Select tournament type
| Quarter-finals | Volandri F. | Cherkasov A. | 2:0 (7:5, 6:2) | details | 23.05.2001 | ||
| 1/16-finals | Ruud C. | Cherkasov A. | 2:0 (7:5, 7:5) | details | 06.11.2000 | ||
| 1/16-finals | Cherkasov A. | Rosset M. | 0:2 (2:6, 4:6) | details | 23.10.2000 | ||
| Quarter-finals | Stoliarov A. | Cherkasov A. | 2:1 (6:2, 4:6, 6:2) | details | 22.08.2000 | ||
| Quarter-finals | Phau B. | Cherkasov A. | 2:0 (6:1, 6:2) | details | 22.05.2000 | ||
| Semi-finals | Cherkasov A. | Bryan B. | 1:2 (3:6, 6:3, 6:8) | details | 13.01.2000 | ||
| Quarter-finals | Cherkasov A. | Randjelovic S. | 2:0 (6:3, 6:2) | details | 12.01.2000 | ||
| 1/8-finals | Cherkasov A. | Tillstrom M. | 0:2 (65:7, 4:6) | details | 05.01.2000 | ||
| 1/16-finals | Arazi H. | Cherkasov A. | 0:2 (2:6, 4:6) | details | 03.01.2000 | ||
| 1/16-finals | Gimelstob J. | Cherkasov A. | 2:0 (6:3, 6:3) | details | 08.11.1999 | ||
| 1/16-finals | Kafelnikov Y. | Cherkasov A. | 2:1 (1:6, 6:3, 6:3) | details | 13.09.1999 | ||
| Semi-finals | Cherkasov A. | Caratti C. | 1:2 (2:6, 7:6, 6:7) | details | 26.08.1999 | ||
| Quarter-finals | Sanguinetti D. | Cherkasov A. | 0:2 (4:6, 4:6) | details | 24.08.1999 | ||
| 1/16-finals | Cherkasov A. | Vacek D. | 1:2 (3:6, 6:0, 5:7) | details | 28.07.1999 | ||
| 1/32-finals | Cherkasov A. | Randjelovic S. | 2:0 (6:2, 6:2) | details | 26.07.1999 | ||
| Semi-finals | Ogorodov O. | Cherkasov A. | 2:1 (6:1, 3:6, 6:4) | details | 19.05.1999 | ||
| Quarter-finals | De Chaunac S. | Cherkasov A. | 0:2 (4:6, 5:7) | details | 17.05.1999 | ||
| 1/8-finals | Cherkasov A. | Hrbaty D. | 1:2 (6:4, 0:6, 3:6) | details | 28.04.1999 | ||
| 1/16-finals | Miketa D. | Cherkasov A. | 1:2 (6:4, 4:6, 2:6) | details | 26.04.1999 | ||
| 1/16-finals | Tillstrom M. | Cherkasov A. | 2:1 (3:6, 6:4, 6:4) | details | 08.02.1999 | ||
| 1/32-finals | Ulihrach B. | Cherkasov A. | 3:2 (7:65, 4:6, 63:7, 6:4, 6:4) | details | 21.01.1999 | ||
| 1/64-finals | Cherkasov A. | Karbacher B. | 3:0 (6:2, 6:1, 6:1) | details | 18.01.1999 | ||
| Final | Costa F. | Cherkasov A. | 0:2 (2:6, 4:6) | details | 16.01.1999 | ||
| Semi-finals | Cherkasov A. | Dupuis A. | 2:0 (6:0, 6:1) | details | 15.01.1999 | ||
| Quarter-finals | Vanek J. | Cherkasov A. | 1:2 (7:5, 3:6, 1:6) | details | 13.01.1999 | ||
| 1/16-finals | Cherkasov A. | Kafelnikov Y. | 0:2 (3:6, 4:6) | details | 09.11.1998 | ||
| Quarter-finals | Boutter J. | Cherkasov A. | 2:0 (6:3, 7:5) | details | 18.05.1998 | ||
| 1/16-finals | Cherkasov A. | Meligeni F. | 0:2 (4:6, 3:6) | details | 27.04.1998 | ||
| 1/64-finals | Cherkasov A. | MacPhie B. | 1:2 (6:2, 3:6, 4:6) | details | 16.03.1998 | ||
| Quarter-finals | Diaz J. | Cherkasov A. | 2:1 (3:6, 6:4, 6:1) | details | 19.01.1998 | ||
| 1/16-finals | Rosset M. | Cherkasov A. | 2:0 (6:4, 6:2) | details | 08.09.1997 | ||
| 1/16-finals | Cherkasov A. | Mantilla F. | 0:2 (3:6, 64:7) | details | 21.07.1997 | ||
| 1/16-finals | Stoltenberg J. | Cherkasov A. | 2:0 (6:2, 6:3) | details | 15.07.1997 | ||
| 1/32-finals | Motevassel O. | Cherkasov A. | 1:1 RET. (3:6, 7:65, 1:2) | details | 14.07.1997 | ||
| Semi-finals | Delgado R. | Cherkasov A. | 2:0 (7:5, 7:65) | details | 21.05.1997 | ||
| Quarter-finals | Koenig R. | Cherkasov A. | 0:2 (3:6, 4:6) | details | 19.05.1997 | ||
| 1/8-finals | Damm M. | Cherkasov A. | 2:0 (7:62, 7:5) | details | 17.04.1997 | ||
| 1/16-finals | Arriens C. | Cherkasov A. | 1:2 (1:6, 6:4, 5:7) | details | 16.04.1997 | ||
| 1/32-finals | Cherkasov A. | Vacek D. | 2:0 (6:3, 7:63) | details | 14.04.1997 | ||
| 1/16-finals | Tarango J. | Cherkasov A. | 2:1 (3:6, 7:64, 6:0) | details | 07.04.1997 | ||
| Arnold-Ker L./Etlis G. | Cherkasov A./Kohlschreiber P. | 2:0 (6:4, 6:1) | details | 26.05.2002 | |||
| Arnold-Ker L./Etlis G. | Cherkasov A./Kohlschreiber P. | 2:0 (6:4, 6:1) | details | 25.05.2002 | |||
| 1/8-finals | Medvedev A./Safin M. | Cherkasov A./Youzhny A. | 2:1 (6:2, 3:6, 6:1) | details | 08.11.1999 | ||
| 1/8-finals | Tarango J./Vacek D. | Cherkasov A./Knippschild J. | 2:0 (6:3, 6:4) | details | 08.02.1999 | ||
| 1/16-finals | Cherkasov A./Plamberger U. | Strengberger T./Schranz W. | 0:2 (3:6, 4:6) | details | 27.07.1998 | ||
| 1/8-finals | Bowen D./Ketola T. | Cherkasov A./Kafelnikov Y. | 0:2 (2:6, 2:6) | details | 03.05.1998 | ||
| Quarter-finals | Lobo L./Orsanic D. | Cherkasov A./Kafelnikov Y. | 2:0 (6:2, 6:4) | details | 03.05.1998 | ||
| 1/8-finals | Behrens B./Cherkasov A. | Goellner M./Reneberg R. | 0:2 (3:6, 2:6) | details | 05.01.1998 | ||
| Quarter-finals | Adams D./Santoro F. | Cherkasov A./Mirnyi M. | 2:1 (6:7, 7:5, 7:6) | details | 05.11.1997 | ||
| 1/8-finals | Cherkasov A./Mirnyi M. | Lareau S./O'Brien A. | 2:0 (7:5, 6:2) | details | 03.11.1997 | ||