The Motorcycle's from 1999
Gilroy era from 1999 – 2003
· 1999 — Chief (first “Gilroy Indian” model; S&S 88ci).
· 2000 — Millennium Chief (special-edition Chief for the new millennium).
· 2001 — Scout (new model; S&S 88ci). Centennial Scout limited edition offered.
· 2001 — Spirit (new model; mid-weight cruiser). Centennial Spirit limited edition offered.
· 2001 — Chief Deluxe (dressier Chief trim introduced).
· 2002 — Chief Roadmaster (touring variant of the Chief).
· 2002 — Chief (Powerplus 100) (Chief range switches from S&S to in-house 100ci “Powerplus” engine for MY2002–2003).
· 2003 — Chief Vintage (added to the Chief range).
· 2003 — Chief Springfield (added to the Chief range).
· 2003 — Scout Springfield Edition (special Scout trim).
· 2003 — Spirit Springfield (special Spirit trim).
· By 2003 the Spirit lineup was sold in Standard and Deluxe trims alongside the Springfield edition.
· Indian Motorcycle Corporation ceased Gilroy production on September 19, 2003.