| Santosh Trophy | |
| Year: | 1998–99 |
| Other Titles: | National Football Championship |
| Dates: | 25 March – 4 April 1999 |
| Num Teams: | 8 |
| Winners: | Bengal |
| Count: | 29 |
| Second: | Goa |
| Scoring Leader: | Syed Sabir Pasha (9) |
| Prev Season: | 1997–98 |
| Next Season: | 1999–2000 |
The 1998–99 Santosh Trophy was the 55th edition of the Santosh Trophy, the main State competition for football in India. It was held between 25 March and 4 April 1999 in Tamil Nadu, India. In the final, Bengal beat Goa 1–0 in a repeat of the previous edition's final. It was Bengal's sixth consecutive title and 29th overall.[1]