3‑Oct‑1988 | Estoril CH | Hard | R32 | 188 | 140 | (4)Javier Sanchez [ESP] d. Cunha Silva | 6-4 6-7 6-1 | | | | | | | | | |
12‑Sep‑1988 | Budapest CH | Clay | R16 | 203 | 530 | (WC)Andras Lanyi [HUN] d. (3)Cunha Silva | 3-6 6-4 7-6 | | | | | | | | | |
12‑Sep‑1988 | Budapest CH | Clay | R32 | 203 | 478 | (3)Cunha Silva d. Oliver Ploner [AUT] | 6-4 6-4 | | | | | | | | | |
29‑Aug‑1988 | Azores CH | Hard | F | 219 | 443 | Nick Fulwood [GBR] d. (2)Cunha Silva | 6-3 7-6 | | | | | | | | | |
29‑Aug‑1988 | Azores CH | Hard | SF | 219 | 241 | (2)Cunha Silva d. (3)Nduka Odizor [NGR] | 6-3 7-6 | | | | | | | | | |
29‑Aug‑1988 | Azores CH | Hard | QF | 219 | 383 | (2)Cunha Silva d. Xavier Daufresne [BEL] | 6-3 6-0 | | | | | | | | | |
29‑Aug‑1988 | Azores CH | Hard | R16 | 219 | 416 | (2)Cunha Silva d. Denis Langaskens [BEL] | 7-6 6-3 | | | | | | | | | |
29‑Aug‑1988 | Azores CH | Hard | R32 | 219 | 991 | (2)Cunha Silva d. (WC)Jose Nunes [POR] | 6-2 6-3 | | | | | | | | | |
15‑Aug‑1988 | San Marino CH | Clay | R32 | 213 | 44 | (2)Alberto Mancini [ARG] d. Cunha Silva | 6-4 6-1 | | | | | | | | | |
8‑Aug‑1988 | Prague | Clay | R32 | 224 | 54 | (5)Lawson Duncan [USA] d. Cunha Silva | 6-0 1-6 6-1 | | | | | | | | | |
18‑Jul‑1988 | Hanko CH | Clay | R16 | 221 | 339 | (WC)Veli Paloheimo [FIN] d. Cunha Silva | 6-4 6-7 6-3 | | | | | | | | | |
18‑Jul‑1988 | Hanko CH | Clay | R32 | 221 | 216 | Cunha Silva d. Marcello Bassanelli [ITA] | 6-1 6-3 | | | | | | | | | |
11‑Jul‑1988 | Oporto CH | Clay | R16 | 218 | 102 | (3)Andrew Castle [GBR] d. Cunha Silva | 7-6 2-6 6-3 | | | | | | | | | |
11‑Jul‑1988 | Oporto CH | Clay | R32 | 218 | 210 | Cunha Silva d. Huub Van Boeckel [NED] | 6-3 6-7 7-6 | | | | | | | | | |
4‑Jul‑1988 | Travemunde CH | Clay | R16 | 211 | 247 | Hans Dieter Beutel [GER] d. Cunha Silva | 6-1 3-6 7-6 | | | | | | | | | |
4‑Jul‑1988 | Travemunde CH | Clay | R32 | 211 | 164 | Cunha Silva d. (2)Josef Cihak [CZE] | 1-6 7-5 7-6 | | | | | | | | | |
27‑Jun‑1988 | Tarbes CH | Clay | R32 | 245 | 159 | (2)Jorgen Windahl [SWE] d. Cunha Silva | 6-2 6-1 | | | | | | | | | |
20‑Jun‑1988 | Clermont Ferrand CH | Clay | QF | 245 | 183 | Marcelo Ingaramo [ARG] d. (Q)Cunha Silva | 6-4 6-1 | | | | | | | | | |
