| Tue | 3/24/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 4 | Cowtown Outlaws 14U | 10 | Final |
| Tue | 3/24/2009 | 8:00 PM | Benbrook Pony F2 | Haslet Heat 14U | 0 | North Texas Nitro 14U | 13 | Final |
| Thu | 3/26/2009 | 8:00 PM | Benbrook Pony F2 | Cowtown Outlaws 14U | 1 | Haslet Heat 14U | 0 | Final |
| Week #2 | | | | | | |
| Tue | 3/31/2009 | 8:00 PM | Burleson Field 3 | Burleson Baseball Club 14U | 9 | Cowtown Outlaws 14U | 4 | Final |
| Tue | 3/31/2009 | 8:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 2 | Aledo Armour 14U | 10 | Final |
| Thu | 4/2/2009 | 6:00 PM | Benbrook Pony F2 | Aledo Armour 14U | 0 | North Texas Nitro 14U | 17 | Final |
| Thu | 4/2/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 16 | Haslet Heat 14U | 2 | Final |
| Week #3 | | | | | | |
| Tue | 4/7/2009 | 6:00 PM | Benbrook Pony F2 | Cowtown Outlaws 14U | 4 | Burleson Baseball Club 14U | 4 | Final |
| Tue | 4/7/2009 | 8:00 PM | Benbrook Pony F2 | Haslet Heat 14U | 0 | Aledo Armour 14U | 21 | Final |
| Tue | 4/7/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 5 | North Texas Nitro 14U | 4 | Final |
| Thu | 4/9/2009 | 8:00 PM | Burleson Field 3 | Burleson Baseball Club 14U | 14 | Haslet Heat 14U | 0 | Final |
| Thu | 4/9/2009 | 8:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 12 | Cowtown Outlaws 14U | 0 | Final |
| Thu | 4/9/2009 | 8:00 PM | Benbrook Pony F2 | Aledo Armour 14U | 4 | Granbury Rough Riders 14U | 5 | Final |
| Week #4 | | | | | | |
| Tue | 4/14/2009 | 6:00 PM | Benbrook Pony F2 | Aledo Armour 14U | 1 | Burleson Baseball Club 14U | 10 | Final |
| Tue | 4/14/2009 | 8:00 PM | Benbrook Pony F2 | Haslet Heat 14U | 0 | Granbury Rough Riders 14U | 17 | Final |
| Thu | 4/16/2009 | 6:00 PM | Benbrook Pony F2 | Cowtown Outlaws 14U | 4 | Aledo Armour 14U | 5 | Final |
| Thu | 4/16/2009 | 6:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 8 | Burleson Baseball Club 14U | 4 | Final |
| Week #5 | | | | | | |
| Thu | 4/23/2009 | 8:00 PM | Benbrook Pony F2 | Aledo Armour 14U | 5 | Burleson Baseball Club 14U | 3 | Final |
| Thu | 4/23/2009 | 8:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 3 | Granbury Rough Riders 14U | 3 | Final |
| Week #7 | | | | | | |
| Tue | 5/5/2009 | 8:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 3 | Granbury Rough Riders 14U | 1 | Final |
| Thu | 5/7/2009 | 6:00 PM | Benbrook Pony F2 | Aledo Armour 14U | 1 | North Texas Nitro 14U | 10 | Final |
| Thu | 5/7/2009 | 8:00 PM | Burleson Field 3 | Burleson Baseball Club 14U | 7 | Cowtown Outlaws 14U | 6 | Final |
| Week #8 | | | | | | |
| Thu | 5/14/2009 | 6:00 PM | Benbrook Pony F2 | Cowtown Outlaws 14U | 8 | Aledo Armour 14U | 5 | Final |
| Thu | 5/14/2009 | 6:00 PM | Granbury Pony City Park | Burleson Baseball Club 14U | 7 | Granbury Rough Riders 14U | 4 | Final |
| Thu | 5/14/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 7 | Burleson Baseball Club 14U | 6 | Final |
| Week #9 | | | | | | |
| Tue | 5/19/2009 | 6:00 PM | Benbrook Pony F2 | Cowtown Outlaws 14U | 6 | North Texas Nitro 14U | 10 | Final |
| Tue | 5/19/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 5 | Aledo Armour 14U | 4 | Final |
| Thu | 5/21/2009 | 8:00 PM | Burleson Field 3 | Burleson Baseball Club 14U | 4 | Aledo Armour 14U | 2 | Final |
| Thu | 5/21/2009 | 8:00 PM | Crowley Pony F3 | North Texas Nitro 14U | 4 | Cowtown Outlaws 14U | 1 | Final |
| Week #10 | | | | | | |
| Tue | 5/26/2009 | 6:00 PM | Burleson Field 3 | Burleson Baseball Club 14U | 2 | North Texas Nitro 14U | 6 | Final |
| Thu | 5/28/2009 | 8:00 PM | Granbury Pony City Park | Granbury Rough Riders 14U | 4 | Burleson Baseball Club 14U | 7 | Final |