Khris Middleton has averaged 14.5 points, 4.7 rebounds and 2.9 assists in 18 games against the Raptors on the road 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 |  | K. Middleton | 4/1/2013 |  DET | @ |  TOR | 25 | 11 | 4 | 0 | 0 | 0 | 5 | 6 | 83.3 | 1 | 2 | 50.0 | 0 | 0 | 91.7 | 1 | 3 | 1 | 4 | +16 | |
| 2 |  | K. Middleton | 1/13/2014 |  MIL | @ | TOR | 35 | 2 | 2 | 5 | 2 | 0 | 1 | 8 | 12.5 | 0 | 2 | 0.0 | 0 | 0 | 12.5 | 0 | 2 | 2 | 3 | -25 | |
| 3 | | K. Middleton | 4/14/2014 | MIL | @ | TOR | 36 | 15 | 3 | 4 | 2 | 0 | 4 | 8 | 50.0 | 2 | 3 | 66.7 | 5 | 7 | 71.4 | 67.7 | 0 | 3 | 3 | 4 | -11 |
| 4 | | K. Middleton | 11/21/2014 | MIL | @ | TOR | 15 | 3 | 1 | 2 | 0 | 0 | 1 | 8 | 12.5 | 0 | 1 | 0.0 | 1 | 1 | 100.0 | 17.8 | 1 | 0 | 1 | 1 | -28 |
| 5 | | K. Middleton | 2/2/2015 | MIL | @ | TOR | 38 | 25 | 9 | 1 | 3 | 0 | 10 | 17 | 58.8 | 3 | 4 | 75.0 | 2 | 2 | 100.0 | 69.9 | 0 | 9 | 1 | 1 | +11 |
| 6 | | K. Middleton | 11/1/2015 |  MIL | @ | TOR | 29 | 8 | 2 | 0 | 0 | 0 | 3 | 10 | 30.0 | 0 | 2 | 0.0 | 2 | 2 | 100.0 | 36.8 | 0 | 2 | 2 | 5 | -11 |
| 7 | | K. Middleton | 12/11/2015 | MIL | @ | TOR | 43 | 26 | 3 | 3 | 0 | 0 | 8 | 15 | 53.3 | 3 | 4 | 75.0 | 7 | 8 | 87.5 | 70.2 | 0 | 3 | 1 | 3 | -4 |
| 8 | | K. Middleton | 1/1/2018 | MIL | @ | TOR | 43 | 18 | 3 | 2 | 3 | 1 | 7 | 17 | 41.2 | 0 | 4 | 0.0 | 4 | 4 | 100.0 | 48.0 | 0 | 3 | 2 | 4 | -8 |
| 9 | | K. Middleton | 2/23/2018 | MIL | @ | TOR | 35 | 21 | 3 | 5 | 1 | 0 | 5 | 10 | 50.0 | 2 | 3 | 66.7 | 9 | 10 | 90.0 | 72.9 | 0 | 3 | 1 | 4 | +6 |
| 10 | | K. Middleton | 12/9/2018 | MIL | @ | TOR | 34 | 10 | 9 | 5 | 1 | 0 | 3 | 9 | 33.3 | 2 | 5 | 40.0 | 2 | 3 | 66.7 | 48.4 | 0 | 9 | 5 | 3 | -4 |
| 11 | | K. Middleton | 1/31/2019 | MIL | @ | TOR | 35 | 18 | 6 | 4 | 2 | 0 | 7 | 9 | 77.8 | 1 | 1 | 100.0 | 3 | 4 | 75.0 | 83.6 | 2 | 4 | 3 | 2 | +17 |
| 12 | | K. Middleton | 2/25/2020 | MIL | @ | TOR | 32 | 22 | 8 | 3 | 0 | 0 | 7 | 14 | 50.0 | 2 | 4 | 50.0 | 6 | 7 | 85.7 | 64.4 | 0 | 8 | 2 | 4 | +6 |
| 13 | | K. Middleton | 1/27/2021 | MIL | @ | TOR | 35 | 24 | 10 | 7 | 1 | 0 | 8 | 17 | 47.1 | 5 | 8 | 62.5 | 3 | 3 | 100.0 | 65.5 | 1 | 9 | 1 | 3 | +2 |
| 14 | | K. Middleton | 12/2/2021 | MIL | @ | TOR | 35 | 22 | 8 | 2 | 0 | 1 | 8 | 20 | 40.0 | 2 | 5 | 40.0 | 4 | 5 | 80.0 | 49.5 | 1 | 7 | 3 | 1 | +2 |
| 15 | | K. Middleton | 11/1/2023 | MIL | @ | TOR | 17 | 11 | 3 | 0 | 1 | 0 | 4 | 10 | 40.0 | 1 | 4 | 25.0 | 2 | 2 | 100.0 | 50.6 | 0 | 3 | 4 | 2 | -13 |
| 16 | | K. Middleton | 11/15/2023 | MIL | @ | TOR | 20 | 11 | 5 | 4 | 2 | 0 | 5 | 9 | 55.6 | 1 | 2 | 50.0 | 0 | 0 | 61.1 | 1 | 4 | 4 | 3 | +12 | |
| 17 |  | K. Middleton | 3/8/2025 |  WAS | @ | TOR | 24 | 12 | 3 | 2 | 2 | 0 | 4 | 9 | 44.4 | 1 | 5 | 20.0 | 3 | 4 | 75.0 | 55.8 | 1 | 2 | 2 | 1 | +7 |
| 18 | | K. Middleton | 11/21/2025 | WAS | @ | TOR | 24 | 2 | 2 | 4 | 0 | 1 | 1 | 6 | 16.7 | 0 | 3 | 0.0 | 0 | 0 | 16.7 | 0 | 2 | 2 | 1 | -7 | |
| Average | 30.9 | 14.5 | 4.7 | 2.9 | 1.1 | 0.2 | 5.1 | 11.2 | 45.0 | 1.4 | 3.4 | 41.9 | 2.9 | 3.4 | 85.5 | 56.9 | 0.4 | 4.2 | 2.2 | 2.7 | -1.8 | ||||||
| Total | 556 | 261 | 84 | 53 | 20 | 3 | 91 | 202 | 45.0 | 26 | 62 | 41.9 | 53 | 62 | 85.5 | 56.9 | 8 | 76 | 40 | 49 | -32 |
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