 Australia: Australian Open - Singles - Qualification |
|---|
| Quarter-finals | Zimonjic N. | Draper M. | 2:0 (6:4, 6:1) | dettagli | 12.01.2000 |
 United Kingdom: Wimbledon - Singles - Qualification |
|---|
| Final | Stafford G. | Draper M. | 3:1 (7:5, 62:7, 6:1, 6:2) | dettagli | 19.06.1999 |
| Semi-finals | Gould N. | Draper M. | 0:2 (3:6, 2:6) | dettagli | 18.06.1999 |
| Quarter-finals | Layne J. | Draper M. | 1:2 (6:4, 1:6, 4:6) | dettagli | 17.06.1999 |
| Australia: Australian Open - Singles - Main |
|---|
| 1/64-finals | Draper M. | Woodforde M. | 0:3 (64:7, 1:6, 4:6) | dettagli | 18.01.1999 |
| Australia: Adelaide - Singles - Main |
|---|
| 1/16-finals | Gross O. | Draper M. | 2:0 (6:2, 6:0) | dettagli | 04.01.1999 |
 USA: US Open - Singles - Qualification |
|---|
| Quarter-finals | Levy H. | Draper M. | 2:0 (6:4, 6:4) | dettagli | 25.08.1998 |
| United Kingdom: Wimbledon - Singles - Main |
|---|
| 1/32-finals | Martin T. | Draper M. | 3:0 (6:3, 7:5, 6:2) | dettagli | 02.07.1998 |
| 1/64-finals | Draper M. | Rusedski G. | 1:1 RET. (4:6, 6:2, 5:4) | dettagli | 30.06.1998 |
| Australia: Australian Open - Singles - Main |
|---|
| 1/64-finals | Kiefer N. | Draper M. | 3:0 (6:4, 6:4, 6:0) | dettagli | 23.01.1998 |
| Australia: Australian Open - Singles - Qualification |
|---|
| Final | Draper M. | Heuberger I. | 2:1 (7:5, 3:6, 6:3) | dettagli | 22.01.1998 |
| Semi-finals | Schuttler R. | Draper M. | 1:2 (4:6, 7:5, 3:6) | dettagli | 21.01.1998 |
| USA: US Open - Singles - Qualification |
|---|
| Quarter-finals | Draper M. | Sapsford D. | 0:2 (4:6, 4:6) | dettagli | 20.08.1996 |
| USA: US Open - Singles - Qualification |
|---|
| Quarter-finals | Draper M. | Eriksson R. | 0:2 (2:6, 3:6) | dettagli | 22.08.1995 |
