Indian® Motorcycle Chieftain Motorcycles for Sale

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2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse

Sturgis, SD

1 mi • 29,749

2025 Indian® Motorcycle

Chieftain Limited

Sturgis, SD

1 mi • 29,749

2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse

Worcester, MA

29,749

2025 Indian® Motorcycle

Chieftain

Worcester, MA

30,499

2025 Indian® Motorcycle

Chieftain Limited

Sturgis, SD

1 mi • 30,999

2025 Indian® Motorcycle

Chieftain

Worcester, MA

31,749

2025 Indian® Motorcycle

Chieftain

Worcester, MA

31,749

2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Carlisle, PA

6 mi • 31,999

2025 Indian® Motorcycle

Chieftain PowerPlus Limited 112

Columbia, MO

0 mi • 32,749

2025 Indian® Motorcycle

Chieftain

Worcester, MA

32,749

2025 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Sturgis, SD

1 mi • 33,499

2025 Indian® Motorcycle

Chieftain PowerPlus Dark Horse 112

Sturgis, SD

10 mi • 33,499

2026 Indian® Motorcycle

Chieftain PowerPlus Dark Horse

Worcester, MA

35,999

2021 Indian® Motorcycle

Chieftain Dark Horse

Sturgis, SD

37,995

2020 Indian® Motorcycle

Chieftain Dark Horse

Columbia, MO

20K mi Call for Price

2017 Indian® Motorcycle

Chieftain® Limited

Sturgis, SD

34K mi Call for Price

2018 Indian® Motorcycle

Chieftain® Dark Horse®

Burlington, NC

13K mi Call for Price

2021 Indian® Motorcycle

Chieftain Dark Horse

Burlington, NC

25K mi Call for Price

2019 Indian® Motorcycle

Chieftain®

Sturgis, SD

13K mi Call for Price

2014 Indian® Motorcycle

Chieftain®

Sturgis, SD

38K mi Call for Price

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