| 1 | 2020-12-23 | | | Box Score | @ | Memphis Grizzlies | W | | 131 | 119 | 1 | 0 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 2 | 2020-12-26 | | | Box Score | | Toronto Raptors | W | | 119 | 114 | 2 | 0 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 3 | 2020-12-27 | | | Box Score | @ | New Orleans Pelicans | L | | 95 | 98 | 2 | 1 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 4 | 2020-12-30 | | | Box Score | | Los Angeles Lakers | L | | 107 | 121 | 2 | 2 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 5 | 2021-01-01 | | | Box Score | | Los Angeles Lakers | L | | 103 | 109 | 2 | 3 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 6 | 2021-01-03 | | | Box Score | | Utah Jazz | L | | 109 | 130 | 2 | 4 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 7 | 2021-01-05 | | | Box Score | @ | Los Angeles Clippers | W | | 116 | 113 | 3 | 4 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 8 | 2021-01-07 | | | Box Score | @ | Los Angeles Lakers | W | | 118 | 109 | 4 | 4 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 9 | 2021-01-09 | | | Box Score | @ | Minnesota Timberwolves | W | OT | 125 | 122 | 5 | 4 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 10 | 2021-01-10 | | | Box Score | @ | Minnesota Timberwolves | L | | 88 | 96 | 5 | 5 | L. Aldridge · K. Johnson · T. Lyles · D. Murray · L. Walker |
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| 11 | 2021-01-12 | | | Box Score | @ | Oklahoma City Thunder | W | | 112 | 102 | 6 | 5 | L. Aldridge · K. Johnson · T. Lyles · D. Murray · L. Walker |
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| 12 | 2021-01-14 | | | Box Score | | Houston Rockets | L | | 105 | 109 | 6 | 6 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 13 | 2021-01-16 | | | Box Score | | Houston Rockets | W | | 103 | 91 | 7 | 6 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 14 | 2021-01-18 | | | Box Score | @ | Portland Trail Blazers | W | | 125 | 104 | 8 | 6 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 15 | 2021-01-20 | | | Box Score | @ | Golden State Warriors | L | | 99 | 121 | 8 | 7 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 16 | 2021-01-22 | | | Box Score | | Dallas Mavericks | L | | 117 | 122 | 8 | 8 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 17 | 2021-01-24 | | | Box Score | | Washington Wizards | W | | 121 | 101 | 9 | 8 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 18 | 2021-01-27 | | | Box Score | | Boston Celtics | W | | 110 | 106 | 10 | 8 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 19 | 2021-01-29 | | | Box Score | | Denver Nuggets | W | | 119 | 109 | 11 | 8 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 20 | 2021-01-30 | | | Box Score | | Memphis Grizzlies | L | | 112 | 129 | 11 | 9 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 21 | 2021-02-01 | | | Box Score | | Memphis Grizzlies | L | | 102 | 133 | 11 | 10 | L. Aldridge · D. DeRozan · K. Johnson · D. Murray · L. Walker |
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| 22 | 2021-02-03 | | | Box Score | | Minnesota Timberwolves | W | | 111 | 108 | 12 | 10 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 23 | 2021-02-06 | | | Box Score | @ | Houston Rockets | W | | 111 | 106 | 13 | 10 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 24 | 2021-02-08 | | | Box Score | | Golden State Warriors | W | | 105 | 100 | 14 | 10 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 25 | 2021-02-09 | | | Box Score | | Golden State Warriors | L | | 91 | 114 | 14 | 11 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. Vassell |
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| 26 | 2021-02-12 | | | Box Score | @ | Atlanta Hawks | W | | 125 | 114 | 15 | 11 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 27 | 2021-02-14 | | | Box Score | @ | Charlotte Hornets | W | | 122 | 110 | 16 | 11 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 28 | 2021-02-24 | | | Box Score | @ | Oklahoma City Thunder | L | | 99 | 102 | 16 | 12 | T. Lyles · D. Murray · J. Poeltl · L. Šamanić · L. Walker |
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| 29 | 2021-02-27 | | | Box Score | | New Orleans Pelicans | W | | 117 | 114 | 17 | 12 | D. DeRozan · T. Lyles · D. Murray · J. Poeltl · L. Walker |
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| 30 | 2021-03-01 | | | Box Score | | Brooklyn Nets | L | OT | 113 | 124 | 17 | 13 | D. DeRozan · T. Lyles · D. Murray · J. Poeltl · L. Walker |
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| 31 | 2021-03-02 | | | Box Score | | New York Knicks | W | | 119 | 93 | 18 | 13 | D. DeRozan · T. Lyles · D. Murray · J. Poeltl · L. Walker |
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| 32 | 2021-03-04 | | | Box Score | | Oklahoma City Thunder | L | | 102 | 107 | 18 | 14 | D. DeRozan · T. Lyles · D. Murray · J. Poeltl · L. Walker |
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| 33 | 2021-03-10 | | | Box Score | @ | Dallas Mavericks | L | | 104 | 115 | 18 | 15 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 34 | 2021-03-12 | | | Box Score | | Orlando Magic | W | | 104 | 77 | 19 | 15 | K. Johnson · T. Lyles · D. Murray · J. Poeltl · D. White |
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| 35 | 2021-03-14 | | | Box Score | @ | Philadelphia 76ers | L | | 99 | 134 | 19 | 16 | K. Johnson · T. Lyles · D. Murray · J. Poeltl · D. White |
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| 36 | 2021-03-15 | | | Box Score | @ | Detroit Pistons | W | | 109 | 99 | 20 | 16 | K. Johnson · D. Murray · J. Poeltl · L. Walker · D. White |
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| 37 | 2021-03-17 | | | Box Score | @ | Chicago Bulls | W | | 106 | 99 | 21 | 16 | K. Johnson · D. Murray · J. Poeltl · L. Walker · D. White |
