Stadium: Centre Court Round: 29 Ground: Clay
| ATP Budapest MD | 2019/04/26 11:00 | Begemann/Gulbis v Skupski/Skupski | 2-6,7-6,6-10 |
| ATP Budapest MD | 2019/04/25 09:00 | Skupski/Skupski v Demoliner/Sharan | 7-6,5-7,10-7 |
| ATP Budapest MD | 2019/04/22 12:00 | Skupski/Skupski v Valkusz/Zimonjic | 6-0,7-6 |
| ATP - Houston - HD | 2019/04/14 17:00 | Gonzalez/Qureshi v Skupski/Skupski | 3-6,6-4,10-6 |
| ATP - Houston - HD | 2019/04/12 21:30 | Skupski/Skupski v Krajicek/Sitak | 6-1,6-4 |
| ATP - Houston - HD | 2019/04/11 22:25 | Chardy/Martin v Skupski/Skupski | 6-3,3-6,12-14 |
| ATP - Houston - HD | 2019/04/10 19:50 | Klahn/Querrey v Skupski/Skupski | 3-6,6-2,9-11 |
| ATP - Delray Beach - HD | 2019/02/24 17:30 | Bryan/Bryan v Skupski/Skupski | 7-6,6-4 |
| ATP Budapest MD | 2019/04/27 10:00 | Daniell/Koolhof v Krawietz/Mies | 3-6,6-2,10-8 |
| ATP Budapest MD | 2019/04/25 14:45 | Daniell/Koolhof v Haase/Nielsen | 6-4,7-6 |
| ATP Budapest MD | 2019/04/24 09:00 | Daniell/Koolhof v Hurkacz/Martin | 6-2,6-3 |
| Challenger - Phoenix - HD | 2019/03/15 19:00 | Murray/Skupski v Daniell/Koolhof | 6-7,6-4,12-10 |
| Challenger - Phoenix - HD | 2019/03/14 17:00 | Daniell/Koolhof v Gonzalez/Qureshi | 6-4,6-2 |
| ATP - Acapulco - HD | 2019/02/26 00:25 | Lopez/Lopez v Daniell/Koolhof | 6-4,6-4 |
| Australian Open - HD | 2019/01/19 00:00 | Daniell/Koolhof v Klaasen/Venus | 6-7,3-6 |
| Australian Open - HD | 2019/01/17 08:50 | Hewitt/Smith v Daniell/Koolhof | 6-3,1-6,4-6 |