28‑Nov‑1988 | Durban CH | Hard | SF | 122 | 439 | (WC)Royce Deppe [RSA] d. (2)Wilkison | 6-3 6-3 | | | | | | | | | |
28‑Nov‑1988 | Durban CH | Hard | QF | 122 | 274 | (2)Wilkison d. Michele Fioroni [ITA] | 6-4 6-3 | | | | | | | | | |
28‑Nov‑1988 | Durban CH | Hard | R16 | 122 | 294 | (2)Wilkison d. Stefan Kruger [RSA] | 6-4 6-0 | | | | | | | | | |
28‑Nov‑1988 | Durban CH | Hard | R32 | 122 | 423 | (2)Wilkison d. (WC)Marius Barnard [RSA] | 6-3 6-2 | | | | | | | | | |
21‑Nov‑1988 | Capetown CH | Hard | QF | 118 | 157 | Jimmy Arias [USA] d. Wilkison | 6-4 7-5 | | | | | | | | | |
21‑Nov‑1988 | Capetown CH | Hard | R16 | 118 | 100 | Wilkison d. (8)Claudio Mezzadri [SUI] | 2-6 6-3 6-3 | | | | | | | | | |
21‑Nov‑1988 | Capetown CH | Hard | R32 | 118 | 317 | Wilkison d. Laurie Warder [AUS] | 6-1 7-6 | | | | | | | | | |
14‑Nov‑1988 | Johannesburg | Hard | R16 | 117 | 13 | (2)Jakob Hlasek [SUI] d. Wilkison | 6-1 4-6 7-5 | | | | | | | | | |
14‑Nov‑1988 | Johannesburg | Hard | R32 | 117 | 122 | Wilkison d. Michael Kures [USA] | 6-4 4-6 6-0 | | | | | | | | | |
8‑Nov‑1988 | Wembley | Carpet | R16 | 121 | 59 | Jim Courier [USA] d. (Q)Wilkison | 6-3 6-3 | | | | | | | | | |
8‑Nov‑1988 | Wembley | Carpet | R32 | 121 | 137 | (Q)Wilkison d. (LL)Ricki Osterthun [GER] | 6-3 6-2 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | R16 | 107 | 206 | (Q)Glenn Layendecker [USA] d. Wilkison | 6-2 7-6 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | R32 | 107 | 186 | Wilkison d. (Q)Dan Cassidy [USA] | 6-0 6-1 | | | | | | | | | |
26‑Sep‑1988 | San Francisco | Carpet | QF | 97 | 22 | (3)John Mcenroe [USA] d. Wilkison | 2-6 6-2 6-2 | | | | | | | | | |
26‑Sep‑1988 | San Francisco | Carpet | R16 | 97 | 44 | Wilkison d. (5)David Pate [USA] | 2-6 7-6 6-3 | | | | | | | | | |
26‑Sep‑1988 | San Francisco | Carpet | R32 | 97 | 397 | Wilkison d. (Q)Charles Honey [RSA] | 6-1 6-1 | | | | | | | | | |
19‑Sep‑1988 | Los Angeles | Hard | R32 | 79 | 30 | (4)Mikael Pernfors [SWE] d. Wilkison | 3-6 6-3 7-6 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R32 | 88 | 48 | Michael Chang [USA] d. Wilkison | 4-6 3-6 6-3 6-4 7-5 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R64 | 88 | 44 | Wilkison d. Claudio Mezzadri [SUI] | 7-6 6-2 6-2 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R128 | 88 | 99 | Wilkison d. Ricki Osterthun [GER] | 3-6 6-2 6-1 6-2 | | | | | | | | | |
22‑Aug‑1988 | Rye Brook | Hard | QF | 91 | 49 | (4)Milan Srejber [CZE] d. Wilkison | 6-2 6-2 | | | | | | | | | |
22‑Aug‑1988 | Rye Brook | Hard | R16 | 91 | 74 | Wilkison d. (6)Andrei Olhovskiy [RUS] | 6-1 6-0 | | | | | | | | | |
