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| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 12 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 6-2, 6-2, 6-3 |
| Second Round | Roberto Carballes Baena | Win | 7-6 (9-7), 6-3, 6-0 |
| Third Round | Lloyd Harris | Loss | 4-6, 4-6, 4-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Benoit Paire | Loss | 3-6, 6-4, 5-7 |
| Open de la Banque Nationale presentee par Rogers | ||
| Surface: Hard | Date: Aug. 9 - Aug. 15 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Frances Tiafoe | Loss | 1-6, 4-6 |
| J. Safra Sarasin Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 19 - Jul. 25 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Vit Kopriva | Loss | 6-2, 3-6, 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 28 - Jul. 11 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Philipp Kohlschreiber | Win | 6-4, 4-6, 6-3, 5-7, 6-4 |
| Second Round | Pablo Andujar | Win | Retired |
| Third Round | Andy Murray | Win | 6-4, 6-2, 6-2 |
| Fourth Round | Roberto Bautista Agut | Win | 6-1, 6-3, 7-5 |
| Quarterfinals | Karen Khachanov | Win | 6-4, 3-6, 5-7, 6-1, 6-4 |
| Semifinals | Novak Djokovic | Loss | 6-7 (3-7), 5-7, 5-7 |
| cinch Championships | ||
| Surface: Grass | Date: Jun. 14 - Jun. 20 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Aleksandar Vukic | Win | 7-6 (8-6), 7-6 (8-6) |
| Second Round | Feliciano Lopez | Win | 6-2, 6-3 |
| Quarterfinals | Frances Tiafoe | Win | 6-3, 6-4 |
| Semifinals | Cameron Norrie | Loss | 5-7, 3-6 |
| MercedesCup | ||
| Surface: Grass | Date: Jun. 8 - Jun. 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Feliciano Lopez | Win | 6-2, 6-7 (2-7), 6-3 |
| Quarterfinals | Marin Cilic | Loss | 5-7, 6-7 (3-7) |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 16 - May 22 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marco Cecchinato | Win | 6-7 (4-7), 7-5, 6-1 |
| Quarterfinals | Laslo Djere | Win | 6-4, 6-4 |
| Semifinals | Pablo Cuevas | Win | 6-4, 7-5 |
| Final | Casper Ruud | Loss | 6-7 (6-8), 4-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 9 - May 16 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Kamil Majchrzak | Win | 6-1, 6-3 |
| Second Round | Stefano Travaglia | Win | 7-6 (7-2), 6-3 |
| Third Round | Rafael Nadal | Loss | 6-3, 4-6, 6-7 (3-7) |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 29 - May 9 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | 6-1, 6-3 |
| Second Round | Alexander Bublik | Loss | 4-6, 7-5, 4-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 26 - May 2 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Corentin Moutet | Loss | 4-6, 6-2, 4-6 |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 19 - Apr. 25 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jeremy Chardy | Win | 6-3, 7-5 |
| Third Round | Felix Auger-Aliassime | Loss | 2-6, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Ilya Ivashka | Win | 6-7 (5-7), 6-4, 6-4 |
| Third Round | Hubert Hurkacz | Loss | 3-6, 6-7 (6-8) |
| Dubai Duty Free Tennis Championships | ||
| Surface: Hard | Date: Mar. 14 - Mar. 20 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Jan-Lennard Struff | Win | 6-1, 6-3 |
| Third Round | Hubert Hurkacz | Win | 6-4, 6-3 |
| Quarterfinals | Jeremy Chardy | Win | 7-5, 6-4 |
| Semifinals | Lloyd Harris | Loss | 7-6 (7-5), 4-6, 6-7 (6-8) |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Mar. 8 - Mar. 13 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Vasek Pospisil | Win | 7-5, 6-4 |
| Quarterfinals | Taylor Fritz | Loss | 7-5, 3-6, 5-7 |
| Australian Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 21 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Jannik Sinner | Win | 3-6, 6-3, 6-2, 4-6, 6-4 |
| Second Round | Bernard Tomic | Win | 6-1, 6-3, 6-2 |
| Third Round | Felix Auger-Aliassime | Loss | 5-7, 5-7, 3-6 |
© 2021 by STATS PERFORM.