29‑Nov‑1983 | Australian Open | Grass | R128 | 61 | | Pat Dupre [USA] d. Gilbert | 3-6 7-5 2-6 6-3 9-7 | | | | | | | | | |
21‑Nov‑1983 | Johannesburg | Hard | R16 | 63 | | Cassio Motta [BRA] d. Gilbert | 7-6 6-1 | | | | | | | | | |
21‑Nov‑1983 | Johannesburg | Hard | R32 | 63 | | Gilbert d. (Q)Henri De Wet [RSA] | 4-6 6-4 6-1 | | | | | | | | | |
7‑Nov‑1983 | Taipei | Carpet | SF | 54 | 23 | (1)Scott Davis [USA] d. (5)Gilbert | 7-6 6-7 6-4 | | | | | | | | | |
7‑Nov‑1983 | Taipei | Carpet | QF | 54 | 88 | (5)Gilbert d. Ramesh Krishnan [IND] | 6-3 6-3 | | | | | | | | | |
7‑Nov‑1983 | Taipei | Carpet | R16 | 54 | | (5)Gilbert d. (Q)John Frawley [AUS] | 6-2 2-6 6-2 | | | | | | | | | |
7‑Nov‑1983 | Taipei | Carpet | R32 | 54 | | (5)Gilbert d. (Q)Jeremy Bates [GBR] | 7-6 6-3 | | | | | | | | | |
31‑Oct‑1983 | Hong Kong | Hard | SF | 50 | 48 | Sammy Giammalva Jr [USA] d. Gilbert | 6-4 7-6 | | | | | | | | | |
31‑Oct‑1983 | Hong Kong | Hard | QF | 50 | | Gilbert d. (4)Marty Davis [USA] | 3-6 7-6 6-3 | | | | | | | | | |
31‑Oct‑1983 | Hong Kong | Hard | R16 | 50 | 61 | Gilbert d. (8)Tim Gullikson [USA] | 4-6 6-2 6-3 | | | | | | | | | |
31‑Oct‑1983 | Hong Kong | Hard | R32 | 50 | 91 | Gilbert d. Van Winitsky [USA] | 7-5 6-2 | | | | | | | | | |
24‑Oct‑1983 | Tokyo Indoor | Carpet | SF | 77 | 2 | (1)Ivan Lendl [USA] d. Gilbert | 6-2 6-1 | | | | | | | | | |
24‑Oct‑1983 | Tokyo Indoor | Carpet | QF | 77 | 61 | Gilbert d. (Q)Tom Gullikson [USA] | 6-3 6-3 | | | | | | | | | |
24‑Oct‑1983 | Tokyo Indoor | Carpet | R16 | 77 | 17 | Gilbert d. (4)Vitas Gerulaitis [USA] | 6-3 2-6 7-5 | | | | | | | | | |
24‑Oct‑1983 | Tokyo Indoor | Carpet | R32 | 77 | 49 | Gilbert d. Fritz Buehning [USA] | 6-2 7-5 | | | | | | | | | |
17‑Oct‑1983 | Tokyo Outdoor | Hard | R16 | 77 | 13 | (1)Andres Gomez [ECU] d. (11)Gilbert | 6-2 7-5 | | | | | | | | | |
17‑Oct‑1983 | Tokyo Outdoor | Hard | R32 | 77 | | (11)Gilbert d. Marcel Freeman [USA] | 6-4 6-3 | | | | | | | | | |
17‑Oct‑1983 | Tokyo Outdoor | Hard | R64 | 77 | | (11)Gilbert d. Bruce Kleege [USA] | 6-3 7-6 | | | | | | | | | |
10‑Oct‑1983 | Sydney Indoor | Hard | R16 | 63 | 1 | (1)John Mcenroe [USA] d. Gilbert | 6-2 6-0 | | | | | | | | | |
10‑Oct‑1983 | Sydney Indoor | Hard | R32 | 63 | 70 | Gilbert d. Vincent Van Patten [USA] | 7-6 6-0 | | | | | | | | | |
