23‑Nov‑1981 | Manila | Clay | R32 | 45 | | Robert Reininger [AUT] d. (2)Winitsky | 6-3 4-6 6-3 | | | | | | | | | |
16‑Nov‑1981 | Bangkok | Carpet | QF | 46 | 83 | Ramesh Krishnan [IND] d. (6)Winitsky | UNK | | | | | | | | | |
16‑Nov‑1981 | Bangkok | Carpet | R16 | 46 | | (6)Winitsky d. Lloyd Bourne [USA] | 6-1 6-4 | | | | | | | | | |
16‑Nov‑1981 | Bangkok | Carpet | R32 | 46 | | (6)Winitsky d. Mike Cahill [USA] | 6-1 6-4 | | | | | | | | | |
9‑Nov‑1981 | Taipei | Carpet | R16 | 48 | 76 | Rod Frawley [AUS] d. Winitsky | 5-7 6-4 6-4 | | | | | | | | | |
9‑Nov‑1981 | Taipei | Carpet | R32 | 48 | 31 | Winitsky d. (2)John Sadri [USA] | 6-4 2-6 6-1 | | | | | | | | | |
2‑Nov‑1981 | Hong Kong | Hard | F | 83 | 34 | Winitsky d. (5)Mark Edmondson [AUS] | 6-4 6-7 6-4 | | | | | | | | | |
2‑Nov‑1981 | Hong Kong | Hard | SF | 83 | | Winitsky d. Marty Davis [USA] | 7-5 6-7 6-3 | | | | | | | | | |
2‑Nov‑1981 | Hong Kong | Hard | QF | 83 | | Winitsky d. Lloyd Bourne [USA] | 6-3 6-7 6-3 | | | | | | | | | |
2‑Nov‑1981 | Hong Kong | Hard | R16 | 83 | 15 | Winitsky d. (1)Kim Warwick [AUS] | 6-4 3-0 RET | | | | | | | | | |
2‑Nov‑1981 | Hong Kong | Hard | R32 | 83 | | Winitsky d. Peter Feigl [AUT] | 6-2 7-6 | | | | | | | | | |
19‑Oct‑1981 | Tokyo Outdoor | Clay | SF | | 9 | (1)Eliot Teltscher [USA] d. Winitsky | 6-4 6-4 | | | | | | | | | |
19‑Oct‑1981 | Tokyo Outdoor | Clay | QF | | 23 | Winitsky d. (4)Mel Purcell [USA] | 7-6 7-5 | | | | | | | | | |
19‑Oct‑1981 | Tokyo Outdoor | Clay | R16 | | | Winitsky d. (16)Jim Delaney [USA] | 6-7 6-4 6-4 | | | | | | | | | |
19‑Oct‑1981 | Tokyo Outdoor | Clay | R32 | | | Winitsky d. David Dowlen [USA] | 6-0 6-1 | | | | | | | | | |
19‑Oct‑1981 | Tokyo Outdoor | Clay | R64 | | | Winitsky d. Mike Estep [USA] | 6-7 6-4 6-0 | | | | | | | | | |
5‑Oct‑1981 | Tel Aviv | Hard | R16 | | | (6)Steve Krulevitz [USA] d. Winitsky | 4-6 6-1 6-4 | | | | | | | | | |
5‑Oct‑1981 | Tel Aviv | Hard | R32 | | | Winitsky d. Jean Louis Haillet [FRA] | 6-1 7-5 | | | | | | | | | |
1‑Sep‑1981 | US Open | Hard | R128 | | 50 | Andres Gomez [ECU] d. Winitsky | 7-6 6-3 6-2 | | | | | | | | | |
17‑Aug‑1981 | Cincinnati | Hard | R64 | | 3 | (2)Jimmy Connors [USA] d. Winitsky | 6-1 6-3 | | | | | | | | | |
10‑Aug‑1981 | Cleveland | Hard | R16 | | | Rodney Harmon [USA] d. Winitsky | 4-6 6-3 6-3 | | | | | | | | | |
10‑Aug‑1981 | Cleveland | Hard | R32 | | | Winitsky d. Matthew Mcdonald [USA] | 6-1 6-3 | | | | | | | | | |
3‑Aug‑1981 | Indianapolis | Clay | R32 | | 32 | (9)Hans Gildemeister [CHI] d. Winitsky | 6-2 6-2 | | | | | | | | | |
3‑Aug‑1981 | Indianapolis | Clay | R64 | | 95 | Winitsky d. Marcos Hocevar [BRA] | 7-5 6-3 | | | | | | | | | |
28‑Jul‑1981 | South Orange | Clay | R32 | | 92 | (7)Nick Saviano [USA] d. Winitsky | 2-6 6-1 7-6 | | | | | | | | | |
20‑Jul‑1981 | Washington | Clay | R64 | | 15 | (6)Victor Pecci [PAR] d. Winitsky | 4-6 6-3 6-4 | | | | | | | | | |
13‑Jul‑1981 | Boston | Clay | R32 | 79 | 37 | (10)Jose Luis Damiani [URU] d. Winitsky | 6-3 6-2 | | | | | | | | | |
13‑Jul‑1981 | Boston | Clay | R64 | 79 | | Winitsky d. Eddie Edwards [RSA] | 6-2 6-2 | | | | | | | | | |