Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 12.01.1969 |  | Matchday 17 | Real Madrid - Deportivo | RMA - DEP | 2:1 | |
| 26.01.1969 | | Matchday 19 | Real Madrid - Athletic | RMA - ATH | 2:1 | |
| 09.02.1969 | | Matchday 21 | Real Madrid - Valencia | RMA - VCF | 0:0 | |
| 02.03.1969 | | Matchday 23 | Real Madrid - Atlético | RMA - ATM | 0:0 | |
| 16.03.1969 | | Matchday 25 | Real Madrid - Pontevedra CF | RMA - PON | 2:2 | |
| 30.03.1969 | | Matchday 27 | Real Madrid - Zaragoza | RMA - SAR | 2:0 | |
| 13.04.1969 | | Matchday 29 | Real Madrid - Málaga | RMA - MAL | 2:0 | |
| 28.05.1969 |  | Final | AC Milan - Ajax | ACM - AJX | 4:1 | 31.782 |
| 15.06.1969 |  | Final | Athletic - Elche CF | ATH - ELC | 1:0 | 120.000 |
| 24.09.1969 | | 1. Round First leg | Olymp. Nikosia - Real Madrid | OLN - RMA | 0:8 | 18.419 |
| 30.09.1969 | | 1. Round 2nd leg | Real Madrid - Olymp. Nikosia | RMA - OLN | 6:1 | 14.420 |
| 03.12.1969 | | Round of 16 2nd leg | Real Madrid - Standard Liège | RMA - LIE | 2:3 | 80.000 |