| NBA | Wed, Dec 10, 20082008-12-10 | Cleveland Cavaliers114 – 94Toronto Raptors |
| NBA | Wed, Feb 4, 20092009-02-04 | Cleveland Cavaliers101 – 83Toronto Raptors |
| NBA | Thu, Feb 19, 20092009-02-19 | Toronto Raptors76 – 93Cleveland Cavaliers |
| NBA | Wed, Oct 28, 20092009-10-28 | Toronto Raptors101 – 91Cleveland Cavaliers |
| NBA | Wed, Jan 20, 20102010-01-20 | Cleveland Cavaliers108 – 100Toronto Raptors |
| NBA | Sat, Feb 27, 20102010-02-27 | Toronto Raptors118 – 126Cleveland Cavaliers |
| NBA | Tue, Apr 6, 20102010-04-06 | Cleveland Cavaliers113 – 101Toronto Raptors |
| NBA | Fri, Oct 29, 20102010-10-29 | Toronto Raptors101 – 81Cleveland Cavaliers |
| NBA | Thu, Jan 6, 20112011-01-06 | Cleveland Cavaliers105 – 120Toronto Raptors |
| NBA | Wed, Apr 6, 20112011-04-06 | Toronto Raptors96 – 104Cleveland Cavaliers |
| NBA | Tue, Dec 27, 20112011-12-27 | Cleveland Cavaliers96 – 104Toronto Raptors |
| NBA | Thu, Jan 5, 20122012-01-05 | Toronto Raptors92 – 77Cleveland Cavaliers |
| NBA | Tue, Mar 13, 20122012-03-13 | Cleveland Cavaliers88 – 96Toronto Raptors |
| NBA | Fri, Apr 6, 20122012-04-06 | Toronto Raptors80 – 84Cleveland Cavaliers |
| NBA | Wed, Dec 19, 20122012-12-19 | Cleveland Cavaliers99 – 113Toronto Raptors |
| NBA | Sun, Jan 27, 20132013-01-27 | Toronto Raptors98 – 99Cleveland Cavaliers |
| NBA | Thu, Feb 28, 20132013-02-28 | Cleveland Cavaliers103 – 92Toronto Raptors |
| NBA | Sun, Mar 10, 20132013-03-10 | Toronto Raptors100 – 96Cleveland Cavaliers |
| NBA | Sat, Feb 22, 20142014-02-22 | Toronto Raptors98 – 91Cleveland Cavaliers |
| NBA | Wed, Feb 26, 20142014-02-26 | Cleveland Cavaliers93 – 99Toronto Raptors |
| NBA | Tue, Mar 25, 20142014-03-25 | Cleveland Cavaliers102 – 100Toronto Raptors |
| NBA | Sun, Nov 23, 20142014-11-23 | Cleveland Cavaliers93 – 110Toronto Raptors |
| NBA | Sat, Dec 6, 20142014-12-06 | Toronto Raptors91 – 105Cleveland Cavaliers |
| NBA | Wed, Dec 10, 20142014-12-10 | Cleveland Cavaliers105 – 101Toronto Raptors |
| NBA | Thu, Mar 5, 20152015-03-05 | Toronto Raptors112 – 120Cleveland Cavaliers |
| NBA | Sun, Oct 18, 20152015-10-18 | Toronto Raptors87 – 81Cleveland Cavaliers |
| NBA | Thu, Nov 26, 20152015-11-26 | Toronto Raptors103 – 99Cleveland Cavaliers |
| NBA | Tue, Jan 5, 20162016-01-05 | Cleveland Cavaliers122 – 100Toronto Raptors |
| NBA | Sat, Feb 27, 20162016-02-27 | Toronto Raptors99 – 97Cleveland Cavaliers |
| NBA | Wed, May 18, 20162016-05-18 | Cleveland Cavaliers115 – 84Toronto Raptors |
| NBA | Fri, May 20, 20162016-05-20 | Cleveland Cavaliers108 – 89Toronto Raptors |
| NBA | Sun, May 22, 20162016-05-22 | Toronto Raptors99 – 84Cleveland Cavaliers |
| NBA | Tue, May 24, 20162016-05-24 | Toronto Raptors105 – 99Cleveland Cavaliers |
| NBA | Thu, May 26, 20162016-05-26 | Cleveland Cavaliers116 – 78Toronto Raptors |
| NBA | Sat, May 28, 20162016-05-28 | Toronto Raptors87 – 113Cleveland Cavaliers |
| NBA | Fri, Oct 14, 20162016-10-14 | Cleveland Cavaliers94 – 119Toronto Raptors |
| NBA | Fri, Oct 28, 20162016-10-28 | Toronto Raptors91 – 94Cleveland Cavaliers |
| NBA | Wed, Nov 16, 20162016-11-16 | Cleveland Cavaliers121 – 117Toronto Raptors |
| NBA | Tue, Dec 6, 20162016-12-06 | Toronto Raptors112 – 116Cleveland Cavaliers |
| NBA | Thu, Apr 13, 20172017-04-13 | Cleveland Cavaliers83 – 98Toronto Raptors |
| NBA | Mon, May 1, 20172017-05-01 | Cleveland Cavaliers116 – 105Toronto Raptors |
| NBA | Wed, May 3, 20172017-05-03 | Cleveland Cavaliers125 – 103Toronto Raptors |
| NBA | Fri, May 5, 20172017-05-05 | Toronto Raptors94 – 115Cleveland Cavaliers |
| NBA | Sun, May 7, 20172017-05-07 | Toronto Raptors102 – 109Cleveland Cavaliers |
| NBA - Las Vegas Summer League | Sat, Jul 15, 20172017-07-15 | Toronto Raptors75 – 78Cleveland Cavaliers |
| NBA | Fri, Jan 12, 20182018-01-12 | Toronto Raptors133 – 99Cleveland Cavaliers |
| NBA | Wed, Mar 21, 20182018-03-21 | Cleveland Cavaliers132 – 129Toronto Raptors |
| NBA | Tue, Apr 3, 20182018-04-03 | Cleveland Cavaliers112 – 106Toronto Raptors |
| NBA | Wed, May 2, 20182018-05-02 | Toronto Raptors112 – 113Cleveland Cavaliers |
| NBA | Thu, May 3, 20182018-05-03 | Toronto Raptors110 – 128Cleveland Cavaliers |
