| 2021-06-19 | Eastbourne | Grass | R32 | 66 |  Vasek Pospisil | 333 |  James Ward (WC) | 6-4 6-4 | H2H | 3 | 73 | 9 | 1 | 66.0% | 90.9% | 64.7% | 1/1 |
| 2019-07-01 | Wimbledon | Grass | R128 | 16 |  Nikoloz Basilashvili (18) | 195 | James Ward (WC) | 2-6 4-6 6-4 6-4 8-6 | H2H | 5 | 208 | 7 | 7 | 61.9% | 71.9% | 52.5% | 6/11 |
| 2019-06-24 | Eastbourne | Grass | R32 | 102 |  Thomas Fabbiano (Q) | 205 | James Ward (Q) | 2-6 6-3 6-1 | H2H | 3 | 102 | 5 | 4 | 56.8% | 67.4% | 42.9% | 9/12 |
| 2019-06-17 | Queen's Club | Grass | R32 | 38 |  Gilles Simon | 212 | James Ward (Q) | 3-6 6-3 7-6(2) | H2H | 3 | 149 | 9 | 2 | 53.7% | 65.5% | 56.0% | 8/11 |
| 2017-07-03 | Wimbledon | Grass | R128 | 65 |  Marcos Baghdatis | 1085 | James Ward | 6-4 6-4 6-3 | H2H | 5 | 100 | 17 | 2 | 56.4% | 97.7% | 47.1% | 0/0 |
| 2017-06-19 | Queen's Club | Grass | R32 | 87 | Julien Benneteau (Q) | 1062 | James Ward (WC) | 6-2 6-2 | H2H | 3 | 56 | 5 | 2 | 63.0% | 69.0% | 76.5% | 0/0 |
| 2016-07-15 | Davis Cup WG QF: GBR vs SRB | Clay | RR | 405 |  Janko Tipsarevic | 240 | James Ward | 6-2 3-6 7-5 | H2H | 3 | 103 | 0 | 7 | 50.6% | 80.5% | 50.0% | 6/8 |
| 2016-07-15 | Davis Cup WG QF: GBR vs SRB | Clay | RR | 81 | Dusan Lajovic | 240 | James Ward | 6-1 6-3 6-2 | H2H | 5 | 112 | 2 | 1 | 67.1% | 71.4% | 70.8% | 1/1 |
| 2016-06-27 | Wimbledon | Grass | R128 | 1 | Novak Djokovic (1) | 177 | James Ward | 6-0 7-6(3) 6-4 | H2H | 5 | 122 | 7 | 1 | 65.2% | 77.6% | 61.3% | 8/9 |
| 2016-06-20 | Nottingham | Grass | R64 | 60 |  Malek Jaziri | 177 | James Ward (WC) | 6-1 3-6 6-4 | H2H | 3 | 97 | 5 | 8 | 54.4% | 67.4% | 55.6% | 3/6 |
