| ||||||||||||||
| China Open | ||
| Surface: Hard | Date: Sep. 28 - Oct. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stefanos Tsitsipas |
| US Open | ||
| Surface: Hard | Date: Aug. 28 - Sep. 10 | Seed: 23 |
| Round | Opponent | W / L | Result |
| First Round | Luca Van Assche | Win | 6-3, 3-6, 6-2, 7-6(7-3) |
| Second Round | Alex Michelsen | Win | 4-6, 6-3, 6-3, 6-3 |
| Third Round | Alex De Minaur | Loss | 1-6, 3-6, 2-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 13 - Aug. 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roman Safiullin | Win | 4-6, 6-3, 6-3 |
| Second Round | Alexei Popyrin | Loss |
| Omnium National Bank presented by Rogers | ||
| Surface: Hard | Date: Aug. 7 - Aug. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ugo Humbert | Loss | 6-4, 3-6, 4-6 |
| Abierto de Tenis Mifel | ||
| Surface: Hard | Date: Aug. 1 - Aug. 6 | Seed: 6 |
| Round | Opponent | W / L | Result |
| First Round | Rodrigo Pacheco Mendez | Win | 6-3, 6-1 |
| Second Round | Gijs Brouwer | Win | 7-6 (7-5), 4-6, 6-4 |
| Quarterfinals | Stefanos Tsitsipas | Loss | 7-6 (8-6), 6-7 (4-7), 2-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 3 - Jul. 16 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | |
| Second Round | Jason Kubler | Win | |
| Third Round | Carlos Alcaraz | Loss |
| Rothesay International Eastbourne | ||
| Surface: Grass | Date: Jun. 26 - Jul. 1 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Gregoire Barrere | Loss |
| Terra Wortmann Open | ||
| Surface: Grass | Date: Jun. 19 - Jun. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Corentin Moutet | Win | |
| Second Round | Stefanos Tsitsipas | Win | |
| Quarterfinals | Alexander Zverev | Loss |
| French Open | ||
| Surface: Red Clay | Date: May 28 - Jun. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Hugo Dellien | Win | |
| Second Round | Tommy Paul | Win | |
| Third Round | Marcos Giron | Win | |
| Fourth Round | Casper Ruud | Loss |
| Gonet Geneva Open | ||
| Surface: Clay | Date: May 21 - May 27 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Dusan Lajovic | Win | |
| Second Round | Tallon Griekspoor | Win | |
| Quarterfinals | Casper Ruud | Win | |
| Semifinals | Alexander Zverev | Win | |
| Final | Grigor Dimitrov | Win |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 10 - May 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Yannick Hanfmann | Loss |
| Mutua Madrid Open | ||
| Surface: Hard | Date: Apr. 26 - May 7 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Roman Safiullin | Loss |
| Barcelona Open Banc Sabadell | ||
| Surface: Clay | Date: Apr. 17 - Apr. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Marco Trungelliti | Win | |
| Second Round | Karen Khachanov | Loss |
| Rolex Monte-Carlo Masters | ||
| Surface: Clay | Date: Apr. 9 - Apr. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Win | |
| Second Round | Alexei Popyrin | Win | |
| Third Round | Stefanos Tsitsipas | Loss |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 3 - Apr. 9 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Andrea Vavassori | Loss |
| Chile Dove Men+Care Open | ||
| Surface: Clay | Date: Feb. 27 - Mar. 5 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Pablo Varillas | Win | |
| Second Round | Diego Schwartzman | Win | |
| Quarterfinals | Yannick Hanfmann | Win | |
| Semifinals | Jaume Munar | Win | |
| Final | Tomas Martin Etcheverry | Win |
| Rio Open presented by Claro | ||
| Surface: Clay | Date: Feb. 20 - Feb. 26 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Lorenzo Musetti | Win | |
| Second Round | Pedro Martinez | Win | |
| Quarterfinals | Sebastian Baez | Win | |
| Semifinals | Carlos Alcaraz | Loss |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Miomir Kecmanovic | Win | |
| Second Round | Ben Shelton | Loss |
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