Stadium: Center Court Round: 27 Ground: Hardcourt indoor
| ATP Newport | 2019/07/15 15:00 | Ramkumar Ramanathan v Yuichi Sugita | 6-4,6-7,6-3 |
| ATP Newport | 2019/07/17 21:00 | Ugo Humbert v Ramkumar Ramanathan | 7-6,6-0 |
| ATP Newport | 2019/07/16 16:50 | Ramkumar Ramanathan v Sergiy Stakhovsky | 5-7,7-6,6-2 |
| ATP Newport | 2019/07/15 15:00 | Ramkumar Ramanathan v Yuichi Sugita | 6-4,6-7,6-3 |
| ATP Newport | 2019/07/14 18:20 | Ramkumar Ramanathan v Maxime Cressy | 7-6,6-3 |
| Challenger Winnetka | 2019/07/12 16:55 | Denis Istomin v Ramkumar Ramanathan | 6-2,7-5 |
| Challenger Winnetka | 2019/07/11 18:50 | JC Aragone v Ramkumar Ramanathan | 6-7,3-6 |
| Challenger Winnetka | 2019/07/10 18:50 | Michael Redlicki v Ramkumar Ramanathan | 5-7,5-7 |
| Challenger Recanati | 2019/07/05 15:00 | Mats Moraing v Ramkumar Ramanathan | 6-4,6-1 |
| ATP Newport | 2019/07/15 15:00 | Ramkumar Ramanathan v Yuichi Sugita | 6-4,6-7,6-3 |
| ATP Newport | 2019/07/14 15:00 | Yuichi Sugita v Quentin Halys | 7-5,6-4 |
| Wimbledon | 2019/07/02 15:15 | Yuichi Sugita v Rafael Nadal | 3-6,1-6,3-6 |
| Wimbledon | 2019/06/27 10:00 | Yuichi Sugita v Lukas Rosol | 6-4,6-3,6-2 |
| Wimbledon | 2019/06/26 10:00 | Stefano Napolitano v Yuichi Sugita | 6-4,3-6,4-6 |
| Wimbledon | 2019/06/24 10:00 | Carlos Berlocq v Yuichi Sugita | 4-6,2-6 |
| Challenger Ilkley | 2019/06/18 18:40 | Kamil Majchrzak v Yuichi Sugita | 7-6,6-3 |
| Challenger Ilkley | 2019/06/17 13:00 | Guillermo Garcia-Lopez v Yuichi Sugita | 1-6,6-7 |