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| Internazionali BNL d'Italia | ||
| Surface: Red Clay | Date: May 13 - May 20 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Jared Donaldson | Win | 6-4, 3-6, 6-0 |
| Second Round | Steve Johnson | Win | 6-4, 2-6, 6-4 |
| Third Round | Aljaz Bedene | Win | 6-4, 6-7 (3-7), 6-2 |
| Quarterfinals | Marin Cilic | Loss | 3-6, 3-6 |
| Mutua Madrid Open | ||
| Surface: Red Clay | Date: May 5 - May 13 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Loss | 4-6, 2-6 |
| Millennium Estoril Open | ||
| Surface: Red Clay | Date: Apr. 30 - May 6 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Nicolas Kicker | Win | 6-1, 7-5 |
| Quarterfinals | Nicolas Jarry | Win | 6-2, 2-6, 6-1 |
| Semifinals | Frances Tiafoe | Loss | 2-6, 3-6 |
| Barcelona Open Banco Sabadell | ||
| Surface: Clay | Date: Apr. 23 - Apr. 29 | Seed: 5 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Benoit Paire | Win | 6-3, 6-3 |
| Third Round | Adrian Mannarino | Win | 6-2, 4-6, 7-6 (8-6) |
| Quarterfinals | Grigor Dimitrov | Win | 6-3, 7-6 (7-4) |
| Semifinals | Stefanos Tsitsipas | Loss | 5-7, 3-6 |
| Miami Open presented by Itau | ||
| Surface: Hard | Date: Mar. 20 - Apr. 1 | Seed: 16 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Denis Istomin | Win | 6-1, 6-0 |
| Third Round | Steve Johnson | Win | 6-4, 6-4 |
| Fourth Round | Fernando Verdasco | Win | 6-0, 6-3 |
| Quarterfinals | Kevin Anderson | Win | 6-4, 5-7, 7-6 (8-6) |
| Semifinals | Alexander Zverev | Loss | 6-7 (4-7), 2-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 7 - Mar. 18 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Horacio Zeballos | Win | 3-6, 6-3, 7-6 (7-3) |
| Third Round | Daniil Medvedev | Win | 6-1, 7-5 |
| Fourth Round | Kevin Anderson | Loss | 6-4, 3-6, 6-7 (6-8) |
| Rio Open presented by Claro HDTV | ||
| Surface: Clay | Date: Feb. 19 - Feb. 25 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Marco Cecchinato | Win | 6-4, 6-1 |
| Second Round | Aljaz Bedene | Loss | 2-6, 7-5, 2-6 |
| Argentina Open | ||
| Surface: Clay | Date: Feb. 12 - Feb. 18 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Guillermo Garcia-Lopez | Loss | 6-7 (5-7), 6-1, 6-7 (6-8) |
| Ecuador Open | ||
| Surface: Clay | Date: Feb. 5 - Feb. 11 | Seed: 1 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Andrej Martin | Loss | 4-6, 2-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 28 | Seed: 10 |
| Round | Opponent | W / L | Result |
| First Round | Jason Kubler | Win | 7-5, 4-6, 7-5, 6-1 |
| Second Round | Gilles Simon | Win | 6-2, 3-0 Retired |
| Third Round | Gilles Muller | Win | 7-6 (7-4), 4-6, 7-5, 7-5 |
| Fourth Round | Marin Cilic | Loss | 7-6 (7-2), 3-6, 6-7 (0-7), 6-7 (3-7) |
| Qatar ExxonMobil Open | ||
| Surface: Hard | Date: Jan. 1 - Jan. 6 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Borna Coric | Loss | 7-5, 2-6, 6-7 (8-10) |
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