| 08 May 1909 | | Centennial B v Germantown British Americans B | 5th Street and Tabor Road, Philadelphia | Results |
| 08 May 1909 | | Lighthouse B v Keystone | Front Street and Erie Avenue, Philadelphia | Results |
| 08 May 1909 | | West Philadelphia B v Falls of Schuylkill B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 08 May 1909 | | Wissahickon v Tennyson B | St Martin's, Philadelphia | Results |
| 15 May 1909 | | Falls of Schuylkill B v Lighthouse B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 15 May 1909 | | Keystone v Centennial B | Keystone Cricket Club Ground, Philadelphia | Results |
| 15 May 1909 | | Tennyson B v West Philadelphia B | A Street and Wyoming Avenue, Philadelphia | Results |
| 15 May 1909 | | Wissahickon v Germantown British Americans B | St Martin's, Philadelphia | Results |
| 03 Jul 1909 | | Centennial B v Falls of Schuylkill B | 5th Street and Tabor Road, Philadelphia | Results |
| 03 Jul 1909 | | Germantown British Americans B v Keystone | Pitville Road, Philadelphia | Results |
| 03 Jul 1909 | | Lighthouse B v Tennyson B | Front Street and Erie Avenue, Philadelphia | Results |
| 03 Jul 1909 | | West Philadelphia B v Wissahickon | Belmont Cricket Club Ground, Philadelphia | Results |
| 29 May 1909 | | Falls of Schuylkill B v Germantown British Americans B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 29 May 1909 | | Tennyson B v Centennial B | A Street and Wyoming Avenue, Philadelphia | Results |
| 29 May 1909 | | Wissahickon v Keystone | St Martin's, Philadelphia | Results |
| 05 Jun 1909 | | Centennial B v West Philadelphia B | 5th Street and Tabor Road, Philadelphia | Results |
| 05 Jun 1909 | | Germantown British Americans B v Tennyson B | Pitville Road, Philadelphia | Results |
| 05 Jun 1909 | | Keystone v Falls of Schuylkill B | Keystone Cricket Club Ground, Philadelphia | Results |
| 05 Jun 1909 | | Lighthouse B v Wissahickon | Front Street and Erie Avenue, Philadelphia | Results |
| 12 Jun 1909 | | Lighthouse B v Centennial B | Front Street and Erie Avenue, Philadelphia | Results |
| 12 Jun 1909 | | Tennyson B v Keystone | A Street and Wyoming Avenue, Philadelphia | Results |
| 12 Jun 1909 | | West Philadelphia B v Germantown British Americans B | Belmont Cricket Club Ground, Philadelphia | Results |
| 12 Jun 1909 | | Wissahickon v Falls of Schuylkill B | St Martin's, Philadelphia | Results |
| 19 Jun 1909 | | Centennial B v Wissahickon | 5th Street and Tabor Road, Philadelphia | Results |
| 19 Jun 1909 | | Falls of Schuylkill B v Tennyson B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 19 Jun 1909 | | Germantown British Americans B v Lighthouse B | Pitville Road, Philadelphia | Results |
| 19 Jun 1909 | | Keystone v West Philadelphia B | Keystone Cricket Club Ground, Philadelphia | Results |
| 26 Jun 1909 | | Falls of Schuylkill B v West Philadelphia B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 26 Jun 1909 | | Germantown British Americans B v Centennial B | Pitville Road, Philadelphia | Results |
| 26 Jun 1909 | | Keystone v Lighthouse B | Keystone Cricket Club Ground, Philadelphia | Results |
| 26 Jun 1909 | | Tennyson B v Wissahickon | A Street and Wyoming Avenue, Philadelphia | Results |
| 10 Jul 1909 | | Centennial B v Keystone | 5th Street and Tabor Road, Philadelphia | Results |
| 10 Jul 1909 | | Germantown British Americans B v Wissahickon | Pitville Road, Philadelphia | Results |
| 10 Jul 1909 | | Lighthouse B v Falls of Schuylkill B | Front Street and Erie Avenue, Philadelphia | Results |
| 10 Jul 1909 | | West Philadelphia B v Tennyson B | Belmont Cricket Club Ground, Philadelphia | Results |
| 17 Jul 1909 | | Falls of Schuylkill B v Centennial B | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 17 Jul 1909 | | Keystone v Germantown British Americans B | Keystone Cricket Club Ground, Philadelphia | Results |
| 17 Jul 1909 | | Tennyson B v Lighthouse B | A Street and Wyoming Avenue, Philadelphia | Results |
| 17 Jul 1909 | | Wissahickon v West Philadelphia B | St Martin's, Philadelphia | Results |
| 24 Jul 1909 | | Centennial B v Tennyson B | 5th Street and Tabor Road, Philadelphia | Results |
| 24 Jul 1909 | | Germantown British Americans B v Falls of Schuylkill B | Pitville Road, Philadelphia | Results |
| 24 Jul 1909 | | Keystone v Wissahickon | Keystone Cricket Club Ground, Philadelphia | Results |
| 24 Jul 1909 | | Lighthouse B v West Philadelphia B | Front Street and Erie Avenue, Philadelphia | Results |
| 31 Jul 1909 | | Falls of Schuylkill B v Keystone | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 31 Jul 1909 | | Tennyson B v Germantown British Americans B | A Street and Wyoming Avenue, Philadelphia | Results |
| 31 Jul 1909 | | West Philadelphia B v Centennial B | Belmont Cricket Club Ground, Philadelphia | Results |
| 31 Jul 1909 | | Wissahickon v Lighthouse B | St Martin's, Philadelphia | Results |
| 07 Aug 1909 | | Centennial B v Lighthouse B | 5th Street and Tabor Road, Philadelphia | Results |
| 07 Aug 1909 | | Falls of Schuylkill B v Wissahickon | 33rd Street and Midvale Avenue, Philadelphia | Results |
| 07 Aug 1909 | | Germantown British Americans B v West Philadelphia B | Pitville Road, Philadelphia | Results |
| 07 Aug 1909 | | Keystone v Tennyson B | Keystone Cricket Club Ground, Philadelphia | Results |
| 14 Aug 1909 | | Lighthouse B v Germantown British Americans B | Front Street and Erie Avenue, Philadelphia | Results |
| 14 Aug 1909 | | Tennyson B v Falls of Schuylkill B | A Street and Wyoming Avenue, Philadelphia | Results |
| 14 Aug 1909 | | West Philadelphia B v Keystone | Belmont Cricket Club Ground, Philadelphia | Results |
| 14 Aug 1909 | | Wissahickon v Centennial B | St Martin's, Philadelphia | Results |
| 21 Aug 1909 | | West Philadelphia B v Lighthouse B | Belmont Cricket Club Ground, Philadelphia | Results |
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