6‑Oct‑1986 | Toulouse | Hard | R16 | 162 | 19 | (2)Thierry Tulasne [FRA] d. Brown | 7-6 6-2 | | | | | | | | | |
6‑Oct‑1986 | Toulouse | Hard | R32 | 162 | 158 | Brown d. Hans Schwaier [GER] | 6-3 6-4 | | | | | | | | | |
29‑Sep‑1986 | Palermo | Clay | QF | 173 | 77 | (6)Simone Colombo [ITA] d. Brown | 6-4 6-7 6-1 | | | | | | | | | |
29‑Sep‑1986 | Palermo | Clay | R16 | 173 | 118 | Brown d. Marian Vajda [SVK] | 6-4 6-4 | | | | | | | | | |
29‑Sep‑1986 | Palermo | Clay | R32 | 173 | 237 | Brown d. Francesco Cancellotti [ITA] | 3-6 6-3 6-1 | | | | | | | | | |
22‑Sep‑1986 | Barcelona | Clay | R64 | 144 | 16 | (8)Emilio Sanchez [ESP] d. Brown | 6-0 6-1 | | | | | | | | | |
15‑Sep‑1986 | Hamburg | Clay | R64 | 98 | 42 | Guy Forget [FRA] d. Brown | 3-6 6-3 6-3 | | | | | | | | | |
8‑Sep‑1986 | Geneva | Clay | R16 | 111 | 117 | Christian Miniussi [ARG] d. Brown | 6-3 6-0 | | | | | | | | | |
8‑Sep‑1986 | Geneva | Clay | R32 | 111 | 508 | Brown d. (WC)Rolf Hertzog [SUI] | 6-4 6-3 | | | | | | | | | |
26‑Aug‑1986 | US Open | Hard | R128 | 109 | 147 | (Q)Chip Hooper [USA] d. Brown | 6-3 4-6 7-6 6-4 | | | | | | | | | |
18‑Aug‑1986 | Cincinnati | Hard | R32 | 84 | 28 | (12)Tim Wilkison [USA] d. Brown | 7-6 6-2 | | | | | | | | | |
18‑Aug‑1986 | Cincinnati | Hard | R64 | 84 | 103 | Brown d. Pat Cash [AUS] | 6-7 6-4 6-4 | | | | | | | | | |
11‑Aug‑1986 | Montreal / Toronto | Hard | R64 | 72 | 84 | Vijay Amritraj [IND] d. Brown | 6-4 6-7 6-4 | | | | | | | | | |
4‑Aug‑1986 | Raleigh CH | Clay | F | 92 | 101 | (1)Brown d. (2)Mel Purcell [USA] | 7-6 6-3 | | | | | | | | | |
4‑Aug‑1986 | Raleigh CH | Clay | SF | 92 | 247 | (1)Brown d. Jay Berger [USA] | 6-4 1-6 7-5 | | | | | | | | | |
4‑Aug‑1986 | Raleigh CH | Clay | QF | 92 | 176 | (1)Brown d. Jim Pugh [USA] | 6-2 7-5 | | | | | | | | | |
4‑Aug‑1986 | Raleigh CH | Clay | R16 | 92 | 255 | (1)Brown d. Guillermo Rivas [ARG] | 6-4 6-2 | | | | | | | | | |
4‑Aug‑1986 | Raleigh CH | Clay | R32 | 92 | 719 | (1)Brown d. (WC)Bobby Blair [USA] | 6-0 6-4 | | | | | | | | | |
28‑Jul‑1986 | Washington | Clay | R64 | 87 | 33 | (12)Horacio De La Pena [ARG] d. Brown | 6-4 6-2 | | | | | | | | | |
21‑Jul‑1986 | Boston | Clay | R32 | 90 | 146 | (Q)Jordi Arrese [ESP] d. Brown | 7-5 6-2 | | | | | | | | | |
21‑Jul‑1986 | Boston | Clay | R64 | 90 | 99 | Brown d. Mel Purcell [USA] | 6-3 6-3 | | | | | | | | | |
12‑May‑1986 | Rome | Clay | R64 | 74 | 2 | (2)Mats Wilander [SWE] d. Brown | 6-2 6-2 | | | | | | | | | |
5‑May‑1986 | Forest Hills | Clay | R64 | 75 | 36 | Milan Srejber [CZE] d. Brown | 6-1 3-6 6-1 | | | | | | | | | |
28‑Apr‑1986 | Indianapolis | Clay | R32 | 70 | 48 | (15)Brian Teacher [USA] d. Brown | 6-3 6-2 | | | | | | | | | |
28‑Apr‑1986 | Indianapolis | Clay | R64 | 70 | 72 | Brown d. Horacio De La Pena [ARG] | 7-5 3-6 6-4 | | | | | | | | | |
21‑Apr‑1986 | Monte Carlo | Clay | R64 | 71 | 145 | (Q)Marko Ostoja [CRO] d. Brown | 6-3 6-2 | | | | | | | | | |
14‑Apr‑1986 | Nice | Clay | R32 | 73 | 97 | Roberto Arguello [ARG] d. Brown | 6-1 6-4 | | | | | | | | | |
7‑Apr‑1986 | Bari | Clay | R32 | 71 | 55 | (6)Paul Mcnamee [AUS] d. Brown | 6-4 6-2 | | | | | | | | | |
24‑Feb‑1986 | La Quinta | Hard | R32 | 62 | 43 | Jaime Yzaga [PER] d. Brown | 6-2 7-5 | | | | | | | | | |
24‑Feb‑1986 | La Quinta | Hard | R64 | 62 | 47 | Brown d. Sammy Giammalva Jr [USA] | 6-3 6-4 | | | | | | | | | |
10‑Feb‑1986 | Boca West | Hard | R64 | 66 | 21 | (17)Jimmy Arias [USA] d. Brown | 6-0 6-2 | | | | | | | | | |
10‑Feb‑1986 | Boca West | Hard | R128 | 66 | 44 | Brown d. Hans Schwaier [GER] | 6-4 6-4 | | | | | | | | | |