| ||||||||||||||
| US Open | ||
| Surface: Hard | Date: Aug. 27 - Sep. 9 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 3-6, 2-6, 3-6 |
| Winston-Salem Open | ||
| Surface: Hard | Date: Aug. 19 - Aug. 25 | Seed: 13 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Carballes Baena | Loss | 1-6, 3-6 |
| Western & Southern Open | ||
| Surface: Hard | Date: Aug. 12 - Aug. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Karen Khachanov | Loss | 6-2, 3-6, 2-6 |
| Rogers Cup presented by National Bank | ||
| Surface: Hard | Date: Aug. 6 - Aug. 12 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pierre-Hugues Herbert | Loss | 6-4, 3-6, 4-6 |
| German Tennis Championships | ||
| Surface: Red Clay | Date: Jul. 23 - Jul. 29 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Leonardo Mayer | Loss | 3-6, 2-6 |
| Plava Laguna Croatia Open Umag | ||
| Surface: Clay | Date: Jul. 16 - Jul. 22 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Dusan Lajovic | Loss | 3-6, 6-1, 0-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jul. 2 - Jul. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Stephane Robert | Loss | 6-7 (5-7), 2-6, 1-6 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 27 - Jun. 10 | Seed: 31 |
| Round | Opponent | W / L | Result |
| First Round | Mikhail Kukushkin | Win | 7-6 (7-0), 6-4, 6-1 |
| Second Round | Casper Ruud | Win | 6-4, 6-2, 6-4 |
| Third Round | Juan Martin Del Potro | Loss | 5-7, 4-6, 1-6 |
| Banque Eric Sturdza Geneva Open | ||
| Surface: Clay | Date: May 20 - May 26 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Marton Fucsovics | Loss | 1-6, 2-6 |
| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Win | 2-6, 7-5, 6-1 |
| Second Round | John Isner | Win | 6-7 (5-7), 7-6 (7-2), 7-6 (7-5) |
| Third Round | Novak Djokovic | Loss | 1-6, 5-7 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Peter Gojowczyk | Win | 5-7, 6-2, 7-5 |
| Second Round | Pablo Cuevas | Loss | 1-6, 7-6 (7-2), 2-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Federico Delbonis | Loss | 2-6, 4-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Rogerio Dutra Silva | Win | 3-6, 6-3, 6-4 |
| Third Round | Stefanos Tsitsipas | Loss | 4-6, 5-7 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 15 - Apr. 22 | Seed: 15 |
| Round | Opponent | W / L | Result |
| First Round | Jared Donaldson | Win | 6-3, 6-3 |
| Second Round | Philipp Kohlschreiber | Loss | 4-6, 2-6 |
| Grand Prix Hassan II | ||
| Surface: Red Clay | Date: Apr. 9 - Apr. 15 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Amine Ahouda | Win | 6-1, 6-2 |
| Second Round | Alexey Vatutin | Loss | 6-7 (4-7), 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 19 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Borna Coric | Loss | 0-6, 3-6 |
| Brasil Open | ||
| Surface: Clay | Date: Feb. 26 - Mar. 4 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guilherme Clezar | Win | 6-3, 6-4 |
| Quarterfinals | Nicolas Jarry | Loss | 7-6 (8-6), 4-6, 6-7 (3-7) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Rogerio Dutra Silva | Win | 6-3, 3-6, 6-4 |
| Second Round | Nicolas Jarry | Loss | 5-7, 3-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Aljaz Bedene | Loss | 6-3, 5-7, 1-6 |
| Ecuador Open | ||
| Surface: Clay | Date: Feb. 5 - Feb. 11 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Roberto Quiroz | Win | 6-3, 3-6, 6-3 |
| Quarterfinals | Gerald Melzer | Win | 6-2, 6-4 |
| Semifinals | Thiago Monteiro | Win | 6-4, 6-7 (4-7), 6-4 |
| Final | Roberto Carballes Baena | Loss | 3-6, 6-4, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 21 |
| Round | Opponent | W / L | Result |
| First Round | Jared Donaldson | Win | 6-2, 6-3, 6-4 |
| Second Round | Tim Smyczek | Win | 6-4, 6-2, 7-6 (7-2) |
| Third Round | Novak Djokovic | Loss | 2-6, 3-6, 3-6 |
| Sydney International | ||
| Surface: Hard | Date: Jan. 7 - Jan. 13 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Paolo Lorenzi | Loss | 3-6, 5-7 |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Guido Pella | Loss | 6-2, 5-7, 5-7 |
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