16‑Dec‑1988 | Davis Cup WG F: SWE vs FRG | Clay | RR | 1 | 74 | Carl Uwe Steeb [GER] d. Wilander | 8-10 1-6 6-2 6-4 8-6 | | | | | | | | | |
30‑Nov‑1988 | Masters | Carpet | RR | 1 | 4 | Boris Becker [GER] d. Wilander | 7-6 6-7 6-1 | | | | | | | | | |
30‑Nov‑1988 | Masters | Carpet | RR | 1 | 9 | Wilander d. Henri Leconte [FRA] | 6-2 6-4 | | | | | | | | | |
30‑Nov‑1988 | Masters | Carpet | RR | 1 | 5 | Stefan Edberg [SWE] d. Wilander | 6-2 6-2 | | | | | | | | | |
31‑Oct‑1988 | Stockholm | Hard | R16 | 1 | 36 | (15)Dan Goldie [USA] d. (1)Wilander | 6-1 6-4 | | | | | | | | | |
31‑Oct‑1988 | Stockholm | Hard | R32 | 1 | 245 | (1)Wilander d. (WC)Nicklas Kulti [SWE] | 0-6 6-4 6-1 | | | | | | | | | |
24‑Oct‑1988 | Paris Indoor | Carpet | R32 | 1 | 33 | Amos Mansdorf [ISR] d. (1)Wilander | W/O | | | | | | | | | |
26‑Sep‑1988 | Palermo | Clay | F | 1 | 6 | (1)Wilander d. (2)Kent Carlsson [SWE] | 6-1 3-6 6-4 | | | | | | | | | |
26‑Sep‑1988 | Palermo | Clay | SF | 1 | 14 | (1)Wilander d. (3)Guillermo Perez Roldan [ARG] | 6-2 6-2 | | | | | | | | | |
26‑Sep‑1988 | Palermo | Clay | QF | 1 | 183 | (1)Wilander d. Claudio Panatta [ITA] | 4-6 6-2 6-3 | | | | | | | | | |
26‑Sep‑1988 | Palermo | Clay | R16 | 1 | 86 | (1)Wilander d. (15)Franco Davin [ARG] | 6-1 7-6 | | | | | | | | | |
26‑Sep‑1988 | Palermo | Clay | R32 | 1 | 314 | (1)Wilander d. (Q)Markus Zillner [GER] | 6-3 6-3 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | F | 2 | 1 | (2)Wilander d. (1)Ivan Lendl [USA] | 6-4 4-6 6-3 5-7 6-4 | (ch) | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | SF | 2 | 33 | (2)Wilander d. Darren Cahill [AUS] | 6-4 6-4 6-2 | (ch) | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | QF | 2 | 21 | (2)Wilander d. Emilio Sanchez [ESP] | 3-6 7-6 6-0 6-4 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R16 | 2 | 36 | (2)Wilander d. Mark Woodforde [AUS] | 6-3 6-2 6-2 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R32 | 2 | 34 | (2)Wilander d. Mikael Pernfors [SWE] | 6-4 6-0 7-5 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R64 | 2 | 22 | (2)Wilander d. Kevin Curren [USA] | 3-6 6-3 6-2 3-6 6-3 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R128 | 2 | 159 | (2)Wilander d. Greg Holmes [USA] | 6-2 6-1 6-4 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | F | 2 | 3 | (2)Wilander d. (1)Stefan Edberg [SWE] | 3-6 7-6 7-6 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | SF | 2 | 23 | (2)Wilander d. (12)Aaron Krickstein [USA] | 6-2 7-6 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | QF | 2 | 235 | (2)Wilander d. (Q)Carl Limberger [AUS] | 3-6 6-4 7-5 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R16 | 2 | 163 | (2)Wilander d. Martin Laurendeau [CAN] | 6-4 6-2 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R32 | 2 | 190 | (2)Wilander d. (WC)Scott Davis [USA] | 6-3 6-4 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R64 | 2 | 108 | (2)Wilander d. Andrew Castle [GBR] | 6-3 6-1 | | | | | | | | | |
22‑Jul‑1988 | Davis Cup WG SF: SWE vs FRA | Clay | RR | 3 | 10 | Wilander d. Yannick Noah [FRA] | 2-6 13-11 6-3 3-6 6-0 | | | | | | | | | |
22‑Jul‑1988 | Davis Cup WG SF: SWE vs FRA | Clay | RR | 3 | 12 | Wilander d. Henri Leconte [FRA] | 6-1 6-1 7-5 | | | | | | | | | |
4‑Jul‑1988 | Boston | Clay | QF | 3 | 126 | Horacio De La Pena [ARG] d. (1)Wilander | 7-6 6-1 | | | | | | | | | |
4‑Jul‑1988 | Boston | Clay | R16 | 3 | 86 | (1)Wilander d. (16)Todd Witsken [USA] | 6-3 6-2 | | | | | | | | | |