3‑Oct‑1983 | Brisbane | Carpet | SF | 84 | 37 | (8)Pat Cash [AUS] d. Gilbert | 7-5 6-7 7-6 | | | | | | | | | |
3‑Oct‑1983 | Brisbane | Carpet | QF | 84 | 46 | Gilbert d. (6)John Alexander [AUS] | 6-4 6-4 | | | | | | | | | |
3‑Oct‑1983 | Brisbane | Carpet | R16 | 84 | | Gilbert d. (3)Chris Lewis Nzl [NZL] | 6-3 6-3 | | | | | | | | | |
3‑Oct‑1983 | Brisbane | Carpet | R32 | 84 | | Gilbert d. Craig Wittus [USA] | 6-1 6-2 | | | | | | | | | |
25‑Sep‑1983 | Maui | Hard | SF | 82 | 51 | (3)Scott Davis [USA] d. Gilbert | 6-3 7-6 | | | | | | | | | |
25‑Sep‑1983 | Maui | Hard | QF | 82 | | Gilbert d. Glenn Michibata [CAN] | 7-5 6-3 | | | | | | | | | |
25‑Sep‑1983 | Maui | Hard | R16 | 82 | | Gilbert d. Steve Meister [USA] | 6-7 6-1 7-5 | | | | | | | | | |
25‑Sep‑1983 | Maui | Hard | R32 | 82 | | Gilbert d. (Q)Todd Nelson [USA] | 6-1 6-4 | | | | | | | | | |
19‑Sep‑1983 | San Francisco | Carpet | R32 | 82 | 1 | (1)John Mcenroe [USA] d. Gilbert | 6-4 6-1 | | | | | | | | | |
30‑Aug‑1983 | US Open | Hard | R128 | 77 | | Kim Warwick [AUS] d. Gilbert | 2-6 6-1 6-3 4-6 6-1 | | | | | | | | | |
15‑Aug‑1983 | Stowe | Hard | R16 | 77 | 90 | Brad Drewett [AUS] d. Gilbert | 5-7 7-6 6-4 | | | | | | | | | |
15‑Aug‑1983 | Stowe | Hard | R32 | 77 | | Gilbert d. Trey Waltke [USA] | 6-2 7-6 | | | | | | | | | |
8‑Aug‑1983 | Montreal / Toronto | Hard | R64 | 79 | 29 | Shlomo Glickstein [ISR] d. Gilbert | 6-4 6-2 | | | | | | | | | |
25‑Jul‑1983 | North Conway | Clay | R32 | 79 | | Stanislav Birner [CZE] d. Gilbert | 6-2 6-3 | | | | | | | | | |
25‑Jul‑1983 | North Conway | Clay | R64 | 79 | | Gilbert d. (Q)David Pate [USA] | 6-2 7-6 | | | | | | | | | |
18‑Jul‑1983 | Washington | Clay | R32 | 78 | 29 | (6)Andres Gomez [ECU] d. Gilbert | 7-6 6-0 | | | | | | | | | |
18‑Jul‑1983 | Washington | Clay | R64 | 78 | | Gilbert d. (Q)Gabriel Urpi [ESP] | 6-2 5-7 6-3 | | | | | | | | | |
11‑Jul‑1983 | Stuttgart Outdoor | Clay | R16 | 75 | 30 | Brian Teacher [USA] d. Gilbert | 6-4 6-0 | | | | | | | | | |
11‑Jul‑1983 | Stuttgart Outdoor | Clay | R32 | 75 | | Gilbert d. Joao Soares [BRA] | 6-3 5-7 6-4 | | | | | | | | | |
20‑Jun‑1983 | Wimbledon | Grass | R32 | 77 | 2 | (2)John Mcenroe [USA] d. Gilbert | 6-2 6-2 6-2 | | | | | | | | | |
