| 9‑Aug‑1999 | Cincinnati Masters | Hard | R32 | 62 | 49 | Rainer Schuettler [GER] d. Larsson | 7-5 7-6(5) | | 0.83 | 6.2% | 3.7% | 69.1% | 69.6% | 32.0% | 2/6 | 1:26 |
| 9‑Aug‑1999 | Cincinnati Masters | Hard | R64 | 62 | 69 | Larsson d. (Q)Arnaud Clement [FRA] | 7-6(5) 6-0 | | 2.22 | 9.6% | 5.8% | 67.3% | 82.9% | 70.6% | 4/5 | 1:15 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | SF | 37 | 2 | (1)Pete Sampras [USA] d. Larsson | 7-5 2-6 6-1 | (ch) | 0.97 | 19.5% | 6.5% | 51.9% | 90.0% | 37.8% | 6/9 | 1:38 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | QF | 37 | 38 | Larsson d. Thomas Johansson [SWE] | 6-4 7-6(2) | | 1.51 | 13.3% | 6.7% | 58.3% | 82.9% | 60.0% | 0/1 | 1:22 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R16 | 37 | 40 | Larsson d. Tommy Haas [GER] | 6-4 6-4 | | 1.09 | 9.7% | 4.2% | 54.2% | 74.4% | 54.5% | 7/7 | 1:17 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R32 | 37 | 7 | Larsson d. (6)Jonas Bjorkman [SWE] | 6-7(5) 6-2 6-3 | | 1.34 | 13.0% | 3.3% | 60.9% | 78.6% | 52.8% | 1/3 | 1:44 |
| 10‑Aug‑1998 | Cincinnati Masters | Hard | R64 | 37 | 63 | Larsson d. Gianluca Pozzi [ITA] | 6-4 7-5 | | 1.45 | 11.1% | 1.6% | 65.1% | 82.9% | 59.1% | 1/1 | 1:24 |
| 4‑Aug‑1997 | Cincinnati Masters | Hard | R64 | 38 | 19 | (16)Patrick Rafter [AUS] d. Larsson | 5-7 6-4 7-5 | | 0.90 | 2.8% | 3.7% | 57.4% | 69.4% | 58.7% | 8/12 | 2:07 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | R32 | 62 | 7 | (6)Andre Agassi [USA] d. Larsson | 6-3 2-6 6-4 | | 0.60 | 11.6% | 3.5% | 61.6% | 77.4% | 42.4% | 3/5 | 1:28 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | R64 | 62 | 84 | Larsson d. Shuzo Matsuoka [JPN] | 3-6 7-6(4) 6-2 | | 1.23 | 8.2% | 4.7% | 57.6% | 77.6% | 55.6% | 4/6 | 1:49 |