4‑Jul‑1988 | Boston | Clay | R32 | 3 | 493 | (1)Wilander d. (WC)Andrew Burrow [RSA] | 6-1 6-2 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | QF | 2 | 7 | (9)Miloslav Mecir [SVK] d. (2)Wilander | 6-3 6-1 6-3 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R16 | 2 | 23 | (2)Wilander d. (16)Slobodan Zivojinovic [YUG] | 6-4 7-6 7-5 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R32 | 2 | 88 | (2)Wilander d. Menno Oosting [NED] | 6-1 6-4 6-4 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R64 | 2 | 141 | (2)Wilander d. (Q)Glenn Michibata [CAN] | 6-2 7-6 6-4 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R128 | 2 | 76 | (2)Wilander d. Eduardo Masso [BEL] | 6-3 6-4 7-6 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | F | 3 | 14 | (3)Wilander d. (11)Henri Leconte [FRA] | 7-5 6-2 6-1 | (ch) | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | SF | 3 | 11 | (3)Wilander d. (9)Andre Agassi [USA] | 4-6 6-2 7-5 5-7 6-0 | (ch) | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | QF | 3 | 15 | (3)Wilander d. (12)Emilio Sanchez [ESP] | 6-7 7-6 6-3 6-4 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R16 | 3 | 30 | (3)Wilander d. Ronald Agenor [USA] | 6-1 7-6 6-3 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R32 | 3 | 25 | (3)Wilander d. Slobodan Zivojinovic [YUG] | 6-2 6-7 3-6 6-3 7-5 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R64 | 3 | 96 | (3)Wilander d. (Q)Francisco Yunis [ARG] | 6-2 6-3 6-1 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R128 | 3 | 113 | (3)Wilander d. Josef Cihak [CZE] | 7-5 7-5 6-1 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R16 | 2 | 45 | Ronald Agenor [USA] d. (2)Wilander | 6-3 7-5 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R32 | 2 | 43 | (2)Wilander d. Carl Uwe Steeb [GER] | 6-4 4-6 6-3 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R64 | 2 | 122 | (2)Wilander d. Francesco Cancellotti [ITA] | 7-6 6-1 | | | | | | | | | |
18‑Apr‑1988 | Monte Carlo | Clay | R16 | 2 | 154 | (Q)Claudio Pistolesi [ITA] d. (2)Wilander | 2-6 7-6 6-2 | | | | | | | | | |
18‑Apr‑1988 | Monte Carlo | Clay | R32 | 2 | 80 | (2)Wilander d. (Q)Nicklas Kroon [SWE] | 6-4 6-2 | | | | | | | | | |
8‑Apr‑1988 | Davis Cup WG QF: SWE vs TCH | Carpet | RR | 2 | 7 | Miloslav Mecir [SVK] d. Wilander | 13-11 6-3 6-4 | | | | | | | | | |
8‑Apr‑1988 | Davis Cup WG QF: SWE vs TCH | Carpet | RR | 2 | 59 | Milan Srejber [CZE] d. Wilander | 3-6 6-2 6-4 6-3 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | F | 2 | 6 | (1)Wilander d. (2)Jimmy Connors [USA] | 6-4 4-6 6-4 6-4 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | SF | 2 | 11 | (1)Wilander d. (6)Yannick Noah [FRA] | 6-4 6-4 6-3 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | QF | 2 | 46 | (1)Wilander d. Aaron Krickstein [USA] | 6-1 6-2 6-0 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R16 | 2 | 56 | (1)Wilander d. Mark Woodforde [AUS] | 7-6 6-2 6-1 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R32 | 2 | 92 | (1)Wilander d. Alexander Volkov [RUS] | 6-3 6-7 6-4 6-2 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R64 | 2 | 104 | (1)Wilander d. Todd Witsken [USA] | 6-3 6-4 6-4 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R128 | 2 | 219 | (1)Wilander d. (Q)Leonardo Lavalle [MEX] | 6-3 6-2 7-5 | | | | | | | | | |
7‑Mar‑1988 | Orlando | Hard | R16 | 2 | 70 | Jay Berger [USA] d. (1)Wilander | 6-0 7-5 | | | | | | | | | |
7‑Mar‑1988 | Orlando | Hard | R32 | 2 | 71 | (1)Wilander d. (Q)Thierry Tulasne [FRA] | 6-2 6-3 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | F | 3 | 7 | (3)Wilander d. (4)Pat Cash [AUS] | 6-3 6-7 3-6 6-1 8-6 | (ch) | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | SF | 3 | 2 | (3)Wilander d. (2)Stefan Edberg [SWE] | 6-0 6-7 6-3 3-6 6-1 | (ch) | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | QF | 3 | 15 | (3)Wilander d. (6)Anders Jarryd [SWE] | 7-6 6-2 6-3 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R16 | 3 | 86 | (3)Wilander d. Christian Saceanu [GER] | 6-2 6-4 6-3 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R32 | 3 | 54 | (3)Wilander d. Magnus Gustafsson [SWE] | 6-1 6-4 6-1 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R64 | 3 | 120 | (3)Wilander d. Simon Youl [AUS] | 6-4 6-2 6-4 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R128 | 3 | 80 | (3)Wilander d. Richey Reneberg [USA] | 7-6 6-1 6-3 | | | | | | | | | |