| 1998-09-25 | Davis Cup WG PO: GBR vs IND | Hard | RR | 363 |  Mahesh Bhupathi | 144 |  Chris Wilkinson | 6-3 6-4 | H2H | 3 | - | - | - | - | - | - | - |
| 1998-09-14 | Bournemouth | Clay | R32 | 137 |  Jan Kroslak | 135 | Chris Wilkinson | 6-4 7-5 | H2H | 3 | 92 | 6 | 6 | 63.9% | 66.0% | 56.7% | 6/7 |
| 1998-06-22 | Wimbledon | Grass | R32 | 27 |  Wayne Ferreira | 156 | Chris Wilkinson (WC) | 6-2 4-6 6-3 6-1 | H2H | 5 | 145 | 14 | 13 | 45.6% | 75.0% | 40.7% | 14/18 |
| 1998-06-22 | Wimbledon | Grass | R64 | 156 | Chris Wilkinson (WC) | 39 |  Marc Rosset | 6-4 6-4 7-6(3) | H2H | 5 | 117 | 3 | 4 | 65.1% | 69.6% | 43.2% | 3/7 |
| 1998-06-22 | Wimbledon | Grass | R128 | 156 | Chris Wilkinson (WC) | 1122 |  Mark Knowles (Q) | 7-5 6-0 6-1 | H2H | 5 | 102 | 3 | 2 | 66.3% | 74.6% | 40.0% | 6/8 |
| 1998-06-15 | Nottingham | Grass | R32 | 90 |  Jordi Burillo | 157 | Chris Wilkinson (WC) | 6-2 6-2 | H2H | 3 | 59 | 7 | 0 | 50.0% | 100.0% | 68.4% | 0/0 |
| 1998-06-08 | Queen's Club | Grass | R32 | 66 |  Mark Woodforde (15) | 154 | Chris Wilkinson (WC) | 6-1 7-6(7) | H2H | 3 | 81 | 5 | 4 | 50.8% | 81.8% | 59.4% | 1/1 |
| 1998-06-08 | Queen's Club | Grass | R64 | 154 | Chris Wilkinson (WC) | 136 | Sandon Stolle | 7-5 3-6 7-5 | H2H | 3 | 138 | 3 | 8 | 56.5% | 61.5% | 46.0% | 7/13 |
| 1998-04-13 | Tokyo | Hard | R64 | 192 |  Gouichi Motomura (WC) | 167 | Chris Wilkinson | 4-6 6-4 7-5 | H2H | 3 | 137 | 3 | 6 | 45.3% | 64.6% | 51.7% | 6/10 |
| 1998-02-23 | London | Carpet | R32 | 47 | Wayne Ferreira | 181 | Chris Wilkinson (Q) | 6-7(5) 6-4 6-2 | H2H | 3 | 123 | 10 | 4 | 56.8% | 77.8% | 58.5% | 2/4 |
