| 24‑Aug‑2020 | Cincinnati Masters | Hard | F | 30 | 1 | (1)Novak Djokovic [SRB] d. Raonic | 1-6 6-3 6-4 | (ch) | 147 | 10 | 3 | 71 | 46 | 25 | 2 | 2:00 |
| 11‑Jun‑2018 | Stuttgart | Grass | F | 35 | 2 | (1)Roger Federer [SUI] d. (7)Raonic | 6-4 7-6(3) | (ch) | 127 | 14 | 3 | 61 | 44 | 17 | 4 | 1:18 |
| 1‑May‑2017 | Istanbul | Clay | F | 6 | 8 | (2)Marin Cilic [CRO] d. (1)Raonic | 7-6(3) 6-3 | (ch) | 160 | 8 | 3 | 81 | 56 | 25 | 9 | 2:00 |
| 20‑Feb‑2017 | Delray Beach | Hard | F | 4 | 21 | (3)Jack Sock [USA] d. (1)Raonic | W/O | | | | | | | | | |
| 27‑Jun‑2016 | Wimbledon | Grass | F | 7 | 2 | (2)Andy Murray [GBR] d. (6)Raonic | 6-4 7-6(3) 7-6(2) | (ch) | 217 | 8 | 1 | 114 | 73 | 41 | 7 | 2:48 |
| 13‑Jun‑2016 | Queen's Club | Grass | F | 9 | 2 | (1)Andy Murray [GBR] d. (3)Raonic | 6-7(5) 6-4 6-3 | (ch) | 177 | 14 | 3 | 93 | 68 | 25 | 6 | 2:13 |
| 7‑Mar‑2016 | Indian Wells Masters | Hard | F | 14 | 1 | (1)Novak Djokovic [SRB] d. (12)Raonic | 6-2 6-0 | (ch) | 101 | 4 | 2 | 60 | 30 | 30 | 2 | 1:17 |
| 4‑Jan‑2016 | Brisbane | Hard | F | 14 | 3 | (4)Raonic d. (1)Roger Federer [SUI] | 6-4 6-4 | (ch) | 121 | 6 | 6 | 60 | 34 | 26 | 7 | 1:27 |
| 21‑Sep‑2015 | St. Petersburg | Hard | F | 9 | 53 | (2)Raonic d. (7)Joao Sousa [POR] | 6-3 3-6 6-3 | | 186 | 22 | 2 | 95 | 60 | 35 | 0 | |
| 4‑Jan‑2015 | Brisbane | Hard | F | 8 | 2 | (1)Roger Federer [SUI] d. (3)Raonic | 6-4 6-7(2) 6-4 | (ch) | 208 | 14 | 4 | 108 | 58 | 50 | 21 | 2:13 |
| 27‑Oct‑2014 | Paris Masters | Hard | F | 10 | 1 | (1)Novak Djokovic [SRB] d. (7)Raonic | 6-2 6-3 | (ch) | 112 | 9 | 2 | 56 | 37 | 19 | 4 | 1:23 |
| 29‑Sep‑2014 | Tokyo | Hard | F | 8 | 7 | (4)Kei Nishikori [JPN] d. (3)Raonic | 7-6(5) 4-6 6-4 | | 193 | 22 | 1 | 89 | 63 | 26 | 1 | 2:13 |
| 28‑Jul‑2014 | Washington | Hard | F | 7 | 36 | (2)Raonic d. (13)Vasek Pospisil [CAN] | 6-1 6-4 | (ch) | 96 | 9 | 3 | 41 | 28 | 13 | 5 | 1:08 |
| 30‑Sep‑2013 | Tokyo | Hard | F | 11 | 7 | (1)Juan Martin Del Potro [ARG] d. (3)Raonic | 7-6(5) 7-5 | (ch) | 154 | 17 | 1 | 64 | 46 | 18 | 7 | 1:46 |
| 23‑Sep‑2013 | Bangkok | Hard | F | 11 | 6 | (3)Raonic d. (1)Tomas Berdych [CZE] | 7-6(4) 6-3 | (ch) | 119 | 18 | 1 | 65 | 43 | 22 | 4 | 1:17 |
