Stadium: Court 1 Round: 54 Ground: Clay
| ITF M25 Trnava | 2022/12/05 09:00 | Mika Brunold v Jack Karlsson Winstrand | 7-6,6-3 |
| ITF M15 Heraklion | 2022/10/30 10:00 | Jack Karlsson Winstrand v Michael Shaw | 1-6,6-3,5-10 |
| ITF M15 Parnu | 2022/10/27 08:00 | Jack Karlsson Winstrand v Daniel Little | 3-6,3-6 |
| ITF M15 Parnu | 2022/10/26 09:45 | Yann Wojcik v Jack Karlsson Winstrand | 6-3,5-7,6-7 |
| ITF M15 Parnu | 2022/10/25 06:30 | Jack Karlsson Winstrand v Julius Tverijonas | 6-2,6-2 |
| ITF M15 Parnu | 2022/10/24 07:30 | Jack Karlsson Winstrand v Martin Mazev | 7-5,6-4 |
| ITF M25 Falun | 2022/09/28 14:00 | Stuart Parker v Jack Karlsson Winstrand | 6-2,6-1 |
| ITF M25 Falun | 2022/09/27 16:40 | Jack Karlsson Winstrand v Albert Saar | 6-3,6-4 |