Results
| UTR Pro Match Series | 09/13 10:40 | 28 | Tiago Cacao v Jesse De Jager | 6-3,6-3 | |
| UTR Pro Match Series | 09/12 13:45 | - | Bruno Ouvidor v Jesse De Jager | 7-6,0-6,1-6 | |
| UTR Pro Match Series | 09/11 08:00 | - | Yoav Versloot v Jesse De Jager | Retired | |
| UTR Pro Match Series | 09/09 09:45 | - | Kuzey Cekirge v Jesse De Jager | 0-6,6-3,4-6 | |
| UTR Pro Match Series | 09/08 08:00 | - | Jesse De Jager v Miguel Semedo | 6-2,6-4 | |
| ITF M15 Haren | 09/03 15:31 | - |
SD Brezje Maribor
v
Jesse De Jager |
6-2,6-2 | |
| ITF M25 Oldenzaal | 08/28 09:00 | - | Florian Broska v Jesse De Jager | 6-3,6-1 | |
| ITF M25 Oldenzaal | 08/27 12:30 | - | Jesse De Jager v Alessio Basile | 7-5,4-6,7-5 | |
| ITF M25 Oldenzaal | 08/26 10:16 | - | Jesse De Jager v Alges Women | 6-3,6-2 | |
| ITF M25 Koksijde | 08/12 09:30 | - | Jack Loge v Jesse De Jager | 6-4,6-7,5-0 | |
| ITF M25 Koksijde | 08/11 14:08 | - | Jesse De Jager v David Tixhon | 6-2,6-1 | |
| ITF M25 Wetzlar | 07/30 10:30 | - | Vincent Marysko v Jesse De Jager | 6-2,3-6,7-5 |
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