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| 38 | 2021-03-19 | | | Box Score | @ | Cleveland Cavaliers | W | | 116 | 110 | 22 | 16 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 39 | 2021-03-20 | | | Box Score | @ | Milwaukee Bucks | L | | 113 | 120 | 22 | 17 | D. DeRozan · K. Johnson · J. Poeltl · L. Walker · D. White |
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| 40 | 2021-03-22 | | | Box Score | | Charlotte Hornets | L | | 97 | 100 | 22 | 18 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 41 | 2021-03-24 | | | Box Score | | Los Angeles Clippers | L | | 101 | 134 | 22 | 19 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 42 | 2021-03-25 | | | Box Score | | Los Angeles Clippers | L | | 85 | 98 | 22 | 20 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 43 | 2021-03-27 | | | Box Score | | Chicago Bulls | W | | 120 | 104 | 23 | 20 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 44 | 2021-03-29 | | | Box Score | | Sacramento Kings | L | | 115 | 132 | 23 | 21 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 45 | 2021-03-31 | | | Box Score | | Sacramento Kings | W | | 120 | 106 | 24 | 21 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 46 | 2021-04-01 | | | Box Score | | Atlanta Hawks | L | 2OT | 129 | 134 | 24 | 22 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 47 | 2021-04-03 | | | Box Score | | Indiana Pacers | L | OT | 133 | 139 | 24 | 23 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 48 | 2021-04-05 | | | Box Score | | Cleveland Cavaliers | L | | 101 | 125 | 24 | 24 | D. DeRozan · K. Johnson · J. Poeltl · L. Šamanić · D. White |
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| 49 | 2021-04-07 | | | Box Score | @ | Denver Nuggets | L | | 96 | 106 | 24 | 25 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 50 | 2021-04-09 | | | Box Score | @ | Denver Nuggets | L | | 119 | 121 | 24 | 26 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 51 | 2021-04-11 | | | Box Score | @ | Dallas Mavericks | W | | 119 | 117 | 25 | 26 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 52 | 2021-04-12 | | | Box Score | @ | Orlando Magic | W | | 120 | 97 | 26 | 26 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 53 | 2021-04-14 | | | Box Score | @ | Toronto Raptors | L | | 112 | 117 | 26 | 27 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 54 | 2021-04-16 | | | Box Score | | Portland Trail Blazers | L | | 106 | 107 | 26 | 28 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 55 | 2021-04-17 | | | Box Score | @ | Phoenix Suns | W | | 111 | 85 | 27 | 28 | D. Eubanks · K. Johnson · D. Murray · L. Šamanić · D. White |
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| 56 | 2021-04-19 | | | Box Score | @ | Indiana Pacers | W | | 109 | 94 | 28 | 28 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 57 | 2021-04-21 | | | Box Score | | Miami Heat | L | | 87 | 107 | 28 | 29 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 58 | 2021-04-22 | | | Box Score | | Detroit Pistons | W | | 106 | 91 | 29 | 29 | K. Johnson · J. Poeltl · L. Šamanić · L. Walker · D. White |
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| 59 | 2021-04-24 | | | Box Score | @ | New Orleans Pelicans | W | | 110 | 108 | 30 | 29 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 60 | 2021-04-26 | | | Box Score | @ | Washington Wizards | W | OT | 146 | 143 | 31 | 29 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. White |
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| 61 | 2021-04-28 | | | Box Score | @ | Miami Heat | L | | 111 | 116 | 31 | 30 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. Vassell |
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| 62 | 2021-04-30 | | | Box Score | @ | Boston Celtics | L | OT | 140 | 143 | 31 | 31 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. Vassell |
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| 63 | 2021-05-02 | | | Box Score | | Philadelphia 76ers | L | OT | 111 | 113 | 31 | 32 | D. Eubanks · R. Gay · K. Johnson · T. Jones · D. Vassell |
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| 64 | 2021-05-03 | | | Box Score | @ | Utah Jazz | L | | 99 | 110 | 31 | 33 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. Vassell |
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| 65 | 2021-05-05 | | | Box Score | @ | Utah Jazz | L | | 94 | 126 | 31 | 34 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · D. Vassell |
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| 66 | 2021-05-07 | | | Box Score | @ | Sacramento Kings | W | | 113 | 104 | 32 | 34 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 67 | 2021-05-08 | | | Box Score | @ | Portland Trail Blazers | L | | 102 | 124 | 32 | 35 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 68 | 2021-05-10 | | | Box Score | | Milwaukee Bucks | W | | 146 | 125 | 33 | 35 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 69 | 2021-05-12 | | | Box Score | @ | Brooklyn Nets | L | | 116 | 128 | 33 | 36 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 70 | 2021-05-13 | | | Box Score | @ | New York Knicks | L | | 98 | 102 | 33 | 37 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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| 71 | 2021-05-15 | | | Box Score | | Phoenix Suns | L | | 103 | 140 | 33 | 38 | D. Eubanks · K. Johnson · P. Mills · D. Vassell · L. Walker |
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| 72 | 2021-05-16 | | | Box Score | | Phoenix Suns | L | | 121 | 123 | 33 | 39 | D. DeRozan · K. Johnson · D. Murray · J. Poeltl · L. Walker |
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