Stadium: Centre Court Round: 26
| Challenger Szczecin | 2016/09/18 10:00 | Dustin Brown v Alessandro Giannessi | 2-6,3-6 |
| Challenger Szczecin | 2016/09/18 01:04 | Dustin Brown v Alessandro Giannessi | 2-6,3-6 |
| Challenger Scheveningen | 2018/07/17 11:55 | Gregoire Barrere v Dustin Brown | 5-7,5-7 |
| Challenger Braunschweig | 2018/07/11 14:00 | Yannick Hanfmann v Dustin Brown | 3-6,7-6,6-2 |
| Challenger Braunschweig | 2018/07/10 09:00 | Viktor Galovic v Dustin Brown | 3-6,6-7 |
| Challenger Marburg | 2018/07/03 16:00 | Dustin Brown v Juan Ignacio Londero | 3-6,4-6 |
| Wimbledon Qual | 2018/06/25 14:05 | Dustin Brown v Stefan Kozlov | 3-6,1-6 |
| ATP Halle Qual | 2018/06/16 09:00 | Matteo Berrettini v Dustin Brown | 6-7,7-6,7-6 |
| ATP Hertogenbosch Qual | 2018/06/09 10:45 | Bernard Tomic v Dustin Brown | 6-4,7-6 |
| Challenger Surbiton | 2018/06/05 16:10 | Matthew Ebden v Dustin Brown | 6-7,7-5,6-3 |
| 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 Caltanissetta | 2018/06/14 16:30 | Ernests Gulbis v Alessandro Giannessi | 6-2,6-7,1-6 |