Stadium: Court 1 Round: 26 Ground: Clay
| ITF M25 Most | 2019/05/28 13:30 | Krstev, Ondrej v Daniel Dutra Da Silva | 6-4,6-3 |
| ITF - M15 Antalya | 2019/05/16 07:15 | Krstev, Ondrej v Marsel Ilhan | 6-4,4-6,4-6 |
| ITF - M15 Antalya | 2019/05/15 07:15 | Krstev, Ondrej v Voros, Mate | 4-6,6-4,6-4 |
| ITF M15 Tbilisi | 2019/05/02 07:25 | Altug Celikbilek v Krstev, Ondrej | 7-6,6-3 |
| ITF M15 Tbilisi | 2019/05/01 06:00 | Krstev, Ondrej v Sarp Agabigun | 4-6,6-2,6-4 |
| ITF - M15 Opatija | 2019/03/26 13:20 | Benjamin Pietri v Krstev, Ondrej | 7-6,2-6,6-0 |
| ITF - M15 Rovinj | 2019/03/19 10:30 | Krstev, Ondrej v Sabanov, Matej | 3-6,5-7 |
| ITF M15 Kaarst | 2019/02/07 17:35 | Krstev, Ondrej v Ramazzoti, Samuele | 4-6,3-6 |
| ITF M25 Most | 2019/05/29 08:00 | Jiri Barnat v Grills, Jacob | 3-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2019/05/23 11:30 | Rikl, Patrik v Grills, Jacob | 6-1,2-6,6-3 |
| Samarkand, Uzbekistan | 2019/05/14 05:00 | Grills, Jacob v Dmitry Popko | 3-6,6-7 |
| Shymkent 2, Kazakhstan | 2019/05/07 05:40 | Martin, Andrej v Grills, Jacob | 6-0,6-2 |
| Shymkent 2, Kazakhstan | 2019/05/06 05:30 | Lenz, Julian v Grills, Jacob | 3-6,4-6 |
| Challenger Seoul | 2019/04/30 03:25 | Yan Bai v Grills, Jacob | 6-4,6-1 |
| Challenger Seoul | 2019/04/29 02:00 | Xia, Zihao v Grills, Jacob | 3-6,7-6,3-6 |
| Nanchang, China | 2019/04/24 03:00 | Jordan Thompson v Grills, Jacob | 6-3,4-6,6-1 |