| 29‑Aug‑2022 | US Open | Hard | QF | 25 | 31 | (27)Karen Khachanov [RUS] d. (23)Kyrgios | 7-5 4-6 7-5 6-7(3) 6-4 | (ch) | 0.94 | 19.4% | 3.1% | 71.9% | 79.1% | 46.7% | 4/8 | 3:39 |
| 27‑Jun‑2022 | Wimbledon | Grass | R16 | 40 | 56 | Kyrgios d. Brandon Nakashima [USA] | 4-6 6-4 7-6(2) 3-6 6-2 | (ch) | 1.09 | 24.8% | 2.1% | 73.8% | 77.9% | 48.6% | 4/7 | 3:11 |
| 27‑Jun‑2022 | Wimbledon | Grass | R128 | 40 | 219 | Kyrgios d. Paul Jubb [GBR] | 3-6 6-1 7-5 6-7(3) 7-5 | (ch) | 1.12 | 18.5% | 6.8% | 66.0% | 74.8% | 58.2% | 11/13 | 3:05 |
| 28‑Jun‑2021 | Wimbledon | Grass | R128 | 60 | 25 | Kyrgios d. (21)Ugo Humbert [FRA] | 6-4 4-6 3-6 6-1 9-7 | | 1.19 | 15.3% | 4.0% | 69.3% | 73.1% | 63.0% | 10/13 | 3:26 |
| 8‑Feb‑2021 | Australian Open | Hard | R32 | 47 | 3 | (3)Dominic Thiem [AUT] d. Kyrgios | 4-6 4-6 6-3 6-4 6-4 | (ch) | 0.82 | 16.8% | 1.3% | 72.5% | 81.5% | 41.5% | 7/10 | 3:21 |
| 8‑Feb‑2021 | Australian Open | Hard | R64 | 47 | 34 | Kyrgios d. (29)Ugo Humbert [FRA] | 5-7 6-4 3-6 7-6(2) 6-4 | (ch) | 1.10 | 19.7% | 3.3% | 68.4% | 79.8% | 50.0% | 2/5 | 3:25 |
| 20‑Jan‑2020 | Australian Open | Hard | R32 | 26 | 17 | (23)Kyrgios d. (16)Karen Khachanov [RUS] | 6-2 7-6(5) 6-7(6) 6-7(7) 7-6(8) | | 1.07 | 17.7% | 2.2% | 67.2% | 81.6% | 52.5% | 3/4 | 4:26 |
| 1‑Jul‑2019 | Wimbledon | Grass | R128 | 43 | 44 | Kyrgios d. Jordan Thompson [AUS] | 7-6(4) 3-6 7-6(10) 0-6 6-1 | | 0.89 | 13.9% | 3.6% | 66.7% | 69.1% | 41.8% | 7/14 | 3:26 |
| 15‑Sep‑2017 | Davis Cup WG SF: BEL vs AUS | Clay | RR | 20 | 77 | Kyrgios d. Steve Darcis [BEL] | 6-3 3-6 6-7(5) 6-1 6-2 | | 1.87 | 28.8% | 0.8% | 65.3% | 89.6% | 56.1% | 4/5 | 3:35 |
| 16‑Jan‑2017 | Australian Open | Hard | R64 | 13 | 89 | Andreas Seppi [ITA] d. (14)Kyrgios | 1-6 6-7(1) 6-4 6-2 10-8 | (ch) | 0.88 | 16.4% | 4.7% | 69.0% | 74.6% | 50.9% | 7/12 | 3:08 |
| 27‑Jun‑2016 | Wimbledon | Grass | R64 | 18 | 85 | (15)Kyrgios d. Dustin Brown [GER] | 6-7(3) 6-1 2-6 6-4 6-4 | | 1.27 | 20.1% | 4.5% | 70.9% | 77.9% | 64.1% | 3/5 | 2:05 |
| 19‑Jan‑2015 | Australian Open | Hard | R16 | 53 | 46 | Kyrgios d. Andreas Seppi [ITA] | 5-7 4-6 6-3 7-6(5) 8-6 | (ch) | 1.00 | 13.4% | 3.7% | 62.0% | 75.0% | 52.1% | 9/12 | 3:34 |
| 19‑Jan‑2015 | Australian Open | Hard | R128 | 53 | 62 | Kyrgios d. Federico Delbonis [ARG] | 7-6(2) 3-6 6-3 6-7(5) 6-3 | | 1.19 | 13.1% | 3.1% | 65.0% | 78.8% | 58.9% | 7/9 | 3:08 |
| 23‑Jun‑2014 | Wimbledon | Grass | R64 | 144 | 14 | (WC)Kyrgios d. (13)Richard Gasquet [FRA] | 3-6 6-7(4) 6-4 7-5 10-8 | | 0.90 | 10.0% | 2.4% | 67.3% | 70.4% | 56.5% | 14/16 | 3:53 |
| 13‑Jan‑2014 | Australian Open | Hard | R64 | 183 | 28 | (27)Benoit Paire [FRA] d. (WC)Kyrgios | 6-7(5) 6-7(5) 6-4 6-2 6-2 | (ch) | 0.73 | 12.9% | 5.9% | 66.7% | 70.2% | 41.9% | 17/24 | 3:20 |
