We are currently experiencing very high demand, and some inventory shortages. Be sure to contact our Sellers to confirm availability.

Sell

Search
Done
Premium
Nearest
Recent
High $
Low $
Newest
Oldest
Loading your results...
Featured See All
Matches 1 - 25 of 353
Premium
2020 Indian Chieftain Dark Horse ABS in White Plains, NY 2020 Indian Chieftain Dark Horse ABS in White Plains, NY
 5
 1
 5
 1

$27,999

This bagger's streamlined look matches its impressive performance capabilities. It's powerful, loud, and loaded with ride-enhancing technology....
Indian Motorcycle of White Plains
White Plains, NY - 239 mi. away
Premium
2019 Indian CHIEFTAIN DARK HORSE in Erie, PA 2019 Indian CHIEFTAIN DARK HORSE in Erie, PA
 6
Stock Number: PM1339
 6

$27,499

Change Is Good When It Looks Like This: This bagger's streamlined look matches its impressive performance capabilities. It's powerful, loud and loade...
Off-Road Express Route 8
Erie, PA - 248 mi. away
Off-Road Express Route 8
Erie, PA - 248 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Brookfield, CT
 1
 1
Stock Number: N200026
No Price Listed Request Price

Call for price

7 miles
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke Features...
Brookfield Indian Motorcycle
Brookfield, CT - 273 mi. away
Premium
2018 Indian Chieftain Dark Horse in Rochester, NY 2018 Indian Chieftain Dark Horse in Rochester, NY
 23
 2
 1
Stock Number: M1584
 23
 2
 1

$24,999

182 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 ...
Cortese Cycle Sales LLC
Rochester, NY - 280 mi. away
Cortese Cycle Sales LLC
Rochester, NY - 280 mi. away
Premium
2021 Indian Chieftain® Dark Horse® in Bristol, VA 2021 Indian Chieftain® Dark Horse® in Bristol, VA
 17
 1
Stock Number: IND393297
 17
 1

$28,749

Friendship Motorsports
Bristol, VA - 305 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke in Lowell, NC
 1
 1
 1
 1

$28,749

2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke, 2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke Features may inclu...
Indian Motorcycle Charlotte
Lowell, NC - 327 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke in Lowell, NC
 1
 1
 1
 1

$28,749

2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke, 2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke Features may include: MAD...
Indian Motorcycle Charlotte
Lowell, NC - 327 mi. away
Premium
2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke in Derry, NH 2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke in Derry, NH
 8
 1
Stock Number: 379687-C
 8
 1
SPECIAL

$24,999

SPECIAL
1,361 miles
2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke, 2019 Indian Motorcycle® Chieftain Dark Horse® White Smoke Features may include: Strea...
Monarch Motorsports
Derry, NH - 419 mi. away
Monarch Motorsports
Derry, NH - 419 mi. away
Premium
2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke in Lafayette, IN 2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke in Lafayette, IN
 12
 1
Stock Number: IN1433
 12
 1

$26,749

5 miles
2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke, 2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke Features may...
Indian Motorcycle of Lafayette
Lafayette, IN - 502 mi. away
Indian Motorcycle of Lafayette
Lafayette, IN - 502 mi. away
Premium
2020 Indian Chieftain® Dark Horse® in Savannah, GA 2020 Indian Chieftain® Dark Horse® in Savannah, GA
 5
 1
Stock Number: IND391113
 5
 1

$25,995

10 miles
Indian Motorcycles of Savannah
Savannah, GA - 530 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke in Macon, GA
 1
 1
Stock Number: IC1234
 1
 1

$28,749

2020 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke, 2020 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke Features may inclu...
Capitol Cycle Co
Macon, GA - 550 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Macon, GA
 1
 1
Stock Number: IC1234
 1
 1

$27,999

2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke Features...
Capitol Cycle Co
Macon, GA - 550 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Charleston, IL 2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Charleston, IL
 24
 1
 1
Stock Number: I392874
 24
 1
 1

$27,999

2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, Make sure and ask about our Warranty Forever on this motorcycle, only available...
Indian Motorcycle Central Illinois
Charleston, IL - 571 mi. away
Indian Motorcycle Central Illinois Video chat with this dealer
Charleston, IL - 571 mi. away
Premium
2018 Indian Motorcycle® Chieftain® Dark Horse® ABS Thunder Black Smoke in Big Bend, WI 2018 Indian Motorcycle® Chieftain® Dark Horse® ABS Thunder Black Smoke in Big Bend, WI
 26
 1
 1
Stock Number: 368252
 26
 1
 1

