| 26 Feb 2000 | Group A | Bloomfield Cricket and Athletic Club v Galle Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 26 Feb 2000 | Group A | Burgher Recreation Club v Moors Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 26 Feb 2000 | Group A | Colombo Cricket Club v Singha Sports Club | Moors Sports Club Ground, Colombo | Results |
| 26 Feb 2000 | Group A | Colts Cricket Club v Police Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 26 Feb 2000 | Group B | Nondescripts Cricket Club v Kurunegala Youth Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 26 Feb 2000 | Group B | Panadura Sports Club v Antonians Sports Club | Panadura Esplanade, Panadura | Results |
| 26 Feb 2000 | Group B | Sinhalese Sports Club v Matara Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 26 Feb 2000 | Group B | Tamil Union Cricket and Athletic Club v Sebastianites Cricket and Athletic Club | P Sara Oval, Colombo | Results |
| 27 Feb 2000 | Group A | Bloomfield Cricket and Athletic Club v Burgher Recreation Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 27 Feb 2000 | Group A | Colombo Cricket Club v Galle Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 27 Feb 2000 | Group A | Colts Cricket Club v Singha Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 27 Feb 2000 | Group A | Moors Sports Club v Police Sports Club | Moors Sports Club Ground, Colombo | Results |
| 27 Feb 2000 | Group B | Nondescripts Cricket Club v Antonians Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 27 Feb 2000 | Group B | Panadura Sports Club v Matara Sports Club | Panadura Esplanade, Panadura | Results |
| 27 Feb 2000 | Group B | Sinhalese Sports Club v Sebastianites Cricket and Athletic Club | Sinhalese Sports Club Ground, Colombo | Results |
| 27 Feb 2000 | Group B | Tamil Union Cricket and Athletic Club v Kurunegala Youth Cricket Club | P Sara Oval, Colombo | Results |
| 04 Mar 2000 | Group B | Antonians Sports Club v Tamil Union Cricket and Athletic Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 04 Mar 2000 | Group A | Burgher Recreation Club v Colombo Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 04 Mar 2000 | Group A | Colts Cricket Club v Moors Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 04 Mar 2000 | Group A | Galle Cricket Club v Singha Sports Club | The Esplanade, Galle | Results |
| 04 Mar 2000 | Group B | Kurunegala Youth Cricket Club v Sebastianites Cricket and Athletic Club | Air Force Ground, Katunayake | Results |
| 04 Mar 2000 | Group B | Nondescripts Cricket Club v Matara Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 04 Mar 2000 | Group A | Police Sports Club v Bloomfield Cricket and Athletic Club | Police Park Ground, Colombo | Results |
| 04 Mar 2000 | Group B | Sinhalese Sports Club v Panadura Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 05 Mar 2000 | Group B | Antonians Sports Club v Sebastianites Cricket and Athletic Club | Air Force Ground, Katunayake | Results |
| 05 Mar 2000 | Group A | Bloomfield Cricket and Athletic Club v Colts Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 05 Mar 2000 | Group A | Burgher Recreation Club v Singha Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 05 Mar 2000 | Group A | Galle Cricket Club v Moors Sports Club | The Esplanade, Galle | Results |
| 05 Mar 2000 | Group B | Kurunegala Youth Cricket Club v Panadura Sports Club | Welagedara Stadium, Kurunegala | Results |
| 05 Mar 2000 | Group B | Matara Sports Club v Tamil Union Cricket and Athletic Club | St Sebastian's College Ground, Moratuwa | Results |
| 05 Mar 2000 | Group B | Nondescripts Cricket Club v Sinhalese Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 05 Mar 2000 | Group A | Police Sports Club v Colombo Cricket Club | Police Park Ground, Colombo | Results |
| 11 Mar 2000 | Group A | Bloomfield Cricket and Athletic Club v Moors Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 11 Mar 2000 | Group A | Burgher Recreation Club v Galle Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 11 Mar 2000 | Group A | Colts Cricket Club v Colombo Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 11 Mar 2000 | Group B | Kurunegala Youth Cricket Club v Antonians Sports Club | Welagedara Stadium, Kurunegala | Results |
| 11 Mar 2000 | Group B | Nondescripts Cricket Club v Panadura Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 11 Mar 2000 | Group A | Police Sports Club v Singha Sports Club | Police Park Ground, Colombo | Results |
| 11 Mar 2000 | Group B | Sebastianites Cricket and Athletic Club v Matara Sports Club | St Sebastian's College Ground, Moratuwa | Results |
| 12 Mar 2000 | Group A | Bloomfield Cricket and Athletic Club v Singha Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 12 Mar 2000 | Group A | Burgher Recreation Club v Colts Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 12 Mar 2000 | Group B | Kurunegala Youth Cricket Club v Matara Sports Club | Welagedara Stadium, Kurunegala | Results |
| 12 Mar 2000 | Group A | Moors Sports Club v Colombo Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 12 Mar 2000 | Group B | Nondescripts Cricket Club v Sebastianites Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 12 Mar 2000 | Group B | Panadura Sports Club v Tamil Union Cricket and Athletic Club | Panadura Esplanade, Panadura | Results |
| 12 Mar 2000 | Group A | Police Sports Club v Galle Cricket Club | Police Park Ground, Colombo | Results |
| 12 Mar 2000 | Group B | Sinhalese Sports Club v Antonians Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 18 Mar 2000 | Group B | Antonians Sports Club v Matara Sports Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 18 Mar 2000 | Group A | Bloomfield Cricket and Athletic Club v Colombo Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 18 Mar 2000 | Group A | Burgher Recreation Club v Police Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 18 Mar 2000 | Group A | Colts Cricket Club v Galle Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 18 Mar 2000 | Group B | Kurunegala Youth Cricket Club v Sinhalese Sports Club | St Thomas College Ground, Moratuwa | Results |
| 18 Mar 2000 | Group A | Moors Sports Club v Singha Sports Club | Moors Sports Club Ground, Colombo | Results |
| 18 Mar 2000 | Group B | Nondescripts Cricket Club v Tamil Union Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 18 Mar 2000 | Group B | Panadura Sports Club v Sebastianites Cricket and Athletic Club | Panadura Esplanade, Panadura | Results |
| 19 Mar 2000 | Group B | Tamil Union Cricket and Athletic Club v Sinhalese Sports Club | P Sara Oval, Colombo | Results |
| 25 Mar 2000 | Semi-Final | Colombo Cricket Club v Tamil Union Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 26 Mar 2000 | Semi-Final | Colts Cricket Club v Sinhalese Sports Club | P Sara Oval, Colombo | Results |
| 01 Apr 2000 | Final | Sinhalese Sports Club v Tamil Union Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
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