| 22‑Jul‑2024 | Atlanta | Hard | R32 | 140 | 98 | David Goffin [BEL] d. (WC)Shapovalov | 6-4 3-6 6-1 | | 0.93 | 8.0% | 4.6% | 55.2% | 68.8% | 46.2% | 7/11 | 2:04 |
| 1‑Jul‑2024 | Wimbledon | Grass | R64 | 121 | 80 | Shapovalov d. Daniel Altmaier [GER] | 7-6(3) 6-3 1-6 6-7(3) 6-4 | | 0.92 | 6.0% | 10.7% | 57.7% | 79.1% | 50.8% | 4/8 | 3:29 |
| 27‑May‑2024 | Roland Garros | Clay | R32 | 118 | 8 | (8)Hubert Hurkacz [POL] d. Shapovalov | 6-3 7-6(0) 4-6 6-1 | (ch) | 0.64 | 4.0% | 4.8% | 56.0% | 67.1% | 49.1% | 5/9 | |
| 3‑Jul‑2023 | Wimbledon | Grass | R16 | 29 | 92 | Roman Safiullin [RUS] d. (26)Shapovalov | 3-6 6-3 6-1 6-3 | (ch) | 0.69 | 8.3% | 11.5% | 63.5% | 73.8% | 37.1% | 4/9 | 2:11 |
| 29‑May‑2023 | Roland Garros | Clay | R32 | 32 | 1 | (1)Carlos Alcaraz [ESP] d. (26)Shapovalov | 6-1 6-4 6-2 | (ch) | 0.61 | 0.0% | 11.5% | 56.3% | 51.0% | 36.8% | 9/16 | 2:11 |
| 27‑Jun‑2022 | Wimbledon | Grass | R64 | 16 | 56 | Brandon Nakashima [USA] d. (13)Shapovalov | 6-2 4-6 6-1 7-6(6) | | 0.78 | 7.3% | 8.3% | 45.8% | 79.5% | 63.5% | 2/6 | 2:19 |
| 20‑Jun‑2022 | Mallorca | Grass | R16 | 16 | 56 | Benjamin Bonzi [FRA] d. (3)Shapovalov | 6-4 6-1 | | 0.67 | 8.7% | 13.0% | 56.5% | 61.5% | 40.0% | 1/5 | 1:07 |
| 23‑May‑2022 | Roland Garros | Clay | R128 | 15 | 40 | Holger Rune [DEN] d. (14)Shapovalov | 6-3 6-1 7-6(4) | | 0.68 | 7.8% | 7.8% | 74.0% | 64.9% | 45.0% | 4/9 | |
| 9‑May‑2022 | Rome Masters | Clay | R16 | 16 | 4 | (13)Shapovalov d. (3)Rafael Nadal [ESP] | 1-6 7-5 6-2 | | 1.03 | 14.0% | 3.2% | 67.7% | 63.5% | 43.3% | 7/11 | 2:37 |
| 2‑May‑2022 | Madrid Masters | Clay | R32 | 16 | 78 | (WC)Andy Murray [GBR] d. (14)Shapovalov | 6-1 3-6 6-2 | (ch) | 0.72 | 2.4% | 1.2% | 75.9% | 60.3% | 50.0% | 7/11 | 2:08 |
| 27‑Sep‑2021 | San Diego | Hard | QF | 13 | 28 | Cameron Norrie [GBR] d. (4)Shapovalov | 6-3 6-1 | | 0.64 | 6.7% | 11.1% | 55.6% | 64.0% | 35.0% | 2/6 | 1:07 |
| 9‑Aug‑2021 | Canada Masters | Hard | R32 | 10 | 52 | (LL)Frances Tiafoe [USA] d. (5)Shapovalov | 6-1 6-4 | | 0.57 | 6.6% | 14.8% | 49.2% | 73.3% | 35.5% | 10/13 | 1:15 |
| 19‑Oct‑2020 | Cologne 2 | Hard | R16 | 12 | 58 | Gilles Simon [FRA] d. (3)Shapovalov | 6-1 4-6 6-2 | | 0.71 | 4.4% | 14.4% | 50.0% | 60.0% | 37.8% | 6/13 | 1:54 |
| 20‑Jan‑2020 | Australian Open | Hard | R128 | 13 | 67 | Marton Fucsovics [HUN] d. (13)Shapovalov | 6-3 6-7(7) 6-1 7-6(3) | (ch) | 0.74 | 4.9% | 5.6% | 60.6% | 75.6% | 39.3% | 5/11 | 3:13 |
| 6‑Jan‑2020 | Atp Cup | Hard | QF | 14 | 2 | Novak Djokovic [SRB] d. Shapovalov | 4-6 6-1 7-6(4) | | 0.96 | 17.6% | 8.2% | 51.8% | 81.8% | 46.3% | 2/5 | 2:40 |
| 13‑May‑2019 | Rome Masters | Clay | R32 | 22 | 1 | (1)Novak Djokovic [SRB] d. Shapovalov | 6-1 6-3 | | 0.39 | 3.3% | 4.9% | 52.5% | 56.3% | 41.4% | 9/13 | 1:06 |
| 15‑Apr‑2019 | Monte Carlo Masters | Clay | R64 | 20 | 44 | Jan Lennard Struff [GER] d. (15)Shapovalov | 5-7 6-3 6-1 | | 0.87 | 1.0% | 10.0% | 58.0% | 62.1% | 42.9% | 10/16 | 1:58 |
| 14‑May‑2018 | Rome Masters | Clay | R16 | 29 | 2 | (1)Rafael Nadal [ESP] d. Shapovalov | 6-4 6-1 | (ch) | 0.28 | 6.9% | 8.3% | 63.9% | 56.5% | 42.3% | 9/13 | 1:22 |
| 14‑May‑2018 | Rome Masters | Clay | R64 | 29 | 17 | Shapovalov d. (15)Tomas Berdych [CZE] | 1-6 6-3 7-6(5) | | 0.93 | 9.0% | 4.5% | 62.9% | 82.1% | 42.4% | 1/3 | 2:04 |
| 7‑May‑2018 | Madrid Masters | Clay | SF | 43 | 3 | (2)Alexander Zverev [GER] d. Shapovalov | 6-4 6-1 | (ch) | 0.45 | 0.0% | 2.2% | 67.4% | 58.1% | 40.0% | 0/4 | 0:57 |
| 23‑Oct‑2017 | Basel | Hard | R16 | 49 | 28 | (7)Adrian Mannarino [FRA] d. Shapovalov | 4-6 6-1 6-2 | | 0.81 | 11.8% | 6.6% | 52.6% | 70.0% | 44.4% | 4/9 | 1:43 |
