| 21 Jul 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Nondescripts Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 21 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 21 Jul 2009 | Group A | Colts Cricket Club Under-23s v Moratuwa Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 21 Jul 2009 | Group A | Moors Sports Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 21 Jul 2009 | Group B | Panadura Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Panadura Esplanade, Panadura | Results |
| 21 Jul 2009 | Group A | Ragama Cricket Club Under-23s v Saracens Sports Club Under-23s | de Mazenod College Ground, Kandana | Results |
| 23 Jul 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Moors Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 23 Jul 2009 | Group B | Chilaw Marians Cricket Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 23 Jul 2009 | Group A | Colts Cricket Club Under-23s v Saracens Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 23 Jul 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Ragama Cricket Club Under-23s | Maliyadeva College Ground, Kurunegala | Results |
| 23 Jul 2009 | Group A | Moratuwa Sports Club Under-23s v Nondescripts Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 23 Jul 2009 | Group B | Panadura Sports Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 23 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Sinhalese Sports Club Under-23s | Thurstan College Ground, Colombo | Results |
| 28 Jul 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Moratuwa Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 28 Jul 2009 | Group B | Chilaw Marians Cricket Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 28 Jul 2009 | Group A | Nondescripts Cricket Club Under-23s v Saracens Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 28 Jul 2009 | Group B | Panadura Sports Club Under-23s v Sinhalese Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 28 Jul 2009 | Group A | Moors Sports Club Under-23s v Ragama Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 28 Jul 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Air Force Ground, Colombo | Results |
| 30 Jul 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Saracens Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 30 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Chilaw Marians Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 30 Jul 2009 | Group A | Moors Sports Club Under-23s v Colts Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 30 Jul 2009 | Group A | Moratuwa Sports Club Under-23s v Ragama Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 30 Jul 2009 | Group A | Nondescripts Cricket Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 30 Jul 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Air Force Ground, Colombo | Results |
| 30 Jul 2009 | Group B | Sinhalese Sports Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 05 Aug 2009 | Group B | Burgher Recreation Club Under-23s v Panadura Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 05 Aug 2009 | Group A | Moors Sports Club Under-23s v Nondescripts Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 05 Aug 2009 | Group A | Colts Cricket Club Under-23s v Ragama Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 05 Aug 2009 | Group A | Moratuwa Sports Club Under-23s v Saracens Sports Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 06 Aug 2009 | Group B | Seeduwa Raddoluwa Cricket Club Under-23s v Sinhalese Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 17 Aug 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Air Force Ground, Colombo | Results |
| 06 Aug 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 12 Aug 2009 | Group B | Burgher Recreation Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 12 Aug 2009 | Group A | Colts Cricket Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 12 Aug 2009 | Group A | Moors Sports Club Under-23s v Moratuwa Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 12 Aug 2009 | Group A | Nondescripts Cricket Club Under-23s v Ragama Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 12 Aug 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Saracens Sports Club Under-23s | Royal College Ground, Colombo | Results |
| 12 Aug 2009 | Group B | Sinhalese Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 12 Aug 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Panadura Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 19 Aug 2009 | Group A | Colts Cricket Club Under-23s v Nondescripts Cricket Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 19 Aug 2009 | Group A | Moratuwa Sports Club Under-23s v Kurunegala Youth Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 19 Aug 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Ragama Cricket Club Under-23s | de Mazenod College Ground, Kandana | Results |
| 19 Aug 2009 | Group A | Moors Sports Club Under-23s v Saracens Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 19 Aug 2009 | Group B | Panadura Sports Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Thurstan College Ground, Colombo | Results |
| 19 Aug 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Sinhalese Sports Club Under-23s | Air Force Ground, Colombo | Results |
| 19 Aug 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Burgher Recreation Club Under-23s | P Sara Oval, Colombo | Results |
| 26 Aug 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Colts Cricket Club Under-23s | Maliyadeva College Ground, Kurunegala | Results |
| 20 Aug 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | P Sara Oval, Colombo | Results |
| 22 Sep 2009 | Semi-Final | Burgher Recreation Club Under-23s v Ragama Cricket Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 24 Sep 2009 | Semi-Final | Bloomfield Cricket and Athletic Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | R Premadasa Stadium, Colombo | Results |
| 29 Sep 2009 | Final | Bloomfield Cricket and Athletic Club Under-23s v Ragama Cricket Club Under-23s | R Premadasa Stadium, Colombo | Results |
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