| Challenger Bangalore | 11/12 14:20 | 25 | [267] Yang, Tsung-Hua v Ward, James [199] | 6-7,4-6 | |
| Challenger Charlottesville | 10/31 23:35 | 26 | [101] Klahn, Bradley v Ward, James [213] | 6-1,6-2 | |
| Challenger Charlottesville | 10/29 17:25 | 25 | [213] Ward, James v Christopher Eubanks [188] | 6-1,6-4 | |
| Challenger Las Vegas | 10/23 21:05 | 25 | [112] Lloyd Harris v Ward, James [215] | 6-4,6-4 | |
| Challenger Ismaning | 10/17 11:00 | 26 | [224] Ward, James v Viola, Matteo [296] | 5-7,6-1,6-7 | |
| Challenger Ismaning | 10/15 15:45 | 25 | [153] Quentin Halys v Ward, James [224] | 7-6,3-6,6-7 | |
| ATP Shenzhen | 09/22 07:00 | 64 | [123] Jason Jung v Ward, James [223] | 6-4,7-6 | |
| Challenger Kaohsiung | 09/17 06:50 | 25 | [131] Lloyd Harris v Ward, James [223] | 6-7,6-3,6-2 | |
| Istanbul, Turkey | 09/11 09:10 | 25 | [201] Oscar Otte v Ward, James [226] | 6-3,6-3 | |
| Challenger Cassis | 09/08 13:30 | 28 | [247] Ward, James v Ugo Humbert [139] | 6-7,4-6 | |
| Challenger Cassis | 09/07 14:15 | 27 | [247] Ward, James v Oscar Otte [183] | 7-6,3-6,6-3 | |
| Challenger Cassis | 09/06 08:00 | 26 | [187] Tallon Griekspoor v Ward, James [247] | 6-7,6-3,3-6 | |
| Challenger Cassis | 09/05 09:55 | 25 | [199] Nikola Milojevic v Ward, James [247] | 4-6,7-5,4-6 | |
| Challenger Mallorca | 08/29 15:30 | 25 | [247] Ward, James v Nicola Kuhn [380] | 7-6,6-7,6-7 | |
| Jinan, China | 08/12 09:30 | 29 | [310] Alexei Popyrin v Ward, James [305] | 3-6,6-1,7-5 | |
| Jinan, China | 08/11 09:45 | 28 | Ward, James v Xia, Zihao | 6-2,6-1 | |
| Jinan, China | 08/10 07:30 | 27 | [305] Ward, James v Lee, Duckhee [239] | 3-6,7-5,6-4 | |
| Jinan, China | 08/08 11:45 | 26 | [346] Arjun Kadhe v Ward, James [305] | 3-6,1-6 | |
| Jinan, China | 08/07 02:00 | 25 | Ward, James v He, Yecong | 2-6,7-5,6-1 | |
| Chengdu, China | 08/04 05:10 | 28 | [137] Henri Laaksonen v Ward, James [329] | 2-6,6-4,6-1 | |
| Chengdu, China | 08/03 04:25 | 27 | [329] Ward, James v Roman Safiullin [340] | 6-2,4-6,6-3 | |
| Chengdu, China | 08/02 08:05 | 26 | [240] Duckhee Lee v Ward, James [329] | 6-4,5-7,3-6 | |
| Chengdu, China | 07/31 06:25 | 25 | [351] Yusuke Takahashi v Ward, James [329] | 3-6,3-6 | |
| Binghamton, USA | 07/25 15:40 | 25 | [98] Jordan Thompson v Ward, James [331] | 7-5,6-2 | |
| Boodles Challenge | 06/30 16:00 | 1 | [363] Ward, James v Vasek Pospisil [93] | 2-6,1-6 | |
| Boodles Challenge | 06/29 14:50 | - | [363] Ward, James v Stefanos Tsitsipas [35] | 5-7,1-6 | |
| Wimbledon Qual | 06/28 10:00 | 45 | [363] Ward, James v Benjamin Bonzi [285] | 4-6,2-6,6-1,0-6 | |
| Wimbledon Qual | 06/26 15:25 | 45 | [131] Fratangelo, Bjorn v Ward, James [363] | 4-6,4-6 | |
| Wimbledon Qual | 06/25 14:40 | 44 | [362] Ward, James v Marco Trungelliti [198] | 6-3,7-6 | |
| ATP Queens Qual | 06/16 12:10 | 64 | [407] Ward, James v Bhambri, Yuki [84] | 6-4,1-6,2-6 |