Stadium: Centre Court Round: 27
| Challenger Scheveningen | 2018/07/18 10:30 | Dustin Brown v Alessandro Giannessi | 6-4,2-6,3-6 |
| Challenger Scheveningen | 2018/07/16 11:30 | Alessandro Giannessi v Tsung-Hua Yang | 3-6,6-1,6-3 |
| Challenger Perugia | 2018/07/13 19:00 | Alessandro Giannessi v Salvatore Caruso | 6-4,4-6,4-6 |
| Challenger Perugia | 2018/07/12 11:00 | Tomislav Brkic v Alessandro Giannessi | 1-6,2-6 |
| Challenger Perugia | 2018/07/10 16:55 | Facundo Arguello v Alessandro Giannessi | 6-3,4-6,2-6 |
| Wimbledon Qual | 2018/06/28 10:00 | Alessandro Giannessi v Stefano Travaglia | 4-6,2-6,4-6 |
| Wimbledon Qual | 2018/06/26 15:50 | Jurgen Zopp v Alessandro Giannessi | 3-6,7-6,11-13 |
| Wimbledon Qual | 2018/06/25 10:00 | Alessandro Giannessi v Danilo Petrovic | 6-3,6-3 |
| Challenger Scheveningen | 2018/07/18 16:35 | Uladzimir Ignatik v Thiemo De Bakker | 4-6,6-7 |
| Challenger Scheveningen | 2018/07/17 14:00 | Thiemo De Bakker v Adam Pavlasek | 6-7,7-6,6-3 |
| Challenger Milan | 2018/06/30 13:00 | Laslo Djere v Thiemo De Bakker | 7-6,4-6,7-5 |
| Challenger Milan | 2018/06/29 15:30 | Thiemo De Bakker v Andrea Arnaboldi | 3-6,6-1,6-4 |
| Challenger Milan | 2018/06/28 10:15 | Thiemo De Bakker v Mario Vilella Martinez | 6-4,2-6,6-2 |
| Challenger Milan | 2018/06/26 15:40 | Felix Auger Aliassime v Thiemo De Bakker | 2-6,1-6 |
| Challenger Blois | 2018/06/23 12:30 | Felix Auger Aliassime v Thiemo De Bakker | 7-6,3-6,6-1 |
| Challenger Blois | 2018/06/22 15:30 | Thiemo De Bakker v Cristian Garin | 6-4,6-4 |