| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 8/3/25 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:3 | Yes | Yes |
| 5/3/25 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:2 | Yes | Yes |
| 2/23/25 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:1 | Yes | Yes |
| 10/27/24 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 3:0 | Yes | No |
| 8/18/24 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 5/12/24 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 2/17/24 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:1 | No | Yes |
| 10/29/23 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:0 | No | No |
| 8/13/23 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 5/13/23 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:2 | Yes | Yes |
| 3/4/23 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:2 | Yes | Yes |
| 10/16/22 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:2 | Yes | Yes |
| 8/14/22 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:0 | No | No |
| 5/26/22 | Cerro Porteño vs Olimpia | Copa Libertadores - Play Offs | 0:1 | No | No |
| 5/22/22 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:4 | Yes | No |
| 4/6/22 | Olimpia vs Cerro Porteño | Copa Libertadores - Play Offs | 0:0 | No | No |
| 3/13/22 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:2 | No | No |
| 10/31/21 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:0 | No | No |
| 8/15/21 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:3 | Yes | No |
| 5/2/21 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:0 | No | No |
| 2/28/21 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:0 | No | No |
| 12/23/20 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 12/4/20 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:0 | No | No |
| 8/30/20 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:0 | No | No |
| 2/23/20 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:1 | No | Yes |
| 11/24/19 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 4:2 | Yes | Yes |
| 8/17/19 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:0 | No | No |
| 4/20/19 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:3 | Yes | Yes |
| 2/18/19 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:2 | Yes | Yes |
| 11/4/18 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:2 | Yes | Yes |
| 8/19/18 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:2 | No | No |
| 11/5/17 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:1 | Yes | Yes |
| 8/26/17 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 5/21/17 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 2:0 | No | No |
| 3/12/17 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:1 | Yes | Yes |
| 11/6/16 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 4:2 | Yes | Yes |
| 8/6/16 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 4/24/16 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:2 | Yes | Yes |
| 2/21/16 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:1 | No | No |
| 11/1/15 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:3 | Yes | Yes |
| 8/8/15 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:1 | No | No |
| 5/3/15 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:1 | No | Yes |
| 3/1/15 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:0 | No | No |
| 11/9/14 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 8/31/14 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:0 | No | No |
| 6/20/14 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:2 | No | No |
| 3/23/14 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:2 | Yes | Yes |
| 11/10/13 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:0 | No | No |
| 8/25/13 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 2:1 | Yes | Yes |
| 6/2/13 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 1:1 | No | Yes |
| 3/30/13 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:0 | No | No |
| 10/27/12 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 4:1 | Yes | Yes |
| 8/4/12 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 0:0 | No | No |
| 7/8/12 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:2 | Yes | Yes |
| 4/15/12 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:1 | No | No |
| 11/20/11 | Cerro Porteño vs Olimpia | Primera Division - Clausura | 0:0 | No | No |
| 9/4/11 | Olimpia vs Cerro Porteño | Primera Division - Clausura | 1:1 | No | Yes |
| 3/21/75 | Olimpia vs Cerro Porteño | Copa Libertadores - Play Offs | 2:1 | Yes | Yes |
| 2/28/75 | Cerro Porteño vs Olimpia | Copa Libertadores - Play Offs | 0:0 | No | No |