTAIN, SILVER SMOKE, 49S,
MOMS Manchester
Manchester, NH - 414 mi. away
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