| 5‑Aug‑2013 | Canada Masters | Hard | F | 13 | 4 | (4)Rafael Nadal [ESP] d. (11)Raonic | 6-2 6-2 | (ch) | 86 | 4 | 3 | 46 | 23 | 23 | 4 | 1:08 |
| 11‑Feb‑2013 | San Jose | Hard | F | 13 | 22 | (1)Raonic d. (4)Tommy Haas [GER] | 6-4 6-3 | | 117 | 19 | 2 | 47 | 32 | 15 | 1 | 1:16 |
| 1‑Oct‑2012 | Tokyo | Hard | F | 15 | 17 | (8)Kei Nishikori [JPN] d. (6)Raonic | 7-6(5) 3-6 6-0 | (ch) | 182 | 14 | 3 | 104 | 65 | 39 | 0 | 2:08 |
| 20‑Feb‑2012 | Memphis | Hard | F | 35 | 38 | Jurgen Melzer [AUT] d. (4)Raonic | 7-5 7-6(4) | (ch) | 153 | 22 | 3 | 73 | 46 | 27 | 9 | 1:38 |
| 13‑Feb‑2012 | San Jose | Hard | F | 32 | 61 | (3)Raonic d. Denis Istomin [UZB] | 7-6(3) 6-2 | | 114 | 7 | 0 | 48 | 30 | 18 | 1 | 1:19 |
| 2‑Jan‑2012 | Chennai | Hard | F | 31 | 9 | (4)Raonic d. (1)Janko Tipsarevic [SRB] | 6-7(4) 7-6(4) 7-6(4) | (ch) | 251 | 35 | 1 | 113 | 83 | 30 | 8 | 3:14 |
| 14‑Feb‑2011 | Memphis | Hard | F | 59 | 8 | (1)Andy Roddick [USA] d. (WC)Raonic | 7-6(7) 6-7(11) 7-5 | (ch) | 236 | 32 | 3 | 123 | 74 | 49 | 20 | 2:37 |
| 7‑Feb‑2011 | San Jose | Hard | F | 84 | 9 | Raonic d. (1)Fernando Verdasco [ESP] | 7-6(6) 7-6(5) | | 149 | 13 | 3 | 81 | 56 | 25 | 9 | 1:52 |
| 26‑Jul‑2010 | Granby CH | Hard | F | 258 | 102 | (1)Tobias Kamke [GER] d. Raonic | 6-3 7-6(4) | | 140 | 6 | 3 | 73 | 44 | 29 | 3 | 1:14 |
| 26‑Apr‑2010 | Korea F4 | Hard | F | 348 | 877 | (5)Raonic d. (Q)Max Raditschnigg [AUT] | 6-4 6-4 | | | | | | | | | |
| 12‑Apr‑2010 | Korea F2 | Hard | F | 409 | 469 | (1)Raonic d. (4)Hiroki Kondo [JPN] | 6-1 6-1 | | | | | | | | | |
| 15‑Mar‑2010 | Canada F3 | Hard | F | 384 | 317 | (1)Vasek Pospisil [CAN] d. (2)Raonic | 6-4 4-6 6-3 | | | | | | | | | |
| 24‑Aug‑2009 | Thailand F2 | Hard | F | 511 | 472 | (7)Raonic d. (5)Laurent Rochette [FRA] | 6-7(1) 7-6(2) 7-5 | | | | | | | | | |
| 17‑Aug‑2009 | Thailand F1 | Hard | F | 517 | 633 | (5)Kittipong Wachiramanowong [THA] d. (7)Raonic | 3-6 6-4 6-3 | | | | | | | | | |
| 9‑Mar‑2009 | Canada F2 | Hard | F | 804 | 594 | (WC)Raonic d. Gregoire Burquier [FRA] | 6-3 6-4 | | | | | | | | | |
| 17‑Mar‑2008 | Canada F3 | Hard | F | 1408 | | Enrico Iannuzzi [ITA] d. (WC)Raonic | 7-5 7-6(4) | | | | | | | | | |
