- Touring Motorcycles (49)
- Cruiser Motorcycles (24)
- Cruiser (16)
Indian Chieftain motorcycles for sale in Florida
1-15 of 217
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse 112 w/PowerBand Ghost White Metallic Smoke
$33,499
Lakeland, Florida
Year 2025
Make Indian Motorcycle
Model Chieftain PowerPlus Dark Horse 112 W/PowerBand Ghost White Metallic Smoke
Category Cruiser
Engine -
Posted Over 1 Month
2019 Indian Motorcycle Chieftain Limited Dark Walnut
$18,999
Lakeland, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse w/PowerBand Audio Blue Dusk
$30,499
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse 112 w/PowerBand Black Smoke
$32,749
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse 112 w/PowerBand Ghost White Metallic Smoke
$33,499
Sanford, Florida
Year 2025
Make Indian Motorcycle
Model Chieftain PowerPlus Dark Horse 112 W/PowerBand Ghost White Metallic Smoke
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse Blue Dusk
$29,249
Lakeland, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Limited 112 Black Metallic
$30,499
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain Limited w/PowerBand Audio Sunset Red Metallic
$30,999
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain Black Metallic
$23,999
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Dark Horse 112 w/PowerBand Sunset Red Smoke
$33,499
Lakeland, Florida
Year 2025
Make Indian Motorcycle
Model Chieftain PowerPlus Dark Horse 112 W/PowerBand Sunset Red Smoke
Category Cruiser
Engine -
Posted Over 1 Month
2025 Indian Motorcycle Chieftain PowerPlus Limited 112 w/PowerBand Audio Heavy Metal
$32,499
Lakeland, Florida
Year 2025
Make Indian Motorcycle
Model Chieftain PowerPlus Limited 112 W/PowerBand Audio Heavy Metal
Category Cruiser
Engine -
Posted Over 1 Month
2024 Indian Motorcycle Chieftain Limited with Powerband Audio Package Spirit Blue Metallic
$26,509
Sanford, Florida
Year 2024
Make Indian Motorcycle
Model Chieftain Limited With Powerband Audio Package Spirit Blue Metallic
Category Cruiser
Engine -
Posted Over 1 Month
2024 Indian Motorcycle Chieftain Dark Horse Ghost White Metallic Smoke
$26,294
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2019 Indian Motorcycle Chieftain Limited Thunder Black Pearl
$15,999
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
2019 Indian Motorcycle Chieftain Limited Ruby Metallic
$14,999
Sanford, Florida
Category Cruiser
Engine -
Posted Over 1 Month
