| Legend (McEnroe-Connors) |
| Grand Slams (6-3) |
| Masters (2-0) |
| WCT Finals (2-1) |
| ATP International Series (10-10) |
- Note: The walkover in the 1985 Chicago final does not count as a win.
| Year | Tournament | Surface | Round | Winner | Score |
| 1977 | Wimbledon | Grass | SF | Jimmy Connors | 6–3, 6–3, 4–6, 6–4 |
| 1977 | Boston | Clay | R32 | Jimmy Connors | 5–7, 6–2, 7–5 |
| 1978 | Indianapolis | Clay | QF | Jimmy Connors | 3–6, 6–1, 6–1 |
| 1978 | US Open | Hard | SF | Jimmy Connors | 6–2, 6–2, 7–5 |
| 1978 | Masters, New York City | Carpet | RR | John McEnroe | 7–5, 3–0 RET |
| 1979 | Pepsi Grand Slam, Boca Raton | Clay | SF | Jimmy Connors | 6–3, 6–4 |
| 1979 | Las Vegas | Hard | SF | Jimmy Connors | 7–5, 6–4 |
| 1979 | WCT Finals, Dallas | Carpet | SF | John McEnroe | 6–1, 6–4, 6–4 |
| 1979 | US Open | Hard | SF | John McEnroe | 6–3, 6–3, 7–5 |
| 1980 | Philadelphia | Carpet | F | Jimmy Connors | 6–3, 2–6, 6–3, 3–6, 6–4 |
| 1980 | Memphis | Carpet | F | John McEnroe | 7–6, 7–6 |
| 1980 | WCT Finals, Dallas | Carpet | F | Jimmy Connors | 2–6, 7–6, 6–1, 6–2 |
| 1980 | Wimbledon | Grass | SF | John McEnroe | 6–3, 3–6, 6–3, 6–4 |
| 1980 | US Open | Hard | SF | John McEnroe | 6–4, 5–7, 0–6, 6–3, 7–6 |
| 1981 | Wembley | Carpet | F | Jimmy Connors | 3–6, 2–6, 6–3, 6–4, 6–2 |
| 1981 | Masters, New York City | Carpet | RR | John McEnroe | 6–2, 7–5 |
| 1982 | Philadelphia | Carpet | F | John McEnroe | 6–3, 6–3, 6–1 |
| 1982 | Queen's | Grass | F | Jimmy Connors | 7–5, 6–3 |
| 1982 | Wimbledon | Grass | F | Jimmy Connors | 3–6, 6–3, 6–7, 7–6, 6–4 |
| 1982 | San Francisco | Carpet | F | John McEnroe | 6–1, 6–3 |
| 1983 | Queen's | Grass | F | Jimmy Connors | 6–3, 6–3 |
| 1983 | Cincinnati | Hard | SF | John McEnroe | 6–7, 6–1, 6–4 |
| 1983 | Wembley | Carpet | F | John McEnroe | 7–5, 6–1, 6–4 |
| 1984 | WCT Finals, Dallas | Carpet | F | John McEnroe | 6–1, 6–2, 6–3 |
| 1984 | Roland Garros | Clay | SF | John McEnroe | 7–5, 6–1, 6–2 |
| 1984 | Queen's | Grass | SF | John McEnroe | 6–2, 6–2 |
| 1984 | Wimbledon | Grass | F | John McEnroe | 6–1, 6–1, 6–2 |
| 1984 | Toronto | Hard | SF | John McEnroe | 2–6, 6–2, 6–3 |
| 1984 | US Open | Hard | SF | John McEnroe | 6–4, 4–6, 7–5, 4–6, 6–3 |
| 1985 | Chicago | Carpet | F | John McEnroe | W/O |
| 1985 | Montreal | Hard | SF | John McEnroe | 6–2, 6–3 |
| 1986 | San Francisco | Carpet | F | John McEnroe | 7–6, 6–3 |
| 1987 | Montreal | Hard | QF | Jimmy Connors | 6–3, 3–6, 6–3 |
| 1989 | Toulouse | Carpet | F | Jimmy Connors | 6–3, 6–3 |
| 1991 | Basel | Indoor Hard | SF | John McEnroe | 6–1, 6–3 |
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