| 1‑Nov‑1999 | Paris Masters | Carpet | R32 | 13 | 36 | Marc Rosset [SUI] d. (12)Corretja | 7-5 6-3 | | 0.66 | 1.4% | 5.8% | 50.7% | 71.4% | 47.1% | 0/3 | 1:20 |
| 25‑Oct‑1999 | Stuttgart Masters | Hard | R16 | 12 | 8 | (8)Richard Krajicek [NED] d. (9)Corretja | 7-6(4) 7-6(5) | | 0.62 | 6.4% | 2.1% | 50.0% | 80.9% | 51.1% | 6/6 | 1:51 |
| 25‑Oct‑1999 | Stuttgart Masters | Hard | R32 | 12 | 41 | (9)Corretja d. Jim Courier [USA] | 6-3 6-7(5) 6-3 | | 1.18 | 11.2% | 2.8% | 44.9% | 87.5% | 52.5% | 8/9 | 2:38 |
| 18‑Oct‑1999 | Lyon | Carpet | R32 | 10 | 65 | Chris Woodruff [USA] d. (4)Corretja | 7-5 7-6(0) | | 0.80 | 9.7% | 5.6% | 41.7% | 56.7% | 45.2% | 4/9 | 1:44 |
| 4‑Oct‑1999 | Palermo | Clay | QF | 10 | 58 | Arnaud Di Pasquale [FRA] d. (1)Corretja | 6-4 7-6(4) | | 0.73 | 6.2% | 1.2% | 35.8% | 58.6% | 51.9% | 6/9 | 2:00 |
| 4‑Oct‑1999 | Palermo | Clay | R16 | 10 | 56 | (1)Corretja d. Juan Antonio Marin [CRC] | 7-6(4) 6-2 | | 1.21 | 4.2% | 5.6% | 43.1% | 71.0% | 46.3% | 3/7 | 1:54 |
| 4‑Oct‑1999 | Palermo | Clay | R32 | 10 | 103 | (1)Corretja d. (Q)Jacobo Diaz [ESP] | 6-1 7-5 | | 1.40 | 15.4% | 1.5% | 53.8% | 74.3% | 56.7% | 1/2 | 1:34 |
| 27‑Sep‑1999 | Bucharest | Clay | QF | 10 | 60 | Karim Alami [MAR] d. (1)Corretja | 1-6 6-3 7-6(1) | | 0.89 | 5.3% | 6.3% | 46.3% | 68.2% | 54.9% | 7/9 | 2:12 |
| 27‑Sep‑1999 | Bucharest | Clay | R16 | 10 | 90 | (1)Corretja d. Jens Knippschild [GER] | 6-4 6-7(11) 6-4 | | 1.19 | 6.5% | 4.6% | 51.9% | 83.9% | 51.9% | 3/5 | 2:44 |
| 27‑Sep‑1999 | Bucharest | Clay | R32 | 10 | 71 | (1)Corretja d. Guillermo Canas [ARG] | 6-3 1-6 7-6(3) | | 1.11 | 3.1% | 3.1% | 41.7% | 75.0% | 55.4% | 4/7 | 2:42 |
| 13‑Sep‑1999 | Mallorca | Clay | F | 11 | 68 | Juan Carlos Ferrero [ESP] d. (2)Corretja | 2-6 7-5 6-3 | | 0.94 | 4.7% | 5.7% | 56.6% | 70.0% | 34.8% | 6/11 | 2:44 |
| 13‑Sep‑1999 | Mallorca | Clay | SF | 11 | 25 | (2)Corretja d. (4)Dominik Hrbaty [SVK] | 6-4 6-4 | | 1.01 | 10.8% | 0.0% | 55.4% | 83.3% | 41.4% | 5/6 | 1:23 |
| 13‑Sep‑1999 | Mallorca | Clay | QF | 11 | 91 | (2)Corretja d. Hernan Gumy [ARG] | 6-3 6-2 | | 1.24 | 4.8% | 6.3% | 42.9% | 81.5% | 47.2% | 2/3 | 1:34 |
| 13‑Sep‑1999 | Mallorca | Clay | R16 | 11 | 54 | (2)Corretja d. Alberto Martin [ESP] | 6-1 6-2 | | 1.85 | 10.4% | 6.3% | 35.4% | 82.4% | 67.7% | 3/3 | 1:10 |
| 13‑Sep‑1999 | Mallorca | Clay | R32 | 11 | 52 | (2)Corretja d. David Prinosil [GER] | 6-4 6-1 | | 1.19 | 7.4% | 2.9% | 44.1% | 73.3% | 71.1% | 3/3 | 1:21 |