20‑Jun‑1988 | Clermont Ferrand CH | Clay | R16 | 245 | 96 | (Q)Cunha Silva d. (3)Guillermo Vilas [ARG] | 1-1 RET | | | | | | | | | |
20‑Jun‑1988 | Clermont Ferrand CH | Clay | R32 | 245 | 194 | (Q)Cunha Silva d. Edoardo Mazza [ITA] | 7-5 7-5 | | | | | | | | | |
10‑Jun‑1988 | Davis Cup G1 SF: POR vs URS | Clay | RR | 240 | 64 | Alexander Volkov [RUS] d. Cunha Silva | 3-6 6-3 6-3 6-3 | | | | | | | | | |
10‑Jun‑1988 | Davis Cup G1 SF: POR vs URS | Clay | RR | 240 | 18 | Andrei Chesnokov [RUS] d. Cunha Silva | 6-3 6-2 | | | | | | | | | |
6‑May‑1988 | Davis Cup G1 QF: ROU vs POR | Clay | RR | 239 | 164 | Cunha Silva d. Florin Segarceanu [ROU] | 1-6 6-0 6-0 6-2 | | | | | | | | | |
6‑May‑1988 | Davis Cup G1 QF: ROU vs POR | Clay | RR | 239 | 249 | Cunha Silva d. Adrian Marcu [ROU] | 6-4 6-3 6-3 | | | | | | | | | |
25‑Apr‑1988 | Lisbon CH | Clay | QF | 272 | 93 | (4)Fernando Luna [ESP] d. (WC)Cunha Silva | 6-1 6-7 6-3 | | | | | | | | | |
25‑Apr‑1988 | Lisbon CH | Clay | R16 | 272 | 140 | (WC)Cunha Silva d. (6)Jean Philippe Fleurian [FRA] | 6-3 6-4 | | | | | | | | | |
25‑Apr‑1988 | Lisbon CH | Clay | R32 | 272 | 565 | (WC)Cunha Silva d. (Q)Francisco Clavet [ESP] | 2-6 7-5 6-0 | | | | | | | | | |
18‑Apr‑1988 | Vilamoura CH | Hard | R32 | 295 | 146 | (2)Barry Moir [RSA] d. (WC)Cunha Silva | 6-0 4-6 6-4 | | | | | | | | | |
7‑Mar‑1988 | Madeira CH | Hard | QF | 358 | 112 | (1)Javier Sanchez [ESP] d. (WC)Cunha Silva | 6-2 6-4 | | | | | | | | | |
7‑Mar‑1988 | Madeira CH | Hard | R16 | 358 | 173 | (WC)Cunha Silva d. (8)Wojtek Kowalski [POL] | 4-6 6-2 6-1 | | | | | | | | | |
7‑Mar‑1988 | Madeira CH | Hard | R32 | 358 | 522 | (WC)Cunha Silva d. (Q)Rodolphe Gilbert [FRA] | 6-3 2-6 6-2 | | | | | | | | | |
22‑Feb‑1988 | Nairobi CH | Clay | F | 450 | 547 | Paul Wekesa [KEN] d. Cunha Silva | 7-6 3-6 6-3 | | | | | | | | | |
22‑Feb‑1988 | Nairobi CH | Clay | SF | 450 | 489 | Cunha Silva d. (LL)Paolo Pambianco [ITA] | 7-6 6-2 | | | | | | | | | |
22‑Feb‑1988 | Nairobi CH | Clay | QF | 450 | 633 | Cunha Silva d. (Q)Daniel Deboer [GER] | 6-2 7-5 | | | | | | | | | |
22‑Feb‑1988 | Nairobi CH | Clay | R16 | 450 | 293 | Cunha Silva d. (6)Thierry Pham [FRA] | 6-4 6-3 | | | | | | | | | |
22‑Feb‑1988 | Nairobi CH | Clay | R32 | 450 | 422 | Cunha Silva d. Stephan Medem [SUI] | 7-5 7-6 | | | | | | | | | |