| 02 Sep 2000 | Group C | Bloomfield Cricket and Athletic Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 02 Sep 2000 | Group D | Colts Cricket Club Under-23s v Colombo Cricket Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 02 Sep 2000 | Group C | Matara Sports Club Under-23s v Panadura Sports Club Under-23s | Uyanwatte Stadium, Matara | Results |
| 02 Sep 2000 | Group D | Moors Sports Club Under-23s v Singha Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 02 Sep 2000 | Group B | Nondescripts Cricket Club Under-23s v Burgher Recreation Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 02 Sep 2000 | Group A | Sebastianites Cricket and Athletic Club Under-23s v Police Sports Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 02 Sep 2000 | Group A | Sinhalese Sports Club Under-23s v Galle Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 02 Sep 2000 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Antonians Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 09 Sep 2000 | Group C | Bloomfield Cricket and Athletic Club Under-23s v Matara Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 09 Sep 2000 | Group D | Colombo Cricket Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 09 Sep 2000 | Group D | Moors Sports Club Under-23s v Colts Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 09 Sep 2000 | Group B | Nondescripts Cricket Club Under-23s v Antonians Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 09 Sep 2000 | Group C | Panadura Sports Club Under-23s v Sri Lanka Navy Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 09 Sep 2000 | Group A | Sebastianites Cricket and Athletic Club Under-23s v Galle Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 09 Sep 2000 | Group A | Sinhalese Sports Club Under-23s v Negombo Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 09 Sep 2000 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Chilaw Marians Cricket Club Under-23s | P Sara Oval, Colombo | Results |
| 16 Sep 2000 | Group C | Bloomfield Cricket and Athletic Club Under-23s v Panadura Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 16 Sep 2000 | Group B | Burgher Recreation Club Under-23s v Chilaw Marians Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 16 Sep 2000 | Group C | Kurunegala Youth Cricket Club Under-23s v Sri Lanka Navy Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 16 Sep 2000 | Group D | Moors Sports Club Under-23s v Colombo Cricket Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 16 Sep 2000 | Group A | Negombo Cricket Club Under-23s v Police Sports Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 16 Sep 2000 | Group D | Singha Sports Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | The Esplanade, Galle | Results |
| 16 Sep 2000 | Group A | Sinhalese Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 16 Sep 2000 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Nondescripts Cricket Club Under-23s | P Sara Oval, Colombo | Results |
| 23 Sep 2000 | Group B | Antonians Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 23 Sep 2000 | Group D | Colombo Cricket Club Under-23s v Singha Sports Club Under-23s | Colombo Cricket Club Ground, Colombo | Results |
| 23 Sep 2000 | Group D | Colts Cricket Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 23 Sep 2000 | Group A | Galle Cricket Club Under-23s v Negombo Cricket Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 23 Sep 2000 | Group C | Matara Sports Club Under-23s v Sri Lanka Navy Sports Club Under-23s | Uyanwatte Stadium, Matara | Results |
| 23 Sep 2000 | Group C | Panadura Sports Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Panadura Esplanade, Panadura | Results |
| 23 Sep 2000 | Group A | Police Sports Club Under-23s v Sinhalese Sports Club Under-23s | Police Park Ground, Colombo | Results |
| 23 Sep 2000 | Group B | Tamil Union Cricket and Athletic Club Under-23s v Burgher Recreation Club Under-23s | P Sara Oval, Colombo | Results |
| 30 Sep 2000 | Group C | Bloomfield Cricket and Athletic Club Under-23s v Sri Lanka Navy Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 30 Sep 2000 | Group B | Burgher Recreation Club Under-23s v Antonians Sports Club Under-23s | Campbell Park, Borella | Results |
| 30 Sep 2000 | Group D | Colts Cricket Club Under-23s v Singha Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 30 Sep 2000 | Group C | Kurunegala Youth Cricket Club Under-23s v Matara Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 30 Sep 2000 | Group D | Moors Sports Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 30 Sep 2000 | Group A | Negombo Cricket Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 30 Sep 2000 | Group B | Nondescripts Cricket Club Under-23s v Chilaw Marians Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 30 Sep 2000 | Group A | Police Sports Club Under-23s v Galle Cricket Club Under-23s | Police Park Ground, Colombo | Results |
| 06 Oct 2000 | Quarter-Final | Antonians Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 06 Oct 2000 | Quarter-Final | Colombo Cricket Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 06 Oct 2000 | Quarter-Final | Moors Sports Club Under-23s v Panadura Sports Club Under-23s | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 06 Oct 2000 | Quarter-Final | Nondescripts Cricket Club Under-23s v Sinhalese Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 15 Oct 2000 | Semi-Final | Colombo Cricket Club Under-23s v Panadura Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 15 Oct 2000 | Semi-Final | Nondescripts Cricket Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 20 Oct 2000 | Final | Panadura Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
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