| 30‑Aug‑1999 | US Open | Hard | R128 | 12 | 91 | Wayne Arthurs [AUS] d. (13)Corretja | 6-3 6-4 1-6 4-6 7-6(6) | | 1.13 | 4.1% | 1.4% | 65.1% | 75.8% | 66.7% | 4/6 | 2:58 |
| 23‑Aug‑1999 | Long Island | Hard | F | 13 | 34 | Magnus Norman [SWE] d. (2)Corretja | 7-6(4) 4-6 6-3 | | 0.92 | 4.5% | 1.8% | 52.3% | 69.0% | 43.4% | 5/10 | 2:42 |
| 23‑Aug‑1999 | Long Island | Hard | SF | 13 | 75 | (2)Corretja d. Daniel Vacek [CZE] | 6-4 6-1 | | 2.03 | 8.5% | 4.3% | 55.3% | 73.1% | 76.2% | 2/3 | 1:06 |
| 23‑Aug‑1999 | Long Island | Hard | QF | 13 | 20 | (2)Corretja d. (7)Thomas Enqvist [SWE] | 7-6(8) 2-6 7-6(1) | | 0.91 | 14.2% | 2.7% | 54.9% | 79.0% | 37.3% | 3/8 | 2:36 |
| 23‑Aug‑1999 | Long Island | Hard | R16 | 13 | 103 | (2)Corretja d. (Q)Martin Damm Sr [CZE] | 6-1 3-6 6-0 | | 1.62 | 13.8% | 1.7% | 44.8% | 76.9% | 65.6% | 0/1 | 1:27 |
| 23‑Aug‑1999 | Long Island | Hard | R32 | 13 | 32 | (2)Corretja d. Marc Rosset [SUI] | 6-7(4) 6-3 6-4 | | 1.66 | 8.4% | 2.4% | 56.6% | 83.0% | 69.4% | 0/1 | 2:18 |
| 16‑Aug‑1999 | Washington | Hard | R16 | 8 | 97 | Paul Goldstein [USA] d. (5)Corretja | 7-6(9) 7-6(5) | | 1.00 | 3.2% | 5.3% | 58.5% | 58.2% | 56.4% | 7/11 | 2:11 |
| 16‑Aug‑1999 | Washington | Hard | R32 | 8 | 81 | (5)Corretja d. Gianluca Pozzi [ITA] | 7-6(5) 1-6 7-5 | | 1.00 | 0.0% | 2.0% | 53.5% | 66.0% | 54.3% | 5/9 | 2:34 |
| 9‑Aug‑1999 | Cincinnati Masters | Hard | R32 | 8 | 58 | Michael Chang [USA] d. (8)Corretja | 6-3 6-7(5) 6-2 | | 0.80 | 1.1% | 2.3% | 59.8% | 67.3% | 57.1% | 2/6 | 2:18 |
| 26‑Jul‑1999 | Kitzbuhel | Clay | R16 | 8 | 57 | (13)Fernando Vicente [ESP] d. (3)Corretja | 6-4 6-4 | | 0.89 | 1.5% | 1.5% | 74.6% | 56.0% | 64.7% | 6/9 | 1:36 |
| 26‑Jul‑1999 | Kitzbuhel | Clay | R32 | 8 | 127 | (3)Corretja d. Orlin Stanoytchev [BUL] | 6-3 6-4 | | 1.21 | 1.7% | 1.7% | 66.7% | 67.5% | 70.0% | 1/2 | 1:12 |
| 19‑Jul‑1999 | Stuttgart Outdoor | Clay | SF | 14 | 16 | (7)Tommy Haas [GER] d. (5)Corretja | 6-4 6-4 | | 0.78 | 1.4% | 1.4% | 52.1% | 62.2% | 52.9% | 2/5 | 1:30 |
| 19‑Jul‑1999 | Stuttgart Outdoor | Clay | QF | 14 | 26 | (5)Corretja d. (13)Vincent Spadea [USA] | 1-6 6-3 6-2 | | 1.09 | 3.2% | 1.1% | 58.9% | 55.4% | 61.5% | 4/7 | 2:17 |
| 19‑Jul‑1999 | Stuttgart Outdoor | Clay | R16 | 14 | 21 | (5)Corretja d. (11)Albert Costa [ESP] | 2-6 6-4 6-1 | | 1.05 | 6.3% | 7.6% | 46.8% | 45.9% | 40.5% | 3/11 | 1:54 |
| 19‑Jul‑1999 | Stuttgart Outdoor | Clay | R32 | 14 | 50 | (5)Corretja d. Rainer Schuettler [GER] | 6-2 6-2 | | 1.56 | 2.0% | 4.0% | 34.0% | 76.5% | 60.6% | 1/2 | 1:08 |
