Stadium: Court 3 Round: 19 Ground: Clay
| ITF M15 Antalya | 2019/04/29 06:45 | Dusan Obradovic v Matthew Dellavedova | 4-6,4-6 |
| Challenger Trieste | 2024/07/07 10:35 | Daniel Dutra Da Silva v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2024/07/05 08:50 | Luka Pavlovic v Dusan Obradovic | 6-3,6-3 |
| ITF M15 Kursumlijska Banja | 2024/07/04 08:40 | Benjamin Torrealba v Dusan Obradovic | 2-6,1-6 |
| ITF M15 Kursumlijska Banja | 2024/07/03 13:25 | Novak Novakovic v Dusan Obradovic | 1-6,2-6 |
| ITF M15 Belgrade | 2024/06/29 10:30 | Dusan Obradovic v Ioannis Xilas | 3-6,5-7 |
| ITF M15 Belgrade | 2024/06/28 14:40 | Jan Hrazdil v Dusan Obradovic | 3-6,7-6,4-6 |
| ITF M15 Belgrade | 2024/06/28 09:50 | Milos Mikovic v Dusan Obradovic | 6-3,1-6,2-6 |
| ITF M15 Belgrade | 2024/06/25 10:40 | Luka Petrovic v Dusan Obradovic | 4-6,6-4,5-7 |
| Challenger Trieste | 2024/07/07 10:20 | Oscar Jose Gutierrez v Matthew Dellavedova | 5-7,2-6 |
| Challenger Karlsruhe | 2024/07/01 12:35 | Matthew Dellavedova v Alexey Zakharov | 2-6,1-6 |
| Challenger Karlsruhe | 2024/06/30 09:00 | Matthew Dellavedova v Yannik Kelm | 6-2,6-0 |
| ITF M25 Klosters | 2024/06/29 08:00 | Remy Bertola v Matthew Dellavedova | 6-2,6-4 |
| ITF M25 Klosters | 2024/06/28 07:30 | Dylan Dietrich v Matthew Dellavedova | 4-6,6-3,4-6 |
| ITF M25 Klosters | 2024/06/27 11:25 | Timeo Gaillard v Matthew Dellavedova | 1-6,3-6 |
| ITF M25 Klosters | 2024/06/25 07:00 | Arthur Laborde v Matthew Dellavedova | 5-7,6-4,3-6 |
| Challenger Poznan | 2024/06/18 10:10 | Matthew Dellavedova v Genaro Alberto Olivieri | 1-6,5-7 |