Anfernee Simons has averaged 13.9 points, 3.1 assists and 1.6 rebounds in 12 games against the Cavaliers in his career.
| NAME | DATE | TM | OPP | MIN | PTS | REB | AST | STL | BLK | FGM | FGA | FG% | 3PM | 3PA | 3P% | FTM | FTA | FT% | TS% | OREB | DREB | TOV | PF | +/- | |||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 |  | A. Simons | 1/16/2019 |  POR | vs |  CLE | 2 | 0 | 0 | 0 | 0 | 0 | 0 | 2 | 0.0 | 0 | 1 | 0.0 | 0 | 0 | 0.0 | 0 | 0 | 0 | 0 | -4 | |
| 2 | | A. Simons | 11/23/2019 | POR | @ | CLE | 14 | 11 | 2 | 2 | 1 | 0 | 4 | 6 | 66.7 | 2 | 3 | 66.7 | 1 | 2 | 50.0 | 79.9 | 0 | 2 | 0 | 2 | -15 |
| 3 | | A. Simons | 2/12/2021 | POR | vs | CLE | 30 | 16 | 3 | 1 | 1 | 0 | 4 | 10 | 40.0 | 4 | 9 | 44.4 | 4 | 4 | 100.0 | 68.0 | 0 | 3 | 2 | 2 | +5 |
| 4 | | A. Simons | 5/5/2021 | POR | @ | CLE | 25 | 10 | 3 | 1 | 0 | 0 | 4 | 6 | 66.7 | 2 | 2 | 100.0 | 0 | 0 | 83.3 | 0 | 3 | 1 | 1 | +26 | |
| 5 | | A. Simons | 11/3/2021 | POR | @ | CLE | 24 | 15 | 0 | 1 | 1 | 0 | 6 | 11 | 54.5 | 1 | 4 | 25.0 | 2 | 2 | 100.0 | 63.1 | 0 | 0 | 1 | 4 | -3 |
| 6 | | A. Simons | 1/7/2022 | POR | vs | CLE | 34 | 14 | 3 | 7 | 1 | 1 | 6 | 15 | 40.0 | 2 | 8 | 25.0 | 0 | 0 | 46.7 | 0 | 3 | 4 | 2 | -12 | |
| 7 | | A. Simons | 11/23/2022 | POR | @ | CLE | 38 | 20 | 2 | 6 | 0 | 0 | 6 | 18 | 33.3 | 4 | 9 | 44.4 | 4 | 4 | 100.0 | 50.6 | 0 | 2 | 5 | 3 | +1 |
| 8 | | A. Simons | 1/12/2023 | POR | vs | CLE | 32 | 15 | 2 | 5 | 0 | 0 | 6 | 10 | 60.0 | 3 | 6 | 50.0 | 0 | 0 | 75.0 | 0 | 2 | 1 | 5 | -10 | |
| 9 | | A. Simons | 3/2/2025 | POR | @ | CLE | 42 | 27 | 2 | 2 | 0 | 0 | 8 | 23 | 34.8 | 4 | 12 | 33.3 | 7 | 7 | 100.0 | 51.8 | 0 | 2 | 2 | 2 | -14 |
| 10 | | A. Simons | 3/25/2025 | POR | vs | CLE | 30 | 7 | 1 | 8 | 1 | 0 | 2 | 12 | 16.7 | 1 | 10 | 10.0 | 2 | 2 | 100.0 | 27.2 | 0 | 1 | 1 | 1 | -5 |
| 11 |  | A. Simons | 10/29/2025 |  BOS | vs | CLE | 26 | 14 | 0 | 2 | 0 | 0 | 4 | 9 | 44.4 | 4 | 6 | 66.7 | 2 | 2 | 100.0 | 70.9 | 0 | 0 | 1 | 1 | +6 |
| 12 | | A. Simons | 11/30/2025 | BOS | @ | CLE | 27 | 18 | 1 | 2 | 1 | 0 | 8 | 14 | 57.1 | 2 | 7 | 28.6 | 0 | 1 | 0.0 | 62.3 | 1 | 0 | 0 | 1 | -7 |
| Average | 27.2 | 13.9 | 1.6 | 3.1 | 0.5 | 0.1 | 4.8 | 11.3 | 42.6 | 2.4 | 6.4 | 37.7 | 1.8 | 2.0 | 91.7 | 57.0 | 0.1 | 1.5 | 1.5 | 2.0 | -2.7 | ||||||
| Total | 326 | 167 | 19 | 37 | 6 | 1 | 58 | 136 | 42.6 | 29 | 77 | 37.7 | 22 | 24 | 91.7 | 57.0 | 1 | 18 | 18 | 24 | -32 |
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