22‑Aug‑1988 | Rye Brook | Hard | R32 | 91 | 102 | Wilkison d. Marty Davis [USA] | 6-4 7-6 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R32 | 99 | 235 | (Q)Carl Limberger [AUS] d. Wilkison | 7-6 6-0 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R64 | 99 | 166 | Wilkison d. (Q)Rick Leach [USA] | 7-5 6-3 | | | | | | | | | |
8‑Aug‑1988 | Montreal / Toronto | Hard | R16 | 115 | 11 | (6)Tim Mayotte [USA] d. Wilkison | 7-6 5-7 7-6 | | | | | | | | | |
8‑Aug‑1988 | Montreal / Toronto | Hard | R32 | 115 | 27 | Wilkison d. (12)John Fitzgerald [AUS] | 6-4 1-4 RET | | | | | | | | | |
8‑Aug‑1988 | Montreal / Toronto | Hard | R64 | 115 | 151 | Wilkison d. Greg Holmes [USA] | 6-1 6-1 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R128 | 101 | 15 | (12)Jonas Svensson [SWE] d. Wilkison | 6-1 7-6 6-3 | | | | | | | | | |
13‑Jun‑1988 | Bristol | Grass | R32 | 72 | 126 | Peter Doohan [AUS] d. (9)Wilkison | 6-3 5-7 6-2 | | | | | | | | | |
6‑Jun‑1988 | Queen's Club | Grass | R64 | 71 | 29 | (8)John Fitzgerald [AUS] d. Wilkison | 6-3 6-2 | | | | | | | | | |
25‑Apr‑1988 | Charleston | Clay | R32 | 72 | 68 | Jaime Yzaga [PER] d. Wilkison | 7-5 6-4 | | | | | | | | | |
11‑Apr‑1988 | Rio De Janeiro CH | Carpet | QF | 74 | 132 | (6)Javier Frana [ARG] d. (3)Wilkison | 1-6 6-3 6-0 | | | | | | | | | |
11‑Apr‑1988 | Rio De Janeiro CH | Carpet | R16 | 74 | 388 | (3)Wilkison d. (Q)Alexandre Hocevar [BRA] | 6-3 6-0 | | | | | | | | | |
11‑Apr‑1988 | Rio De Janeiro CH | Carpet | R32 | 74 | 489 | (3)Wilkison d. (WC)Ricardo Acioly [BRA] | 6-1 6-0 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R128 | 67 | 66 | Darren Cahill [AUS] d. Wilkison | 7-5 6-4 6-7 6-3 | | | | | | | | | |
29‑Feb‑1988 | Indian Wells | Hard | R32 | 65 | 6 | (3)Boris Becker [GER] d. Wilkison | 6-3 6-4 | | | | | | | | | |
29‑Feb‑1988 | Indian Wells | Hard | R64 | 65 | 245 | Wilkison d. (WC)Eddie Edwards [RSA] | 4-6 7-6 6-3 | | | | | | | | | |
22‑Feb‑1988 | Philadelphia | Carpet | R64 | 63 | 54 | Aaron Krickstein [USA] d. (WC)Wilkison | 6-4 6-3 | | | | | | | | | |
15‑Feb‑1988 | Memphis | Hard | R64 | 61 | 150 | (WC)Robert Seguso [USA] d. Wilkison | 6-1 6-1 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R128 | 60 | 108 | Sammy Giammalva Jr [USA] d. Wilkison | 6-2 6-4 6-4 | | | | | | | | | |
4‑Jan‑1988 | Auckland | Hard | R32 | 56 | 33 | (3)Jonas Svensson [SWE] d. Wilkison | 6-2 6-0 | | | | | | | | | |
28‑Dec‑1987 | Wellington | Hard | QF | 55 | 52 | (4)Andrei Chesnokov [RUS] d. (5)Wilkison | 6-4 6-4 | | | | | | | | | |
28‑Dec‑1987 | Wellington | Hard | R16 | 55 | 162 | (5)Wilkison d. Steve Shaw [GBR] | 7-5 6-3 | | | | | | | | | |
28‑Dec‑1987 | Wellington | Hard | R32 | 55 | 255 | (5)Wilkison d. (Q)Magnus Tideman [SWE] | 6-4 7-6 | | | | | | | | | |