$20,999

2,987 miles
2018 Indian Motorcycle® Chieftain® Dark Horse® ABS Thunder Black Smoke, ONLY 2987 MILES, 1-OWNER, UPGRADED INDIAN EXHAUST, UPGRADED HANDLEBARS, LED...
Road Track And Trail
Big Bend, WI - 618 mi. away
Road Track And Trail
Big Bend, WI - 618 mi. away
Premium
2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke in West Bend, WI 2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke in West Bend, WI
 10
 1
Stock Number: M4740
No Price Listed Request Price

Call for price

3,724 miles
2019 Indian Motorcycle® Chieftain Dark Horse® Thunder Black Smoke, HUGE SAVINGS ON THESE NEW LEFT OVERS THESE MAY HAVE SLIGHT COSMETIC IMPERFECTIONS...
Fuel Powersports
West Bend, WI - 631 mi. away
Fuel Powersports
West Bend, WI - 631 mi. away
Premium
2020 Indian Chieftain® Dark Horse® in O Fallon, IL 2020 Indian Chieftain® Dark Horse® in O Fallon, IL
 23
 1
Stock Number: I382462
 23
 1

$25,943

MetroEast Motorsports
O Fallon, IL - 667 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Icon Stealth Gray in Madison, WI 2021 Indian Motorcycle® Chieftain® Dark Horse® Icon Stealth Gray in Madison, WI
 22
 1
 1
Stock Number: IM392892
 22
 1
 1

$29,749

2021 Indian Motorcycle® Chieftain® Dark Horse® Icon Stealth Gray, DSRP $30,744 includes Freight and Setup Fees 2021 Indian Motorcycle® Chieftain...
Engelhart Center
Madison, WI - 678 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in St. Charles, MO
 1
 1
 1
Stock Number: 394230
 1
 1
 1
No Price Listed Request Price

Call for price

1 miles
2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, 2021 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke Features...
Big St Charles Motorsports
St. Charles, MO - 696 mi. away
Premium
2019 Indian Motorcycle® Chieftain Dark Horse® Bronze Smoke in Ocala, FL 2019 Indian Motorcycle® Chieftain Dark Horse® Bronze Smoke in Ocala, FL
 72
 1
 1
Stock Number: IN369157A
 72
 1
 1

$27,499

9,524 miles
2019 Indian Motorcycle® Chieftain Dark Horse® Bronze Smoke, 2019 Indian Motorcycle® Chieftain Dark Horse® Bronze Smoke Features may include: Str...
RideNow Ocala
Ocala, FL - 728 mi. away
Premium
2020 Indian Motorcycle Chieftain Dark Horse Thunder Black Smoke in Orlando, FL 2020 Indian Motorcycle Chieftain Dark Horse Thunder Black Smoke in Orlando, FL
 2
 1
 1
Stock Number: EI20092
 2
 1
 1
1M Mile Warranty

$26,999

1M Mile Warranty
2020 Indian Motorcycle Chieftain Dark Horse Thunder Black Smoke,
iMotorsports Orlando
Orlando, FL - 759 mi. away
iMotorsports Orlando
Orlando, FL - 759 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke in Columbia, MO
 1
 1
Stock Number: IM0704
 1
 1

$28,749

5 miles
2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke, 2021 Indian Motorcycle® Chieftain® Dark Horse® Titanium Smoke Features may inclu...
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Premium
2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke in Columbia, MO 2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke in Columbia, MO
 17
 1
Stock Number: IM0706
 17
 1

$28,749

5 miles
2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke, 2021 Indian Motorcycle® Chieftain® Dark Horse® Ruby Smoke Features may include: MAD...
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Columbia, MO 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Columbia, MO
 22
 1
Stock Number: IM0600
 22
 1

$27,999

7 miles
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke Features...
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Premium
2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Columbia, MO 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke in Columbia, MO
 17
 1
Stock Number: IM0674
 17
 1

$27,999

2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke, 2020 Indian Motorcycle® Chieftain® Dark Horse® Thunder Black Smoke Features...
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Head Indian Motorcycle
Columbia, MO - 793 mi. away
Premium
2020 Indian Chieftain® Dark Horse® in Ottumwa, IA 2020 Indian Chieftain® Dark Horse® in Ottumwa, IA
 12
 1
 1
Stock Number: IND382193
 12
 1
 1

$27,749*

As low as 2.89% for 66 months + $1,000 TRADE IN BONUS!
R/J Performance
Ottumwa, IA - 795 mi. away
*Payment shown without Tax; Title or Registration. Shown with $0 down and pending approved credit.
Disclaimers

Cycle Trader Disclaimer: The information provided for each listing is supplied by the seller and/or other third parties. CycleTrader.com is not responsible for the accuracy of the information. Please refer to the Cycle Trader Terms of Use for further information.

Download Our App
image loading image loading

Find Motorcycles For Sale

Browse Motorcycles. View our entire inventory of New or Used Motorcycles. CycleTrader.com always has the largest selection of New or Used Motorcycles for sale anywhere.