USA: US Open - Singles - Qualification |
| Quarter-finals | Bailey C. | Musa D. | 1:2 (6:7, 6:3, 1:6) | details | 24.08.1994 |
United Kingdom: Wimbledon - Singles - Main |
| 1/64-finals | Frana J. | Bailey C. | 3:1 (3:6, 7:6, 7:5, 6:3) | details | 27.06.1994 |
United Kingdom: Manchester - Singles - Main |
| 1/16-finals | Bailey C. | Rafter P. | 1:2 (3:6, 7:65, 3:6) | details | 13.06.1994 |
United Kingdom: London - Singles - Main |
| 1/16-finals | Bailey C. | Rusedski G. | 1:2 (4:6, 7:65, 3:6) | details | 07.06.1994 |
| 1/32-finals | Flach D. | Bailey C. | 0:2 (3:6, 4:6) | details | 06.06.1994 |
Malaysia: Kuala Lumpur 2 - Singles - Main |
| 1/8-finals | Bjorkman J. | Bailey C. | 2:0 (6:4, 6:2) | details | 29.09.1993 |
| 1/16-finals | Bailey C. | Denman H. | 2:0 (6:3, 6:4) | details | 27.09.1993 |
USA: US Open - Singles - Qualification |
| Final | Caratti C. | Bailey C. | 2:1 (6:7, 6:3, 6:4) | details | 27.08.1993 |
| Semi-finals | Winnink J. | Bailey C. | 1:2 (6:4, 3:6, 5:7) | details | 26.08.1993 |
| Quarter-finals | Kaneko H. | Bailey C. | 0:2 (6:7, 4:6) | details | 25.08.1993 |
United Kingdom: Wimbledon - Singles - Main |
| 1/32-finals | Ivanisevic G. | Bailey C. | 3:2 (5:7, 7:6, 6:7, 6:4, 9:7) | details | 28.06.1993 |
| 1/64-finals | Bailey C. | McEnroe P. | 3:0 (7:5, 7:5, 7:5) | details | 26.06.1993 |
United Kingdom: Manchester - Singles - Main |
| 1/8-finals | Bailey C. | Stoltenberg J. | 0:2 (5:7, 3:6) | details | 16.06.1993 |
| 1/16-finals | Washington M. | Bailey C. | 0:2 (65:7, 2:6) | details | 14.06.1993 |
United Kingdom: London - Singles - Main |
| 1/32-finals | Tebbutt M. | Bailey C. | 2:0 (6:3, 6:4) | details | 07.06.1993 |
Hong Kong: Hong Kong - Singles - Main |
| 1/16-finals | Bailey C. | Siemerink J. | 0:2 (4:6, 1:6) | details | 12.04.1993 |
Australia: Australian Open - Singles - Main |
| 1/64-finals | Bailey C. | Chang M. | 0:3 (3:6, 1:6, 3:6) | details | 18.01.1993 |
Australia: Australian Open - Singles - Qualification |
| Final | Florent A. | Bailey C. | 0:2 (6:7, 6:7) | details | 16.01.1993 |
| Semi-finals | Ellwood B. | Bailey C. | 0:2 (1:6, 0:6) | details | 14.01.1993 |
| Quarter-finals | Kass D. | Bailey C. | 0:2 (5:7, 4:6) | details | 13.01.1993 |
USA: US Open - Singles - Qualification |
| Quarter-finals | Pennisi P. | Bailey C. | 2:0 (7:5, 6:3) | details | 26.08.1992 |
United Kingdom: Wimbledon - Singles - Main |
| 1/64-finals | Jarryd A. | Bailey C. | 3:0 (6:4, 6:3, 6:0) | details | 29.06.1992 |
United Kingdom: Birmingham - Singles - Main |
| 1/16-finals | Bailey C. | Connell G. | 1:2 (7:66, 65:7, 3:6) | details | 04.11.1991 |
United Kingdom: Wimbledon - Singles - Qualification |
| Semi-finals | Bailey C. | Limberger C. | 0:2 (3:6, 3:6) | details | 26.06.1991 |
United Kingdom: London - Singles - Main |
| 1/32-finals | Bailey C. | Fitzgerald J. | 0:2 (4:6, 2:6) | details | 10.06.1991 |
United Kingdom: London - Singles - Main |
| 1/32-finals | Bailey C. | Youl S. | 0:2 (6:7, 3:6) | details | 11.06.1990 |
Australia: Australian Open - Singles - Qualification |
| Semi-finals | Bailey C. | Brown M. | 1:2 (0:6, 6:4, 1:6) | details | 11.01.1990 |