Stadium: Center Court Round: 24 Ground: Hardcourt outdoor
| Challenger Columbus | 2019/06/10 21:25 | Hiltzik, Jared v Song, Evan | 3-6,2-6 |
| Little Rock, USA | 2019/06/03 17:50 | Hiltzik, Jared v Zhizhen Zhang | 6-3,4-6,3-6 |
| Challenger - Savannah | 2019/04/29 21:40 | Hiltzik, Jared v Sebastian Korda | 4-6,0-6 |
| Challenger - Sarasota | 2019/04/15 21:00 | Hiltzik, Jared v Brooksby, Jenson | 1-6,2-6 |
| Drummondville, Canada | 2019/03/11 16:15 | Hiltzik, Jared v Liam Broady | 5-7,1-6 |
| Challenger Dallas | 2019/02/07 16:00 | Fratangelo, Bjorn v Hiltzik, Jared | 7-6,7-6 |
| Challenger Dallas | 2019/02/06 18:55 | Hiltzik, Jared v Quiroz, Roberto | 6-2,4-6,6-0 |
| Challenger Dallas | 2019/02/04 21:50 | Hiltzik, Jared v Kaichi Uchida | 6-2,4-6,7-5 |
| Wimbledon, London, Great Britain | 2019/06/26 11:25 | Corentin Moutet v Smyczek, Tim | 6-1,6-3 |
| Wimbledon, London, Great Britain | 2019/06/24 10:00 | Mitchell Krueger v Smyczek, Tim | 5-7,4-6 |
| Challenger Columbus | 2019/06/13 18:00 | Torpegaard, Mikael v Smyczek, Tim | 6-2,6-1 |
| Challenger Columbus | 2019/06/12 14:00 | Zsombor Piros v Smyczek, Tim | 3-6,6-4,2-6 |
| Little Rock, USA | 2019/06/07 19:05 | Smyczek, Tim v Christopher Eubanks | 6-7,3-6 |
| Little Rock, USA | 2019/06/04 15:00 | Smyczek, Tim v Smith, Roy | 3-6,7-5,6-1 |
| Open de France | 2019/05/20 12:10 | Garcia-Lopez, Guillermo v Smyczek, Tim | 6-1,6-4 |
| Challenger - Indian Wells | 2019/02/25 21:40 | Harrison, Christian v Smyczek, Tim | 6-4,4-6,6-3 |