Winston Bennett posted his most points in a playoff game in Game 2 of the 1990 First Round versus the 76ers, with 22 points.
| NAME | PTS | DATE | TM | OPP | MIN | REB | AST | STL | BLK | FGM | FGA | FG% | 3PM | 3PA | 3P% | FTM | FTA | FT% | TS% | OREB | DREB | TOV | PF | +/- | |||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 |  | W. Bennett | 22 | 4/29/1990 |  CLE | @ |  PHI | 38 | 8 | 0 | 0 | 0 | 10 | 13 | 76.9 | 0 | 0 | 2 | 2 | 100.0 | 79.3 | 4 | 4 | 1 | 2 | ||
| 2 | | W. Bennett | 10 | 5/1/1990 | CLE | vs | PHI | 29 | 4 | 2 | 1 | 0 | 4 | 11 | 36.4 | 0 | 0 | 2 | 4 | 50.0 | 39.2 | 4 | 0 | 1 | 3 | ||
| 3 | | W. Bennett | 8 | 5/3/1990 | CLE | vs | PHI | 31 | 7 | 1 | 0 | 1 | 4 | 10 | 40.0 | 0 | 0 | 0 | 0 | 40.0 | 4 | 3 | 2 | 1 | |||
| 4 | | W. Bennett | 6 | 4/26/1990 | CLE | @ | PHI | 22 | 1 | 0 | 2 | 0 | 3 | 8 | 37.5 | 0 | 0 | 0 | 0 | 37.5 | 1 | 0 | 0 | 2 | |||
| 5 | | W. Bennett | 4 | 5/5/1990 | CLE | @ | PHI | 15 | 1 | 2 | 0 | 0 | 2 | 5 | 40.0 | 0 | 0 | 0 | 0 | 40.0 | 1 | 0 | 0 | 3 |
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