| 2019 Davis Cup | 11/20 09:50 | 1 | [126] Andy Murray v Tallon Griekspoor [179] | 6-7,6-4,7-6 | |
| ATP Antwerp | 10/20 14:00 | 29 | Stan Wawrinka v Andy Murray | 6-3,4-6,4-6 | |
| ATP Antwerp | 10/19 15:00 | 28 | [243] Andy Murray v Ugo Humbert [70] | 3-6,7-5,6-2 | |
| ATP Antwerp | 10/18 16:40 | 27 | [243] Andy Murray v Marius Copil [92] | 6-3,6-7,6-4 | |
| ATP Antwerp | 10/17 16:30 | 26 | [45] Pablo Cuevas v Andy Murray [243] | 4-6,3-6 | |
| ATP Antwerp | 10/15 17:30 | 25 | [243] Andy Murray v Kimmer Coppejans [158] | 6-4,7-6 | |
| ATP Shanghai | 10/08 10:45 | 25 | [12] Fabio Fognini v Andy Murray [289] | 7-6,2-6,7-6 | |
| ATP Shanghai | 10/07 10:30 | 24 | [289] Andy Murray v Juan Ignacio Londero [56] | 2-6,6-2,6-3 | |
| ATP Beijing | 10/04 06:55 | 27 | [5] Dominic Thiem v Andy Murray [91] | 6-2,7-6 | |
| ATP Beijing | 10/02 04:30 | 26 | [69] Cameron Norrie v Andy Murray [91] | 6-7,7-6,1-6 | |
| ATP Beijing | 10/01 05:00 | 25 | [91] Andy Murray v Matteo Berrettini [13] | 7-6,7-6 | |
| ATP Zhuhai | 09/26 12:35 | 26 | [31] Alex De Minaur v Andy Murray [413] | 4-6,6-2,6-4 | |
| ATP Zhuhai | 09/24 11:30 | 25 | [69] Tennys Sandgren v Andy Murray [413] | 3-6,7-6,1-6 | |
| Challenger Mallorca | 08/29 17:20 | 26 | [240] Matteo Viola v Andy Murray [328] | 3-6,6-4,7-6 | |
| Challenger Mallorca | 08/27 19:55 | 25 | [328] Andy Murray v Norbert Gombos [115] | 6-3,6-4 | |
| Challenger Mallorca | 08/26 17:00 | 24 | Imran Sibille v Andy Murray | 0-6,1-6 | |
| ATP Winston-Salem | 08/20 01:45 | 24 | [73] Tennys Sandgren v Andy Murray [329] | 7-6,7-5 | |
| ATP Cincinnati | 08/12 18:45 | 24 | [324] Andy Murray v Richard Gasquet [56] | 4-6,4-6 | |
| Australian Open | 01/14 07:40 | 23 | [24] Roberto Bautista-Agut v Andy Murray [229] | 6-4,6-4,6-7,6-7,6-2 | |
| ATP Brisbane | 01/02 09:00 | 26 | [16] Daniil Medvedev v Andy Murray [240] | 7-5,6-2 | |
| ATP Brisbane | 01/01 03:15 | 25 | [234] James Duckworth v Andy Murray [240] | 3-6,4-6 | |
| ATP Shenzhen | 09/28 12:45 | 27 | [311] Andy Murray v Fernando Verdasco [28] | 4-6,4-6 | |
| ATP Shenzhen | 09/27 11:40 | 26 | [11] David Goffin v Andy Murray [311] | 3-6,4-6 | |
| ATP Shenzhen | 09/25 12:45 | 25 | [340] Zhizhen Zhang v Andy Murray [311] | Retired | |
| US Open | 08/29 19:10 | 24 | [382] Andy Murray v Fernando Verdasco [32] | 5-7,6-2,4-6,4-6 | |
| US Open | 08/27 16:35 | 23 | [382] Andy Murray v James Duckworth [448] | 6-7,6-3,7-5,6-3 | |
| ATP Cincinnati | 08/13 16:55 | 24 | [17] Lucas Pouille v Andy Murray [375] | 6-1,1-6,6-4 | |
| ATP Washington | 08/04 00:20 | 27 | Alex De Minaur v Andy Murray | Walkover | |
| ATP Washington | 08/03 03:55 | 26 | Marius Copil v Andy Murray | 7-6,3-6,6-7 | |
| ATP Washington | 08/01 20:35 | 25 | Andy Murray v Kyle Edmund | 7-6,1-6,6-4 |