Montréal Canadiens 1999 Draft Picks11 selections by the Montréal Canadiens in the 1999 NHL Entry Draft.
| Year | Pick | Round | Team | Player | Pos | Amateur Club | League | Country |
|---|---|---|---|---|---|---|---|---|
| 1999 | 39 | 2 | Montréal Canadiens | Alexander Buturlin | LW | CSKA Jr. | Russia | RUS |
| 1999 | 58 | 2 | Montréal Canadiens | Matt Carkner | D | Peterborough Petes | OHL | CAN |
| 1999 | 97 | 4 | Montréal Canadiens | Chris Dyment | D | Boston University | NCAA | USA |
| 1999 | 107 | 4 | Montréal Canadiens | Evan Lindsay | G | Prince Albert Raiders | WHL | CAN |
| 1999 | 136 | 5 | Montréal Canadiens | Dustin Jamieson | LW | Sarnia Sting | OHL | CAN |
| 1999 | 145 | 5 | Montréal Canadiens | Marc-André Thinel | RW | Victoriaville Tigres | QMJHL | CAN |
| 1999 | 150 | 5 | Montréal Canadiens | Matt Shasby | D | Des Moines Buccaneers | USHL | USA |
| 1999 | 167 | 6 | Montréal Canadiens | Sean Dixon | D | Erie Otters | OHL | CAN |
| 1999 | 196 | 7 | Montréal Canadiens | Vadim Tarasov | G | Novokuznetsk | Russia | KAZ |
| 1999 | 225 | 8 | Montréal Canadiens | Mikko Hyytia | C | JyP HT Jyvaskyla | FINLAND | FIN |
| 1999 | 253 | 9 | Montréal Canadiens | Jerome Marois | LW | Quebec Remparts | QMJHL | CAN |