Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Wichita | 2019/06/13 15:00 | Redlicki, Martin v Dunbar, Jacob | 4-6,6-7 |
| ITF M25 Wichita | 2019/06/12 19:45 | Redlicki, Martin v Strong Kirchheimer | 6-3,4-6,7-5 |
| Little Rock, USA | 2019/06/03 16:35 | Redlicki, Martin v Matias Franco Descotte | 2-6,1-6 |
| ITF M15 Cancun | 2019/05/24 15:55 | Redlicki, Martin v Matija Pecotic | 6-7,3-6 |
| ITF M15 Cancun | 2019/05/23 13:30 | Redlicki, Martin v Green, Cameron | 2-6,7-6,7-6 |
| ITF M15 Cancun | 2019/05/22 13:30 | Redlicki, Martin v Panta Herreros, Jorge Brian | 6-1,6-4 |
| Challenger Leon | 2019/04/24 16:00 | Redlicki, Martin v Mirza Basic | 2-6,5-7 |
| Challenger Leon | 2019/04/23 16:00 | Cossu, Milledge v Redlicki, Martin | 2-6,2-6 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2019/06/18 15:00 | Simon Freund v Abraham Asaba | 6-2,6-3 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2019/06/17 15:00 | Simon Freund v Zapata, Sebastian | 6-1,6-0 |
| ITF M25 Wichita | 2019/06/12 16:40 | Cozbinov, Alexander v Simon Freund | 7-5,6-3 |
| Kalmar, Singles M-ITF-SWE-02A | 2019/05/16 08:15 | Simon Freund v Slobodchikov, Ronald | 3-6,4-6 |
| Kalmar, Singles M-ITF-SWE-02A | 2019/05/15 08:15 | Groener, Jakob v Simon Freund | 3-6,3-6 |
| Kalmar, Singles M-ITF-SWE-02A | 2019/05/14 08:15 | Simon Freund v Dermiens, Guillaume | 6-3,4-6,10-6 |
| Kalmar, Singles M-ITF-SWE-02A | 2019/05/13 08:15 | Simon Freund v Grevelius, Erik | 6-2,6-2 |
| Karlskrona, Singles Qualifying M-ITF-SWE-01A | 2019/05/08 13:20 | Simon Freund v Karl Friberg | 3-6,7-5,5-7 |