Stadium: Court 7 Round: 44 Ground: Clay
| ATP Stockholm | 2016/10/17 12:00 | Adam Pavlasek v Ryan Harrison | 3-6,5-7 |
| ATP Houston | 2019/04/10 18:05 | Henri Laaksonen v Ryan Harrison | 6-4,7-5 |
| ATP Houston | 2019/04/08 20:00 | Ryan Harrison v Ivo Karlovic | 6-3,6-4 |
| ATP Miami | 2019/03/18 18:20 | Mikael Ymer v Ryan Harrison | 6-1,6-3 |
| Challenger Phoenix | 2019/03/14 19:50 | Ryan Harrison v Lorenzo Sonego | 4-6,2-6 |
| Challenger Phoenix | 2019/03/13 22:05 | Lloyd Harris v Ryan Harrison | 6-3,4-6,4-6 |
| ATP Indian Wells | 2019/03/09 02:15 | Roberto Carballes Baena v Ryan Harrison | 6-3,7-5 |
| ATP Acapulco | 2019/02/26 02:45 | Ryan Harrison v Stan Wawrinka | 4-6,6-7 |
| ATP Acapulco | 2019/02/25 02:15 | Ryan Harrison v Adrian Menendez-Maceiras | 6-2,6-4 |
| Challenger Rome | 2019/05/11 11:30 | Adam Pavlasek v Gian Marco Moroni | 1-6,1-6 |
| Challenger Rome | 2019/05/10 12:00 | Adam Pavlasek v Kamil Majchrzak | 6-3,7-6 |
| Challenger Rome | 2019/05/09 09:55 | Riccardo Bonadio v Adam Pavlasek | 3-6,1-6 |
| Challenger Rome | 2019/05/08 09:45 | Tomislav Brkic v Adam Pavlasek | 6-3,3-6,2-6 |
| Challenger Ostrava | 2019/04/30 12:55 | Zsombor Piros v Adam Pavlasek | 6-3,0-6,6-3 |
| Challenger Nanchang | 2019/04/25 03:00 | Adam Pavlasek v Andrew Harris | 3-6,6-4,3-6 |
| Challenger Nanchang | 2019/04/23 05:55 | Adam Pavlasek v Yunseong Chung | 6-3,6-2 |
| Challenger Anning | 2019/04/18 05:50 | Adam Pavlasek v Prajnesh Gunneswaran | 5-7,3-6 |