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The 1999–2000 Duleep Trophy was the 39th season of the Duleep Trophy, a first-class cricket tournament contested by five zonal teams of India: Central Zone, East Zone, North Zone, South Zone and West Zone.
| Dates | 1 December 1999 – 21 December 1999 |
|---|---|
| Administrator(s) | BCCI |
| Cricket format | First-class cricket |
| Tournament format(s) | Knockout |
| Champions | North Zone (13th title) |
| Participants | 5 |
| Matches | 4 |
| Most runs | Pankaj Dharmani (NZ) (364)[1] |
| Most wickets | Robin Singh (NZ) & Nilesh Kulkarni (WZ) (11 each)[2] |
North Zone won the final against West Zone on first innings lead.
| Quarterfinal | Semifinals | Final | ||||||||||||
| Central Zone | ||||||||||||||
| North Zone | FIL | |||||||||||||
| North Zone | FIL | |||||||||||||
| South Zone | ||||||||||||||
| North Zone | FIL | |||||||||||||
| West Zone | ||||||||||||||
| East Zone | ||||||||||||||
| West Zone | FIL | |||||||||||||
Final
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