Stadium: Court 11 Round: 45 Ground: Hardcourt outdoor
| ATP Munich | 2016/04/25 09:00 | Mischa Zverev v Santiago Giraldo | 5-7,6-7 |
| US Open | 2019/08/19 20:45 | Roberto Marcora v Santiago Giraldo | 4-6,3-6 |
| Challenger San Benedetto | 2019/07/18 12:55 | Santiago Giraldo v Andrea Arnaboldi | 6-4,3-6,6-7 |
| Challenger San Benedetto | 2019/07/16 14:50 | Santiago Giraldo v Juan Pablo Varillas | 6-4,6-2 |
| Challenger Perugia | 2019/07/08 12:25 | Tristan Lamasine v Santiago Giraldo | 7-5,6-7,7-6 |
| Challenger Ludwigshafen | 2019/07/03 12:45 | Santiago Giraldo v Stefano Travaglia | 1-6,6-7 |
| Wimbledon | 2019/06/24 12:40 | Santiago Giraldo v Oscar Otte | 3-6,5-7 |
| Challenger Almaty | 2019/06/06 06:00 | Santiago Giraldo v Lorenzo Giustino | 1-6,3-6 |
| Challenger Almaty | 2019/06/04 09:40 | Santiago Giraldo v Tung-Lin Wu | 2-6,6-3,6-2 |
| US Open | 2019/08/19 20:15 | Mischa Zverev v Denis Istomin | 7-6,7-6 |
| Challenger Vancouver | 2019/08/13 02:05 | Mischa Zverev v Thanasi Kokkinakis | 6-7,5-7 |
| ATP Newport | 2019/07/19 15:00 | Mischa Zverev v Marcel Granollers | 3-6,0-6 |
| ATP Newport | 2019/07/17 18:00 | Guido Andreozzi v Mischa Zverev | 4-6,4-6 |
| ATP Newport | 2019/07/16 21:30 | Mischa Zverev v Tim Smyczek | 6-3,7-6 |
| Wimbledon | 2019/07/01 11:25 | Steve Darcis v Mischa Zverev | 6-2,6-4,6-4 |
| ATP Halle | 2019/06/16 11:10 | Andreas Seppi v Mischa Zverev | 6-3,6-2 |
| ATP Halle | 2019/06/15 11:45 | Mischa Zverev v Lloyd Harris | 6-3,5-7,6-4 |