Updated November 12, 2026. Figures below are read live from the MotoGossip index and change as listings do.
As of November 12, 2026, the MotoGossip index holds 633 priced Indian Motorcycle Chieftain listings at 164 dealers. Median asking prices by model year run from $10,499 for the 2014 to $32,499 for the 2026. The cheapest state right now is AL, with a median of $13,495 across 5 listings.
The median asking price for a 2026 Indian Motorcycle Chieftain is $32,499, across 201 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2025 Indian Motorcycle Chieftain is $24,990, across 61 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2024 Indian Motorcycle Chieftain is $19,237, across 38 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2023 Indian Motorcycle Chieftain is $22,599, across 29 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2022 Indian Motorcycle Chieftain is $17,995, across 33 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2021 Indian Motorcycle Chieftain is $18,900, across 29 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2020 Indian Motorcycle Chieftain is $19,199, across 58 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2019 Indian Motorcycle Chieftain is $15,988, across 69 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2018 Indian Motorcycle Chieftain is $14,229, across 49 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2017 Indian Motorcycle Chieftain is $12,995, across 28 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2016 Indian Motorcycle Chieftain is $11,388, across 14 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2015 Indian Motorcycle Chieftain is $12,036, across 11 listings in the MotoGossip index as of November 12, 2026.
The median asking price for a 2014 Indian Motorcycle Chieftain is $10,499, across 13 listings in the MotoGossip index as of November 12, 2026.
The cheapest typical asking price right now is at Woods Cycle Country in New Braunfels, TX, at a median of $3,798. The priciest is at RJ Powersports - Ottumwa in Ottumwa, IA, at a median of $41,479. Both are medians of that dealer’s own current listings for this model, not a single asking price.
Across 13 weeks of data, from week 2026-W31 to week 2026-W46, the median ask among newly indexed Chieftain listings has run from $14,950 to $29,249. Our index only goes back to late July 2026, so this is a short window and not a multi-year price history; treat it as a read on recent weeks, not a long-term trend.
| Listing | Year | Price | Mileage | Seller | Location |
|---|---|---|---|---|---|
| 2019 Indian Motorcycle® Chieftain® Classic Thunder Black / Ivory Cream | 2019 | $3,798 | 32,126 mi | Woods Cycle Country | New Braunfels, TX |
| 2024 Indian Motorcycle® Chieftain® Limited Spirit Blue Metallic | 2024 | $7,000 | Mileage unlisted | BIG#1 Motorsports | Birmingham, AL |
| 2017 Indian Motorcycle Chieftain® CHIEFTAIN | 2017 | $7,477 | 4,750 mi | Motor City Harley-Davidson | Farmington Hills, MI |
| 2014 Indian Motorcycle® Chieftain™ Thunder Black | 2014 | $8,460 | 58,840 mi | Dream Machines of Austin | Austin, TX |
| 2016 Indian Motorcycle® Chieftain® Thunder Black | 2016 | $8,498 | 42,417 mi | Baker American Cycles | Fayetteville, NC |
| 2014 Indian Motorcycle® Chieftain™ Thunder Black | 2014 | $8,798 | 51,207 mi | Road Track And Trail | Big Bend, WI |
| 2018 Indian Motorcycle Chieftain® Classic | 2018 | $9,790 | 32,566 mi | Premier Motorsports | Jacksonville, FL |
| 2014 Indian Motorcycle® Chieftain™ Thunder Black | 2014 | $9,988 | 23,770 mi | Seminole Powersports | Sanford, FL |
| 2014 Indian Motorcycle® Chieftain™ Thunder Black | 2014 | $9,988 | 23,770 mi | Seminole PowerSports North | Eustis, FL |
| 2018 Indian Motorcycle Chieftain® Elite | 2018 | $9,999 | 42,000 mi | Indian Motorcycle of Racine | Racine, WI |