Stadium: Cancha 1 Round: 27 Ground: Hardcourt outdoor
| Monterrey, Mexico | 2019/04/04 23:05 | Young, Donald v Giraldo, Santiago | 6-3,6-4 |
| Monterrey, Mexico | 2019/04/04 00:45 | Lorenzi, Paolo v Young, Donald | 4-6,3-6 |
| Monterrey, Mexico | 2019/04/02 00:50 | Young, Donald v Ortega-Olmedo, Roberto | 6-4,6-4 |
| ATP - Indian Wells | 2019/03/08 19:00 | Young, Donald v Hubert Hurkacz | 3-6,3-6 |
| Challenger - Indian Wells | 2019/02/28 18:00 | Young, Donald v Lloyd Harris | 4-6,2-6 |
| Challenger - Indian Wells | 2019/02/26 21:45 | Laaksonen, Henri v Young, Donald | 5-7,6-3,4-6 |
| Challenger - Indian Wells | 2019/02/25 19:30 | Thai-Son Kwiatkowski v Young, Donald | 6-4,1-6,6-7 |
| ATP - Delray Beach | 2019/02/17 17:45 | Young, Donald v Daniel Evans | 2-6,6-7 |
| Monterrey, Mexico | 2019/04/04 17:00 | Sebastian Ofner v Klahn, Bradley | 3-6,3-6 |
| Monterrey, Mexico | 2019/04/03 18:50 | Song, Evan v Klahn, Bradley | 4-6,3-6 |
| ATP - Miami | 2019/03/20 18:50 | Tipsarevic, Janko v Klahn, Bradley | 6-3,6-3 |
| ATP - Indian Wells | 2019/03/08 02:00 | Klahn, Bradley v Jaziri, Malek | 4-6,2-6 |
| Open d'Australie | 2019/01/15 01:40 | Chung, Hyeon v Klahn, Bradley | 6-7,6-7,6-3,6-2,6-4 |
| ATP - Auckland | 2019/01/07 00:15 | Kohlschreiber, Philipp v Klahn, Bradley | 6-4,7-6 |
| ATP - Auckland | 2019/01/05 22:00 | Klahn, Bradley v Cuevas, Pablo | 6-7,7-6,7-6 |
| ATP - Auckland | 2019/01/04 22:00 | Klahn, Bradley v Oswald, Philipp | 7-6,6-4 |