Stadium: Hard 21 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Sunderland | 2023/11/01 13:20 | Patrick Brady v Harry Wendelken | 6-7,6-3,6-2 |
| ITF M25 Glasgow | 2023/10/26 11:35 | Hamish Stewart v Harry Wendelken | 7-5,6-4 |
| ITF M25 Glasgow | 2023/10/24 09:00 | Phoenix Weir v Harry Wendelken | 1-6,4-6 |
| ITF M25 Edgbaston | 2023/10/17 11:50 | Milos Karol v Harry Wendelken | 6-2,6-4 |
| UK Pro League | 2023/10/07 11:30 | Harry Wendelken v Oscar Weightman | 6-0,0-6,10-5 |
| UK Pro League | 2023/10/06 11:30 | Giles Hussey v Harry Wendelken | 6-1,6-1 |
| UK Pro League | 2023/10/05 13:00 | Harry Wendelken v Hamish Stewart | 7-6,5-7,10-4 |
| UK Pro League | 2023/10/04 10:00 | Harry Wendelken v David Quayle | 3-6,6-1,11-9 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Ronetto Van Tilburg v Alexander Orlov | 6-0,6-0 |
| ITF M15 Heraklion | 2023/10/25 10:25 | Alexander Orlov v Stefanos Sakellaridis | 3-6,4-6 |
| ITF M15 Heraklion | 2023/10/24 06:30 | Jonas Trinker v Alexander Orlov | 6-3,6-1 |
| ITF M15 Heraklion | 2023/10/23 07:30 | Stefan Cizelj-Zivkovic v Alexander Orlov | 2-6,6-2,11-13 |
| ITF M15 Heraklion | 2023/10/17 06:30 | Alexander Orlov v Maciej Matuszczyk | 6-2,3-6,10-5 |
| ITF M15 Heraklion | 2023/10/16 06:30 | Alexander Orlov v Dario Huber | 5-7,7-6,14-12 |
| ITF M15 Monastir | 2023/10/02 08:00 | Alexander Orlov v Rayen Hermassi | 3-6,6-1,8-10 |
| ITF M15 Monastir | 2023/10/01 08:00 | Alexander Orlov v Rodrigo Mora Clement | 7-5,6-4 |