Cleveland Heartbreak Playoff Results
| Series Round | Date | Result |
| Wildcard | Oct 2 | South Side Hitmen defeated Young Guns 5 - 2, lead series 1 games to 0 |
| Wildcard | Oct 2 | Pulaski Pinstripers defeated Winona Mosquito Fish 6 - 4, lead series 1 games to 0 |
| Wildcard | Oct 3 | South Side Hitmen defeated Young Guns 4 - 2, lead series 2 games to 0 |
| Wildcard | Oct 3 | Pulaski Pinstripers defeated Winona Mosquito Fish 4 - 1, lead series 2 games to 0 |
| Wildcard | Oct 5 | South Side Hitmen defeated Young Guns 9 - 6, lead series 3 games to 0 |
| Wildcard | Oct 5 | Winona Mosquito Fish defeated Pulaski Pinstripers 8 - 6, trail series 2 games to 1 |
| Wildcard | Oct 6 | Young Guns defeated South Side Hitmen 7 - 4, trail series 3 games to 1 |
| Wildcard | Oct 6 | Winona Mosquito Fish defeated Pulaski Pinstripers 4 - 2, series tied at 2 games each |
| Wildcard | Oct 7 | Young Guns defeated South Side Hitmen 6 - 5, trail series 3 games to 2 |
| Wildcard | Oct 7 | Pulaski Pinstripers defeated Winona Mosquito Fish 7 - 4, lead series 3 games to 2 |
| Wildcard | Oct 9 | South Side Hitmen defeated Young Guns 5 - 3, win series 4 games to 2 |
| Wildcard | Oct 9 | Pulaski Pinstripers defeated Winona Mosquito Fish 9 - 0, win series 4 games to 2 |
| Wildcard | Oct 10 | Young Guns at South Side Hitmen (game not necessary) |
| Wildcard | Oct 10 | Winona Mosquito Fish at Pulaski Pinstripers (game not necessary) |
| Divisional | Oct 11 | South Side Hitmen defeated Shaler Owls 8 - 6, lead series 1 games to 0 |
| Divisional | Oct 11 | Prodigal Nuns defeated Pulaski Pinstripers 8 - 0, lead series 1 games to 0 |
| Divisional | Oct 12 | South Side Hitmen defeated Shaler Owls 6 - 4, lead series 2 games to 0 |
| Divisional | Oct 12 | Prodigal Nuns defeated Pulaski Pinstripers 10 - 3, lead series 2 games to 0 |
| Divisional | Oct 14 | South Side Hitmen defeated Shaler Owls 3 - 2, lead series 3 games to 0 |
| Divisional | Oct 14 | Prodigal Nuns defeated Pulaski Pinstripers 7 - 5, lead series 3 games to 0 |
| Divisional | Oct 15 | South Side Hitmen defeated Shaler Owls 9 - 2, win series 4 games to 0 |
| Divisional | Oct 15 | Prodigal Nuns defeated Pulaski Pinstripers 5 - 4, win series 4 games to 0 |
| Divisional | Oct 16 | Shaler Owls at South Side Hitmen (game not necessary) |
| Divisional | Oct 16 | Prodigal Nuns at Pulaski Pinstripers (game not necessary) |
| Divisional | Oct 18 | South Side Hitmen at Shaler Owls (game not necessary) |
| Divisional | Oct 18 | Pulaski Pinstripers at Prodigal Nuns (game not necessary) |
| Divisional | Oct 19 | South Side Hitmen at Shaler Owls (game not necessary) |
| Divisional | Oct 19 | Pulaski Pinstripers at Prodigal Nuns (game not necessary) |
| Championship | Oct 20 | South Side Hitmen defeated Prodigal Nuns 3 - 2, lead series 1 games to 0 |
| Championship | Oct 21 | Prodigal Nuns defeated South Side Hitmen 4 - 2, series tied at 1 games each |
| Championship | Oct 23 | Prodigal Nuns defeated South Side Hitmen 4 - 3, lead series 2 games to 1 |
| Championship | Oct 24 | Prodigal Nuns defeated South Side Hitmen 4 - 1, lead series 3 games to 1 |
| Championship | Oct 25 | Prodigal Nuns defeated South Side Hitmen 9 - 2, win series 4 games to 1 |
| Championship | Oct 27 | South Side Hitmen at Prodigal Nuns |
| Championship | Oct 28 | South Side Hitmen at Prodigal Nuns |