| 5‑Jul‑1999 | Gstaad | Clay | R32 | 8 | 26 | Nicolas Lapentti [ECU] d. (2)Corretja | 4-3 RET | | 0.73 | 7.7% | 3.8% | 57.7% | 53.3% | 45.5% | 2/3 | 0:33 |
| 24‑May‑1999 | Roland Garros | Clay | QF | 6 | 54 | Fernando Meligeni [BRA] d. (6)Corretja | 6-2 6-2 6-0 | | 0.52 | 4.5% | 1.5% | 67.2% | 53.3% | 31.8% | 7/14 | 1:25 |
| 24‑May‑1999 | Roland Garros | Clay | R16 | 6 | 65 | (6)Corretja d. Stefan Koubek [AUT] | 6-2 6-3 7-5 | | 1.33 | 1.0% | 1.0% | 59.4% | 64.9% | 48.7% | 12/17 | 2:18 |
| 24‑May‑1999 | Roland Garros | Clay | R32 | 6 | 78 | (6)Corretja d. (Q)Gaston Gaudio [ARG] | 6-4 6-3 6-3 | | 1.62 | 5.2% | 1.3% | 57.1% | 81.8% | 51.5% | 4/6 | 1:59 |
| 24‑May‑1999 | Roland Garros | Clay | R64 | 6 | 62 | (6)Corretja d. Fernando Vicente [ESP] | 6-3 6-4 3-6 6-7(4) 6-2 | | 1.12 | 5.2% | 0.6% | 65.6% | 75.2% | 49.1% | 9/12 | 3:31 |
| 24‑May‑1999 | Roland Garros | Clay | R128 | 6 | 116 | (6)Corretja d. (Q)German Puentes [ESP] | 7-6(4) 6-4 6-2 | | 1.32 | 3.0% | 2.0% | 56.4% | 73.7% | 56.8% | 7/9 | 2:27 |
| 16‑May‑1999 | Dusseldorf | Clay | RR | 6 | 13 | Corretja d. Greg Rusedski [GBR] | 7-5 3-6 6-3 | | 1.11 | 0.0% | 0.0% | 66.7% | 73.3% | 60.0% | 0/1 | 2:03 |
| 16‑May‑1999 | Dusseldorf | Clay | RR | 6 | 18 | Corretja d. Thomas Johansson [SWE] | 7-6(4) 6-1 | | 1.52 | 3.4% | 0.0% | 62.1% | 72.2% | 63.6% | 1/1 | 1:40 |
| 16‑May‑1999 | Dusseldorf | Clay | RR | 6 | 21 | Corretja d. Nicolas Kiefer [GER] | 6-3 4-6 6-4 | | | | | | | | | |
| 10‑May‑1999 | Rome Masters | Clay | SF | 7 | 14 | (16)Gustavo Kuerten [BRA] d. (3)Corretja | 6-4 6-2 | (ch) | 0.68 | 6.3% | 0.0% | 51.6% | 51.5% | 45.2% | 6/11 | 1:27 |
| 10‑May‑1999 | Rome Masters | Clay | QF | 7 | 47 | (3)Corretja d. (LL)Franco Squillari [ARG] | 5-7 7-6(4) 7-5 | | 1.01 | 2.9% | 1.9% | 49.5% | 57.7% | 45.3% | 3/11 | 2:58 |
| 10‑May‑1999 | Rome Masters | Clay | R16 | 7 | 49 | (3)Corretja d. Fabrice Santoro [FRA] | 7-6(1) 1-6 6-1 | | 1.18 | 4.1% | 0.0% | 58.9% | 69.8% | 60.0% | 2/6 | 1:47 |
| 10‑May‑1999 | Rome Masters | Clay | R32 | 7 | 35 | (3)Corretja d. Hicham Arazi [MAR] | 6-3 6-3 | | 2.08 | 13.3% | 0.0% | 51.1% | 87.0% | 63.6% | 2/3 | 1:14 |
| 10‑May‑1999 | Rome Masters | Clay | R64 | 7 | 143 | (3)Corretja d. (WC)Diego Nargiso [ITA] | 6-1 7-6(2) | | 2.38 | 7.4% | 3.7% | 48.1% | 92.3% | 71.4% | 1/1 | 1:27 |
| 12‑Apr‑1999 | Barcelona | Clay | R32 | 5 | 41 | Younes El Aynaoui [MAR] d. (4)Corretja | 7-6(3) 6-3 | | 0.83 | 11.1% | 4.8% | 54.0% | 64.7% | 55.2% | 3/6 | 1:37 |
