| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 8/24/25 | Kuressaare vs Flora | Meistriliiga | 1:2 | Yes | Yes |
| 5/27/25 | Kuressaare vs Flora | Meistriliiga | 1:3 | Yes | Yes |
| 3/29/25 | Flora vs Kuressaare | Meistriliiga | 5:0 | Yes | No |
| 10/26/24 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 9/14/24 | Kuressaare vs Flora | Meistriliiga | 3:4 | Yes | Yes |
| 5/21/24 | Flora vs Kuressaare | Meistriliiga | 1:0 | No | No |
| 4/27/24 | Kuressaare vs Flora | Meistriliiga | 2:2 | Yes | Yes |
| 10/7/23 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 8/4/23 | Flora vs Kuressaare | Meistriliiga | 4:0 | Yes | No |
| 5/14/23 | Kuressaare vs Flora | Meistriliiga | 0:3 | Yes | No |
| 4/11/23 | Kuressaare vs Flora | Estonian Cup | 1:2 | Yes | Yes |
| 4/8/23 | Kuressaare vs Flora | Meistriliiga | 1:4 | Yes | Yes |
| 1/14/23 | Kuressaare vs Flora | Club Friendly | 2:0 | No | No |
| 10/22/22 | Flora vs Kuressaare | Meistriliiga | 2:1 | Yes | Yes |
| 7/31/22 | Kuressaare vs Flora | Meistriliiga | 2:3 | Yes | Yes |
| 5/17/22 | Flora vs Kuressaare | Meistriliiga | 4:0 | Yes | No |
| 4/12/22 | Kuressaare vs Flora | Meistriliiga | 0:3 | Yes | No |
| 10/24/21 | Flora vs Kuressaare | Meistriliiga | 2:2 | Yes | Yes |
| 8/14/21 | Kuressaare vs Flora | Meistriliiga | 1:0 | No | No |
| 4/30/21 | Kuressaare vs Flora | Meistriliiga | 0:4 | Yes | No |
| 1/23/21 | Kuressaare vs Flora | Estonian Cup | 0:4 | Yes | No |
| 10/25/20 | Kuressaare vs Flora | Meistriliiga | 0:4 | Yes | No |
| 8/7/20 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 6/27/20 | Kuressaare vs Flora | Meistriliiga | 0:4 | Yes | No |
| 11/3/19 | Flora vs Kuressaare | Meistriliiga | 7:0 | Yes | No |
| 8/13/19 | Kuressaare vs Flora | Meistriliiga | 0:3 | Yes | No |
| 6/2/19 | Kuressaare vs Flora | Meistriliiga | 0:4 | Yes | No |
| 4/21/19 | Flora vs Kuressaare | Meistriliiga | 5:0 | Yes | No |
| 10/27/18 | Flora vs Kuressaare | Meistriliiga | 4:0 | Yes | No |
| 8/12/18 | Kuressaare vs Flora | Veikkausliiga | 0:0 | No | No |
| 7/15/18 | Kuressaare vs Flora | Elite One | 1:1 | No | Yes |
| 5/13/18 | Flora vs Kuressaare | Primera Division - Clausura | 2:0 | No | No |
| 3/5/18 | Kuressaare vs Flora | Primera Division - Clausura | 0:0 | No | No |
| 2/6/18 | Flora vs Kuressaare | Primera Division - Clausura | 1:0 | No | No |
| 10/26/13 | Flora vs Kuressaare | Meistriliiga | 4:0 | Yes | No |
| 8/2/13 | Kuressaare vs Flora | Meistriliiga | 0:1 | No | No |
| 5/21/13 | Flora vs Kuressaare | Meistriliiga | 6:0 | Yes | No |
| 4/20/13 | Kuressaare vs Flora | Meistriliiga | 2:4 | Yes | Yes |
| 10/2/12 | Kuressaare vs Flora | Meistriliiga | 0:2 | No | No |
| 8/11/12 | Flora vs Kuressaare | Meistriliiga | 2:0 | No | No |
| 5/22/12 | Kuressaare vs Flora | Meistriliiga | 1:3 | Yes | Yes |
| 3/31/12 | Flora vs Kuressaare | Meistriliiga | 0:1 | No | No |
| 10/1/11 | Flora vs Kuressaare | Meistriliiga | 2:1 | Yes | Yes |
| 8/6/11 | Kuressaare vs Flora | Meistriliiga | 0:3 | Yes | No |
| 6/11/11 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 4/2/11 | Kuressaare vs Flora | Meistriliiga | 0:1 | No | No |
| 10/23/10 | Kuressaare vs Flora | Meistriliiga | 0:2 | No | No |
| 7/17/10 | Flora vs Kuressaare | Meistriliiga | 6:0 | Yes | No |
| 5/15/10 | Kuressaare vs Flora | Meistriliiga | 1:2 | Yes | Yes |
| 4/10/10 | Flora vs Kuressaare | Meistriliiga | 4:0 | Yes | No |
| 10/24/09 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 8/18/09 | Flora vs Kuressaare | Meistriliiga | 3:0 | Yes | No |
| 8/8/09 | Kuressaare vs Flora | Meistriliiga | 0:3 | Yes | No |
| 4/4/09 | Kuressaare vs Flora | Meistriliiga | 1:0 | No | No |
| 11/13/07 | Kuressaare vs Flora | Meistriliiga | 1:3 | Yes | Yes |
| 7/14/07 | Flora vs Kuressaare | Meistriliiga | 5:1 | Yes | Yes |
| 5/5/07 | Kuressaare vs Flora | Meistriliiga | 0:1 | No | No |
| 4/28/07 | Flora vs Kuressaare | Meistriliiga | 5:0 | Yes | No |
| 9/18/05 | Flora vs Kuressaare | Meistriliiga | 7:0 | Yes | No |
| 9/14/05 | Kuressaare vs Flora | Meistriliiga | 1:1 | No | Yes |
| 5/8/05 | Flora vs Kuressaare | Meistriliiga | 6:0 | Yes | No |
| 5/1/05 | Kuressaare vs Flora | Meistriliiga | 1:3 | Yes | Yes |