Ivan Lendl advanced when Stefan Edberg retired 4-6 7-6 5-2 in the Australian Open final. Ivan Lendl narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-08-31 | US Open | QF | hard | Stefan Edberg | 6-3 6-3 3-6 5-7 7-6(3) |
| 1992-08-17 | New Haven | SF | hard | Stefan Edberg | 7-6(2) 4-6 6-3 |
| 1992-01-13 | Australian Open | QF | hard | Stefan Edberg | 4-6 7-5 6-1 6-7(5) 6-1 |
| 1991-08-26 | US Open | SF | hard | Stefan Edberg | 6-3 6-3 6-4 |
| 1991-08-19 | Long Island | F | hard | Ivan Lendl | 6-3 6-2 |
| 1991-01-14 | Australian Open | SF | hard | Ivan Lendl | 6-4 5-7 3-6 7-6(3) 6-4 |
| 1990-06-25 | Wimbledon | SF | grass | Stefan Edberg | 6-1 7-6 6-3 |