Bobby Riggs Grand Slam Grand Slam

| Outcome | Year_ | Championship | Surface | Opponent_in_the_final | Score_in_the_final |
|---|---|---|---|---|---|
| Runner-up | 1939 | French Championships | Clay | Don McNeill | 5–7, 0–6, 3–6 |
| Winner | 1939 | Wimbledon | Grass | Elwood Cooke | 2–6, 8–6, 3–6, 6–3, 6–2 |
| Winner | 1939 | US Championships | Grass | Welby Van Horn | 6–4, 6–2, 6–4 |
| Runner-up | 1940 | US Championships | Grass | Don McNeill | 6–4, 8–6, 3–6, 3–6, 5–7 |
| Winner | 1941 | US Championships | Grass | Frank Kovacs | 5–7, 6–1, 6–3, 6–3 |