Stadium: Center Court Round: 29 Ground: Hardcourt indoor
| Challenger Hamburg - MP | 2019/10/26 12:00 | Skupski/Smith v Troicki/Zimonjic | 6-1,6-2 |
| Challenger Hamburg - MP | 2019/10/25 16:30 | Skupski/Smith v Celikbilek/Ilkel | 6-2,7-5 |
| Challenger Hamburg - MP | 2019/10/22 15:00 | Skupski/Smith v Golubev/Nedovyesov | 6-4,7-6 |
| Wimbledon - MP | 2019/07/05 10:00 | Haase/Nielsen v Skupski/Smith | 7-6,7-6,7-6 |
| Wimbledon - MP | 2019/07/03 14:15 | Skupski/Smith v Clarke/Ward | 6-2,6-4,6-2 |
| Challenger Nottingham - MP | 2019/06/16 13:10 | Skupski/Smith v Gong/Zhang | 2-6,4-6 |
| Challenger Nottingham - MP | 2019/06/15 16:00 | Monroe/Saville v Skupski/Smith | 6-4,6-7,6-10 |
| Challenger Nottingham - MP | 2019/06/13 17:50 | Junaid/Paes v Skupski/Smith | 4-6,6-7 |
| Challenger Hamburg - MP | 2019/10/26 11:00 | Cerretani/Cressy v Menendez-Maceiras/Stakhovsky | 6-1,6-4 |
| Challenger Hamburg - MP | 2019/10/25 11:00 | Bemelmans/Masur v Cerretani/Cressy | 6-7,6-7 |
| Challenger Hamburg - MP | 2019/10/24 16:50 | Cerretani/Cressy v Cacic/Sancic | 6-4,6-3 |
| Challenger Ismaning - MP | 2019/10/20 13:20 | Cerretani/Cressy v Halys/Lamasine | 3-6,5-7 |
| Challenger Ismaning - MP | 2019/10/18 16:15 | Griekspoor/Van De Zandschulp v Cerretani/Cressy | 5-7,7-6,5-10 |
| Challenger Ismaning - MP | 2019/10/17 17:45 | Clayton/Hoyt v Cerretani/Cressy | 7-6,6-7,6-10 |
| Challenger Ismaning - MP | 2019/10/16 16:50 | Cerretani/Cressy v Altmaier/Haerteis | 6-3,6-2 |
| Challenger Tiburon - MP | 2019/09/26 21:00 | Pasha/Schnur v Cerretani/Cressy | 6-3,6-4 |