20‑Jun‑1983 | Wimbledon | Grass | R64 | 77 | 88 | Gilbert d. Drew Gitlin [USA] | 6-7 6-3 7-5 7-5 | | | | | | | | | |
20‑Jun‑1983 | Wimbledon | Grass | R128 | 77 | 61 | Gilbert d. Russell Simpson [NZL] | 4-6 6-3 6-3 6-3 | | | | | | | | | |
23‑May‑1983 | Roland Garros | Clay | R128 | 76 | 56 | John Fitzgerald [AUS] d. Gilbert | 5-7 6-1 1-6 7-5 6-2 | | | | | | | | | |
1‑May‑1983 | Forest Hills WCT | Clay | QF | 74 | 9 | (5)Vitas Gerulaitis [USA] d. Gilbert | 7-5 7-6 | | | | | | | | | |
1‑May‑1983 | Forest Hills WCT | Clay | R16 | 74 | 14 | Gilbert d. (4)Kevin Curren [USA] | 6-4 6-4 | | | | | | | | | |
1‑May‑1983 | Forest Hills WCT | Clay | R32 | 74 | 43 | Gilbert d. (15)Balazs Taroczy [HUN] | 7-6 6-1 | | | | | | | | | |
1‑May‑1983 | Forest Hills WCT | Clay | R64 | 74 | 84 | Gilbert d. Nduka Odizor [NGR] | 6-2 6-2 | | | | | | | | | |
24‑Apr‑1983 | Las Vegas | Hard | R32 | 70 | 23 | Mark Edmondson [AUS] d. Gilbert | 4-6 6-4 6-1 | | | | | | | | | |
11‑Apr‑1983 | Los Angeles | Hard | R32 | 66 | 37 | (11)Raul Ramirez [MEX] d. Gilbert | 7-5 6-4 | | | | | | | | | |
11‑Apr‑1983 | Los Angeles | Hard | R64 | 66 | | Gilbert d. (Q)Trey Waltke [USA] | 6-2 6-2 | | | | | | | | | |
14‑Mar‑1983 | Rotterdam | Hard | R32 | 60 | 70 | John Fitzgerald [AUS] d. Gilbert | 3-6 6-4 6-2 | | | | | | | | | |
7‑Mar‑1983 | Nancy | Hard | R32 | 57 | | 7-5 3-6 6-2 | | | | | | | | | |
21‑Feb‑1983 | La Quinta | Hard | QF | 59 | 90 | Mike Bauer [USA] d. (16)Gilbert | 7-6 6-3 | | | | | | | | | |
21‑Feb‑1983 | La Quinta | Hard | R16 | 59 | 84 | (16)Gilbert d. Drew Gitlin [USA] | 6-2 6-0 | | | | | | | | | |
21‑Feb‑1983 | La Quinta | Hard | R32 | 59 | | (16)Gilbert d. Marty Davis [USA] | 6-4 6-4 | | | | | | | | | |
21‑Feb‑1983 | La Quinta | Hard | R64 | 59 | | (16)Gilbert d. Morris Skip Strode [USA] | 6-1 6-4 | | | | | | | | | |
14‑Feb‑1983 | Memphis | Carpet | R64 | 57 | | (Q)Tony Giammalva [USA] d. Gilbert | 7-6 5-7 7-6 | | | | | | | | | |
31‑Jan‑1983 | Philadelphia | Carpet | R32 | 60 | 8 | (4)Gene Mayer [USA] d. Gilbert | 2-6 6-4 6-4 | | | | | | | | | |
31‑Jan‑1983 | Philadelphia | Carpet | R64 | 60 | 54 | Gilbert d. Hans Simonsson [SWE] | 6-2 6-3 | | | | | | | | | |
24‑Jan‑1983 | Guaruja | Hard | R32 | 54 | 94 | Jimmy Brown [USA] d. Gilbert | 4-6 6-3 6-1 | | | | | | | | | |