Stadium: Court 3 Round: 27 Ground: Grass
| ATP Toronto MD | 2018/08/12 17:30 | Klaasen R / Venus M v Kontinen H / Peers J | 2-6,7-6,6-10 |
| Wimbledon MD | 2019/07/08 15:55 | Kontinen H / Peers J v Ram/Salisbury | 7-6,6-4,3-6,4-6,13-12 |
| Wimbledon MD | 2019/07/05 12:00 | Kontinen H / Peers J v Lindstedt R / Puetz T | 4-6,6-7,7-6,6-3,6-4 |
| Wimbledon MD | 2019/07/04 12:15 | Kontinen H / Peers J v Granollers G / Granollers M | 6-3,6-4,6-3 |
| ATP Queens MD | 2019/06/22 18:05 | Lopez F / Murray A v Kontinen H / Peers J | 7-5,6-7,10-7 |
| ATP Queens MD | 2019/06/21 17:05 | Kontinen H / Peers J v Murray J / Skupski N | 7-5,7-6 |
| ATP Queens MD | 2019/06/20 10:00 | Kontinen H / Peers J v Lindstedt R / Sitak A | 7-6,3-6,10-3 |
| French Open MD | 2019/06/02 10:50 | Ram/Salisbury v Kontinen H / Peers J | 3-6,6-3,7-6 |
| French Open MD | 2019/05/31 09:00 | Demoliner M / Sharan D v Kontinen H / Peers J | 3-6,4-6 |
| Wimbledon MD | 2019/07/08 11:50 | Haase R / Nielsen F v Klaasen R / Venus M | 2-6,3-6,6-7 |
| Wimbledon MD | 2019/07/05 10:00 | Hewitt L / Thompson J v Klaasen R / Venus M | 3-6,6-7,2-6 |
| Wimbledon MD | 2019/07/03 16:45 | Bambridge / O'Mara v Klaasen R / Venus M | 5-7,6-7,4-6 |
| ATP Halle MD | 2019/06/23 13:45 | Kubot L / Melo M v Klaasen R / Venus M | 6-4,3-6,4-10 |
| ATP Halle MD | 2019/06/21 13:30 | Mektic N / Skugor F v Klaasen R / Venus M | 6-7,4-6 |
| ATP Halle MD | 2019/06/20 10:00 | Marach O / Melzer J v Klaasen R / Venus M | 3-6,6-7 |
| ATP Halle MD | 2019/06/19 10:00 | Inglot D / Krajicek A v Klaasen R / Venus M | 6-7,6-7 |
| ATP Hertogenbosch MD | 2019/06/13 10:50 | Daniell M / Koolhof W v Klaasen R / Venus M | 6-4,7-6 |