Stadium: Court 11 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Cairns | 2019/09/15 05:30 | David Barclay v Thomas Braithwaite | 6-4,4-6,6-10 |
| ITF M25 Cairns | 2019/09/15 05:30 | Corey Gaal v Stephen Kaldawi | 4-6,4-6 |
| ITF M15 Cancun | 2019/07/29 15:00 | Stephen Kaldawi v Daniel Antonio Nunez | 4-6,2-6 |
| ITF M15 Cancun | 2019/07/29 13:30 | Stephen Kaldawi v Eduardo Reyna | 6-2,6-0 |
| ITF M15 Mornington | 2019/03/26 03:10 | Dane Sweeny v Stephen Kaldawi | 6-4,6-4 |
| ITF M15 Mornington | 2019/03/21 02:40 | Stephen Kaldawi v Luca Castelnuovo | 4-6,6-4,4-6 |
| ITF M15 Mornington | 2019/03/20 03:35 | Stephen Kaldawi v Jayden Court | 6-2,6-2 |
| ITF M15 Mornington | 2019/03/19 02:05 | David Barclay v Stephen Kaldawi | 6-3,4-6,5-10 |
| ITF M15 Mornington | 2019/03/18 01:00 | Stephen Kaldawi v Tom Evans | 6-3,6-1 |