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| Rolex Paris Masters | ||
| Surface: Hard | Date: Oct. 31 - Nov. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alexander Bublik | Win | 6-1, 6-7 (2-7), 6-4 |
| Second Round | Felix Auger-Aliassime | Loss | 7-6 (8-6), 4-6, 6-7 (6-8) |
| Stockholm Open | ||
| Surface: Hard | Date: Oct. 17 - Oct. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Quentin Halys | Win | 5-7, 6-4, 6-3 |
| Second Round | Tommy Paul | Win | 6-2, 6-3 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 5-7, 3-6 |
| UniCredit Firenze Open | ||
| Surface: Hard | Date: Oct. 10 - Oct. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tim Van Rijthoven | Win | 6-1, 6-2 |
| Second Round | Aslan Karatsev | Win | 6-1, 6-7 (6-8), 6-1 |
| Quarterfinals | Roberto Carballes Baena | Win | 6-4, 6-2 |
| Semifinals | J.J. Wolf | Loss | 4-6, 4-6 |
| Sofia Open | ||
| Surface: Hard | Date: Sep. 26 - Oct. 2 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ilya Ivashka | Loss | 6-7 (8-10), 6-4, 5-7 |
| Moselle Open | ||
| Surface: Hard | Date: Sep. 19 - Sep. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Adrian Mannarino | Win | 7-5, 6-0 |
| Second Round | Gregoire Barrere | Win | 6-4, 6-3 |
| Quarterfinals | Stan Wawrinka | Loss | 4-6, 6-4, 6-7 (5-7) |
| US Open | ||
| Surface: Hard | Date: Aug. 29 - Sep. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jason Kubler | Loss | 7-5, 4-6, 2-6, 4-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 21 - Aug. 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Coria | Win | |
| Second Round | Marc-Andrea Huesler | Loss |
| Citi Open | ||
| Surface: Hard | Date: Aug. 1 - Aug. 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Andy Murray | Win | |
| Second Round | Aslan Karatsev | Win | |
| Third Round | Emil Ruusuvuori | Win | |
| Quarterfinals | Sebastian Korda | Win | |
| Semifinals | Nick Kyrgios | Loss |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 25 - Jul. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jaume Munar | Loss |
| EFG Suisse Open Gstaad | ||
| Surface: Clay | Date: Jul. 18 - Jul. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Loss |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 27 - Jul. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Daniel Altmaier | Win | |
| Second Round | Jannik Sinner | Loss |
| Roland Garros | ||
| Surface: Red Clay | Date: May 22 - Jun. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Duckworth | Win | |
| Second Round | Daniel Evans | Win | |
| Third Round | Stefanos Tsitsipas | Loss |
| Serbia Open | ||
| Surface: Red Clay | Date: Apr. 18 - Apr. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roman Safiullin | Loss |
| Open 13 Provence | ||
| Surface: Hard | Date: Feb. 14 - Feb. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Richard Gasquet | Loss |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 7 - Feb. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Loss |
| Open Sud de France | ||
| Surface: Hard | Date: Jan. 31 - Feb. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Win | |
| Second Round | Gael Monfils | Win | |
| Quarterfinals | Richard Gasquet | Win | |
| Semifinals | Alexander Zverev | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 17 - Jan. 30 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefanos Tsitsipas | Loss |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 3 - Jan. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Benjamin Bonzi | Win | |
| Second Round | Soon Woo Kwon | Win | |
| Quarterfinals | Thanasi Kokkinakis | Loss |
