| 6‑Aug‑2001 | Cincinnati Masters | Hard | R16 | 19 | 1 | (1)Gustavo Kuerten [BRA] d. (14)Ivanisevic | 6-2 6-1 | | 0.24 | 6.3% | 14.6% | 45.8% | 77.3% | 23.1% | 4/9 | 0:42 |
| 6‑Aug‑2001 | Cincinnati Masters | Hard | R32 | 19 | 31 | (14)Ivanisevic d. Nicolas Escude [FRA] | 6-3 6-4 | | 1.58 | 29.4% | 3.9% | 49.0% | 88.0% | 69.2% | 0/0 | 1:03 |
| 6‑Aug‑2001 | Cincinnati Masters | Hard | R64 | 19 | 65 | (14)Ivanisevic d. Francisco Clavet [ESP] | 6-3 3-6 7-6(5) | | 1.01 | 18.7% | 6.6% | 47.3% | 88.4% | 60.4% | 4/5 | 1:58 |
| 9‑Aug‑1999 | Cincinnati Masters | Hard | R64 | 30 | 39 | Jim Courier [USA] d. Ivanisevic | 7-6(1) 6-2 | | 0.49 | 21.2% | 7.6% | 42.4% | 82.1% | 44.7% | 5/7 | 1:14 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R16 | 16 | 4 | (3)Petr Korda [CZE] d. (14)Ivanisevic | 5-7 6-4 7-5 | | 1.09 | 16.5% | 4.4% | 48.4% | 72.7% | 61.7% | 5/9 | 1:55 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R32 | 16 | 22 | (14)Ivanisevic d. Mark Philippoussis [AUS] | 6-3 6-2 | | 1.71 | 26.3% | 5.3% | 47.4% | 96.3% | 53.3% | 6/6 | 0:59 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R64 | 16 | 51 | (14)Ivanisevic d. Andrew Ilie [AUS] | 6-4 0-6 6-4 | | 0.90 | 15.4% | 9.0% | 47.4% | 94.6% | 36.6% | 7/10 | 1:24 |
| 4‑Aug‑1997 | Cincinnati Masters | Hard | R16 | 3 | 36 | Jan Siemerink [NED] d. (3)Ivanisevic | 6-4 6-4 | | 0.90 | 13.8% | 3.4% | 48.3% | 67.9% | 53.3% | 2/5 | 1:13 |
| 4‑Aug‑1997 | Cincinnati Masters | Hard | R32 | 3 | 132 | (3)Ivanisevic d. (Q)Daniel Nestor [CAN] | 4-6 7-5 7-6(6) | | 1.14 | 20.2% | 1.1% | 62.8% | 79.7% | 57.1% | 2/5 | 1:40 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | QF | 6 | 3 | (3)Michael Chang [USA] d. (5)Ivanisevic | 6-3 7-5 | | 0.78 | 21.1% | 8.8% | 66.7% | 89.5% | 21.1% | 3/5 | 1:16 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | R16 | 6 | 48 | (5)Ivanisevic d. Bernd Karbacher [GER] | 3-6 6-3 6-3 | | 1.11 | 27.8% | 6.3% | 45.6% | 88.9% | 48.8% | 5/6 | 1:37 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | R32 | 6 | 58 | (5)Ivanisevic d. Jonas Bjorkman [SWE] | 6-0 6-4 | | 2.02 | 33.3% | 2.4% | 50.0% | 90.5% | 61.9% | 0/0 | 0:54 |
| 7‑Aug‑1995 | Cincinnati Masters | Hard | QF | 7 | 13 | (13)Thomas Enqvist [SWE] d. (6)Ivanisevic | 4-6 6-0 6-3 | | 0.64 | 15.6% | 3.9% | 39.0% | 70.0% | 38.3% | 3/9 | 1:22 |
| 7‑Aug‑1995 | Cincinnati Masters | Hard | R16 | 7 | 39 | (6)Ivanisevic d. Brett Steven [NZL] | 6-4 6-4 | | 1.54 | 26.4% | 1.9% | 52.8% | 85.7% | 60.0% | 2/3 | 1:13 |
| 7‑Aug‑1995 | Cincinnati Masters | Hard | R32 | 7 | 49 | (6)Ivanisevic d. Richey Reneberg [USA] | 7-5 6-4 | | 0.96 | 28.0% | 7.3% | 54.9% | 86.7% | 43.2% | 5/5 | 1:12 |
| 9‑Aug‑1993 | Cincinnati Masters | Hard | R64 | 11 | 84 | Luiz Mattar [BRA] d. (9)Ivanisevic | 6-3 3-1 RET | | 0.65 | 10.3% | 2.6% | 61.5% | 62.5% | 40.0% | 2/4 | 0:47 |