| Newport, USA | 07/17 15:00 | 26 | [110] Ebden, Matthew v Denis Kudla [100] | 6-2,6-2 | |
| Newport, USA | 07/16 15:00 | 25 | [110] Ebden, Matthew v Schnur, Brayden [97] | 6-1,2-6,6-3 | |
| Winnetka, USA | 07/10 01:25 | 25 | [278] Ernesto Escobedo v Ebden, Matthew [95] | Retired | |
| Wimbledon, London, Great Britain | 07/02 14:55 | 23 | [95] Ebden, Matthew v Diego Schwartzman [24] | 4-6,6-3,3-6,2-6 | |
| Antalya, Turquie | 06/24 10:30 | 25 | [91] Ebden, Matthew v Damir Dzumhur [63] | 4-6,5-7 | |
| ATP Halle | 06/17 10:00 | 25 | [80] Ebden, Matthew v Radu Albot [41] | 7-5,1-6,4-6 | |
| s-Hertogenbosch, Netherlands | 06/11 14:10 | 25 | [66] Ebden, Matthew v Pierre-Hugues Herbert [45] | 4-6,5-7 | |
| Surbiton, Great Britain | 06/07 15:15 | 27 | [83] Marius Copil v Ebden, Matthew [64] | 6-3,6-2 | |
| Surbiton, Great Britain | 06/06 12:25 | 26 | [138] Lacko, Lukas v Ebden, Matthew [64] | 5-7,6-7 | |
| Surbiton, Great Britain | 06/04 12:00 | 25 | [145] Evgeny Donskoy v Ebden, Matthew [64] | 2-6,0-6 | |
| Open de France | 05/28 13:55 | 23 | [127] Gregoire Barrere v Ebden, Matthew [64] | 6-3,5-7,7-5,6-1 | |
| ATP - Genève | 05/20 12:40 | 25 | [64] Ebden, Matthew v Nicolas Jarry [75] | 2-6,6-7 | |
| ATP - Miami | 03/21 19:30 | 23 | [46] Radu Albot v Ebden, Matthew [50] | Retired | |
| Challenger - Phoenix | 03/13 22:05 | 25 | [49] Ebden, Matthew v Tatsuma Ito [148] | 6-3,4-6,6-7 | |
| ATP - Indian Wells | 03/07 20:40 | 23 | [89] Karlovic, Ivo v Ebden, Matthew [49] | 7-6,7-6 | |
| ATP - Dubaï | 02/26 17:10 | 25 | [47] Ebden, Matthew v Stefanos Tsitsipas [11] | 4-6,6-3,3-6 | |
| ATP - Rotterdam | 02/12 11:30 | 25 | [45] Ebden, Matthew v Verdasco, Fernando [26] | 5-7,4-6 | |
| Sofia, Bulgaria | 02/06 16:00 | 26 | [18] Bautista-Agut, Roberto v Ebden, Matthew [45] | 3-6,6-3,6-2 | |
| Sofia, Bulgaria | 02/04 15:15 | 25 | Adrian Andreev v Ebden, Matthew | 3-6,6-4,6-7 | |
| Open d'Australie | 01/16 09:45 | 24 | [48] Ebden, Matthew v Rafael Nadal [2] | 3-6,2-6,2-6 | |
| Open d'Australie | 01/14 06:00 | 23 | [48] Ebden, Matthew v Jan-Lennard Struff [51] | 1-6,6-4,6-3,6-4 | |
| Sydney, Australia | 01/07 09:20 | 25 | [47] Ebden, Matthew v Guido Andreozzi [80] | 6-3,3-6,4-6 | |
| Sydney, Australia | 01/07 08:50 | - | Ebden, Matthew v Nicolas Jarry | Cancelled | |
| Hopman Cup, Nations, Groupe B | 01/04 11:00 | 1 | [46] Ebden, Matthew v Alexander Zverev [4] | 4-6,3-6 | |
| Hopman Cup, Nations, Groupe B | 01/02 11:00 | 1 | [46] Ebden, Matthew v FERRER D. [125] | 6-7,5-7 | |
| Hopman Cup, Nations, Groupe B | 12/29 11:15 | 1 | [46] Ebden, Matthew v Lucas Pouille [32] | 3-6,7-6,6-2 | |
| Paris, France | 10/30 11:05 | 25 | [39] Ebden, Matthew v Karen Khachanov [18] | Retired | |
| Paris, France | 10/28 09:30 | 64 | [39] Ebden, Matthew v Lopez, Feliciano [70] | 6-7,4-6 | |
| Paris, France | 10/27 10:00 | 45 | [39] Ebden, Matthew v Pella, Guido [65] | 6-3,3-6,6-1 | |
| Basel, Switzerland | 10/23 11:00 | 25 | [174] Alexei Popyrin v Ebden, Matthew [39] | 7-6,6-4 |