| 2‑Apr‑1999 | Davis Cup WG R1: ESP vs BRA | Clay | RR | 6 | 18 | Gustavo Kuerten [BRA] d. Corretja | 6-3 6-4 7-5 | | | | | | | | | |
| 2‑Apr‑1999 | Davis Cup WG R1: ESP vs BRA | Clay | RR | 6 | 131 | Corretja d. Marcio Carlsson [BRA] | 6-1 6-2 | | | | | | | | | |
| 15‑Mar‑1999 | Miami Masters | Hard | R16 | 4 | 15 | (14)Thomas Enqvist [SWE] d. (4)Corretja | 7-5 6-3 | | 0.86 | 11.3% | 2.8% | 56.3% | 67.5% | 48.4% | 9/12 | 1:42 |
| 15‑Mar‑1999 | Miami Masters | Hard | R32 | 4 | 55 | (4)Corretja d. Ramon Delgado [PAR] | 6-4 1-6 6-4 | | 1.01 | 4.3% | 1.4% | 57.1% | 70.0% | 50.0% | 2/6 | 1:55 |
| 15‑Mar‑1999 | Miami Masters | Hard | R64 | 4 | 84 | (4)Corretja d. Martin Damm Sr [CZE] | 6-2 6-2 | | 1.67 | 16.0% | 2.0% | 62.0% | 80.6% | 52.6% | 3/3 | 1:07 |
| 8‑Mar‑1999 | Indian Wells Masters | Hard | R32 | 3 | 16 | Mark Philippoussis [AUS] d. (3)Corretja | 4-6 7-5 6-2 | | 0.76 | 6.6% | 2.2% | 54.9% | 66.0% | 51.2% | 7/11 | 2:07 |
| 15‑Feb‑1999 | Rotterdam | Carpet | R32 | 4 | 39 | Marat Safin [RUS] d. (1)Corretja | 7-5 3-6 6-3 | | 0.77 | 8.2% | 6.2% | 56.7% | 70.9% | 45.2% | 6/10 | 1:53 |
| 8‑Feb‑1999 | Dubai | Hard | R32 | 2 | 55 | Andrew Ilie [AUS] d. (1)Corretja | 4-6 6-4 7-6(10) | | 1.03 | 4.0% | 4.0% | 53.5% | 73.6% | 56.5% | 2/4 | 2:24 |
| 18‑Jan‑1999 | Australian Open | Hard | R64 | 3 | 86 | Christian Ruud [NOR] d. (2)Corretja | 3-6 6-3 6-4 6-4 | | 0.97 | 7.2% | 1.6% | 67.2% | 73.8% | 39.0% | 7/12 | 2:46 |
| 18‑Jan‑1999 | Australian Open | Hard | R128 | 3 | 116 | (2)Corretja d. (WC)Takao Suzuki [JPN] | 6-3 4-6 3-6 7-6(5) 6-2 | | 1.09 | 9.3% | 1.6% | 67.6% | 78.9% | 47.5% | 4/7 | 3:41 |
| 11‑Jan‑1999 | Sydney | Hard | F | 3 | 16 | (8)Todd Martin [USA] d. (1)Corretja | 6-3 7-6(5) | | 0.70 | 6.6% | 2.6% | 67.1% | 68.6% | 60.0% | 6/7 | 1:40 |
| 11‑Jan‑1999 | Sydney | Hard | SF | 3 | 8 | (1)Corretja d. (4)Karol Kucera [SVK] | 7-5 6-4 | | 1.19 | 4.8% | 0.0% | 58.1% | 75.0% | 65.4% | 2/3 | 1:30 |
| 11‑Jan‑1999 | Sydney | Hard | QF | 3 | 13 | (1)Corretja d. (7)Albert Costa [ESP] | 6-3 4-6 2-0 RET | | 1.25 | 12.7% | 0.0% | 52.4% | 81.8% | 60.0% | 4/5 | 1:36 |
| 11‑Jan‑1999 | Sydney | Hard | R16 | 3 | 32 | (1)Corretja d. Marc Rosset [SUI] | 4-6 6-3 7-6(2) | | 1.14 | 6.9% | 3.0% | 63.4% | 71.9% | 48.6% | 5/9 | 2:18 |
| 11‑Jan‑1999 | Sydney | Hard | R32 | 3 | 88 | (1)Corretja d. (Q)Hendrik Dreekmann [GER] | 4-6 6-3 6-3 | | 1.48 | 5.3% | 6.6% | 38.2% | 82.8% | 66.0% | 0/1 | 1:57 |