| 04 Jul 2009 | Group A | Moors Sports Club Under-23s v Saracens Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 04 Jul 2009 | Group A | Nondescripts Cricket Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 04 Jul 2009 | Group A | Moratuwa Sports Club Under-23s v Ragama Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 04 Jul 2009 | Group B | Sinhalese Sports Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 04 Jul 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Panadura Sports Club Under-23s | Air Force Ground, Colombo | Results |
| 04 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Kandy Youth Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 11 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Sinhalese Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 11 Jul 2009 | Group A | Moors Sports Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 11 Jul 2009 | Group A | Moratuwa Sports Club Under-23s v Colts Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 11 Jul 2009 | Group B | Panadura Sports Club Under-23s v Kandy Youth Cricket Club Under-23s | Panadura Esplanade, Panadura | Results |
| 11 Jul 2009 | Group A | Ragama Cricket Club Under-23s v Saracens Sports Club Under-23s | Royal College Ground, Colombo | Results |
| 18 Jul 2009 | Group B | Burgher Recreation Club Under-23s v Chilaw Marians Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 18 Jul 2009 | Group A | Colts Cricket Club Under-23s v Saracens Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 18 Jul 2009 | Group A | Moors Sports Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 18 Jul 2009 | Group A | Nondescripts Cricket Club Under-23s v Moratuwa Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 18 Jul 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Ragama Cricket Club Under-23s | de Mazenod College Ground, Kandana | Results |
| 18 Jul 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Air Force Ground, Colombo | Results |
| 18 Jul 2009 | Group B | Kandy Youth Cricket Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Peradeniya Campus Ground, Peradeniya | Results |
| 25 Jul 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Air Force Ground, Colombo | Results |
| 25 Jul 2009 | Group A | Moors Sports Club Under-23s v Ragama Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 25 Jul 2009 | Group B | Panadura Sports Club Under-23s v Burgher Recreation Club Under-23s | Panadura Esplanade, Panadura | Results |
| 25 Jul 2009 | Group A | Nondescripts Cricket Club Under-23s v Saracens Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 25 Jul 2009 | Group B | Kandy Youth Cricket Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 25 Jul 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Sinhalese Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 01 Aug 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 01 Aug 2009 | Group A | Colts Cricket Club Under-23s v Moors Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 01 Aug 2009 | Group A | Moratuwa Sports Club Under-23s v Saracens Sports Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 01 Aug 2009 | Group B | Sinhalese Sports Club Under-23s v Panadura Sports Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 08 Aug 2009 | Group B | Panadura Sports Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Panadura Esplanade, Panadura | Results |
| 08 Aug 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Burgher Recreation Club Under-23s | Air Force Ground, Colombo | Results |
| 08 Aug 2009 | Group B | Kandy Youth Cricket Club Under-23s v Chilaw Marians Cricket Club Under-23s | Peradeniya Campus Ground, Peradeniya | Results |
| 15 Aug 2009 | Group B | Chilaw Marians Cricket Club Under-23s v Sinhalese Sports Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 15 Aug 2009 | Group A | Colts Cricket Club Under-23s v Ragama Cricket Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 15 Aug 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Saracens Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 15 Aug 2009 | Group A | Moors Sports Club Under-23s v Nondescripts Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 15 Aug 2009 | Group B | Seeduwa Raddoluwa Cricket Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 15 Aug 2009 | Group B | Sri Lanka Air Force Sports Club Under-23s v Kandy Youth Cricket Club Under-23s | Air Force Ground, Colombo | Results |
| 22 Aug 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Colts Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 22 Aug 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Moratuwa Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 22 Aug 2009 | Group B | Panadura Sports Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Panadura Esplanade, Panadura | Results |
| 22 Aug 2009 | Group A | Nondescripts Cricket Club Under-23s v Ragama Cricket Club Under-23s | Thurstan College Ground, Colombo | Results |
| 29 Aug 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Ragama Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 29 Aug 2009 | Group B | Burgher Recreation Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 29 Aug 2009 | Group B | Chilaw Marians Cricket Club Under-23s v Panadura Sports Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 29 Aug 2009 | Group A | Moratuwa Sports Club Under-23s v Moors Sports Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 29 Aug 2009 | Group A | Nondescripts Cricket Club Under-23s v Colts Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 29 Aug 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 05 Sep 2009 | Group A | Moratuwa Sports Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 05 Sep 2009 | Group A | Nondescripts Cricket Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 05 Sep 2009 | Group B | Chilaw Marians Cricket Club Under-23s v Seeduwa Raddoluwa Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 05 Sep 2009 | Group B | Kandy Youth Cricket Club Under-23s v Sinhalese Sports Club Under-23s | Thurstan College Ground, Colombo | Results |
| 05 Sep 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Burgher Recreation Club Under-23s | P Sara Oval, Colombo | Results |
| 12 Sep 2009 | Group A | Kurunegala Youth Cricket Club Under-23s v Colts Cricket Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 12 Sep 2009 | Group A | Bloomfield Cricket and Athletic Club Under-23s v Saracens Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 12 Sep 2009 | Group B | Sinhalese Sports Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 12 Sep 2009 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Chilaw Marians Cricket Club Under-23s | P Sara Oval, Colombo | Results |
| 18 Sep 2009 | Semi-Final | Burgher Recreation Club Under-23s v Nondescripts Cricket Club Under-23s | Colombo Cricket Club Ground, Colombo | Results |
| 18 Sep 2009 | Semi-Final | Ragama Cricket Club Under-23s v Sinhalese Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 25 Sep 2009 | Final | Sinhalese Sports Club Under-23s v Nondescripts Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
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