1999 or Newer Indian® Motorcycle Chief Motorcycles for Sale

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2025 Indian® Motorcycle

Chieftain

Worcester, MA (1,154 miles away)

31,749

2025 Indian® Motorcycle

Chieftain

Worcester, MA (1,154 miles away)

31,749

2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Carlisle, PA (897 miles away)

6 mi • 31,999

2025 Indian® Motorcycle

Chieftain PowerPlus Limited 112

Columbia, MO (957 miles away)

0 mi • 32,749

2025 Indian® Motorcycle

Chieftain

Worcester, MA (1,154 miles away)

32,749

2025 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Sturgis, SD (1,633 miles away)

1 mi • 33,499

2025 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Sturgis, SD (1,633 miles away)

10 mi • 33,499
Low Mileage

2004 Indian® Motorcycle

Chief Roadmaster

Andover, NJ (997 miles away)

2K mi • 34,999

2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse

Worcester, MA (1,154 miles away)

35,999

2021 Indian® Motorcycle

Chieftain Dark Horse

Sturgis, SD (1,633 miles away)

37,995

2020 Indian® Motorcycle

Chieftain Dark Horse

Columbia, MO (957 miles away)

20K mi Call for Price

2026 Indian® Motorcycle

Chief

Worcester, MA (1,154 miles away)

Call for Price

2017 Indian® Motorcycle

Chieftain® Limited

Sturgis, SD (1,633 miles away)

34K mi Call for Price

2018 Indian® Motorcycle

Chieftain® Dark Horse®

Burlington, NC (587 miles away)

13K mi Call for Price

2021 Indian® Motorcycle

Chieftain Dark Horse

Burlington, NC (587 miles away)

25K mi Call for Price

2019 Indian® Motorcycle

Chieftain®

Sturgis, SD (1,633 miles away)

13K mi Call for Price

2014 Indian® Motorcycle

Chieftain®

Sturgis, SD (1,633 miles away)

38K mi Call for Price

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