| 02 Jan 1999 | | Galle Cricket Club v Singha Sports Club | The Esplanade, Galle | Results |
| 02 Jan 1999 | | Kurunegala Youth Cricket Club v Police Sports Club | Welagedara Stadium, Kurunegala | Results |
| 02 Jan 1999 | | Matara Sports Club v Antonians Sports Club | Uyanwatte Stadium, Matara | Results |
| 02 Jan 1999 | | Moors Sports Club v Colts Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 02 Jan 1999 | | Nondescripts Cricket Club v Bloomfield Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 02 Jan 1999 | | Sebastianites Cricket and Athletic Club v Panadura Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 02 Jan 1999 | | Sinhalese Sports Club v Burgher Recreation Club | Sinhalese Sports Club Ground, Colombo | Results |
| 02 Jan 1999 | | Tamil Union Cricket and Athletic Club v Colombo Cricket Club | P Sara Oval, Colombo | Results |
| 08 Jan 1999 | | Burgher Recreation Club v Bloomfield Cricket and Athletic Club | Burgher Recreation Club Ground, Colombo | Results |
| 08 Jan 1999 | | Colombo Cricket Club v Colts Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 08 Jan 1999 | | Kurunegala Youth Cricket Club v Antonians Sports Club | Welagedara Stadium, Kurunegala | Results |
| 08 Jan 1999 | | Nondescripts Cricket Club v Moors Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 08 Jan 1999 | | Panadura Sports Club v Matara Sports Club | Panadura Esplanade, Panadura | Results |
| 08 Jan 1999 | | Police Sports Club v Galle Cricket Club | Police Park Ground, Colombo | Results |
| 08 Jan 1999 | | Sebastianites Cricket and Athletic Club v Singha Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 08 Jan 1999 | | Sinhalese Sports Club v Tamil Union Cricket and Athletic Club | Sinhalese Sports Club Ground, Colombo | Results |
| 15 Jan 1999 | | Bloomfield Cricket and Athletic Club v Sinhalese Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 15 Jan 1999 | | Burgher Recreation Club v Moors Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 15 Jan 1999 | | Colombo Cricket Club v Nondescripts Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 15 Jan 1999 | | Galle Cricket Club v Antonians Sports Club | The Esplanade, Galle | Results |
| 15 Jan 1999 | | Matara Sports Club v Sebastianites Cricket and Athletic Club | Uyanwatte Stadium, Matara | Results |
| 15 Jan 1999 | | Panadura Sports Club v Kurunegala Youth Cricket Club | Panadura Esplanade, Panadura | Results |
| 15 Jan 1999 | | Police Sports Club v Singha Sports Club | Police Park Ground, Colombo | Results |
| 15 Jan 1999 | | Tamil Union Cricket and Athletic Club v Colts Cricket Club | P Sara Oval, Colombo | Results |
| 22 Jan 1999 | | Antonians Sports Club v Singha Sports Club | Air Force Ground, Katunayake | Results |
| 22 Jan 1999 | | Bloomfield Cricket and Athletic Club v Colts Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 22 Jan 1999 | | Colombo Cricket Club v Burgher Recreation Club | Colombo Cricket Club Ground, Colombo | Results |
| 22 Jan 1999 | | Matara Sports Club v Police Sports Club | Uyanwatte Stadium, Matara | Results |
| 22 Jan 1999 | | Moors Sports Club v Sinhalese Sports Club | Moors Sports Club Ground, Colombo | Results |
| 22 Jan 1999 | | Panadura Sports Club v Galle Cricket Club | Panadura Esplanade, Panadura | Results |
| 22 Jan 1999 | | Sebastianites Cricket and Athletic Club v Kurunegala Youth Cricket Club | De Zoysa Stadium, Moratuwa | Results |
| 22 Jan 1999 | | Tamil Union Cricket and Athletic Club v Nondescripts Cricket Club | P Sara Oval, Colombo | Results |
| 29 Jan 1999 | | Bloomfield Cricket and Athletic Club v Moors Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 29 Jan 1999 | | Matara Sports Club v Kurunegala Youth Cricket Club | Uyanwatte Stadium, Matara | Results |
| 29 Jan 1999 | | Nondescripts Cricket Club v Colts Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 29 Jan 1999 | | Panadura Sports Club v Singha Sports Club | Panadura Esplanade, Panadura | Results |
| 29 Jan 1999 | | Police Sports Club v Antonians Sports Club | Police Park Ground, Colombo | Results |
| 29 Jan 1999 | | Sebastianites Cricket and Athletic Club v Galle Cricket Club | De Zoysa Stadium, Moratuwa | Results |
| 29 Jan 1999 | | Sinhalese Sports Club v Colombo Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
| 29 Jan 1999 | | Tamil Union Cricket and Athletic Club v Burgher Recreation Club | P Sara Oval, Colombo | Results |
| 05 Feb 1999 | | Burgher Recreation Club v Colts Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 05 Feb 1999 | | Colombo Cricket Club v Bloomfield Cricket and Athletic Club | Colombo Cricket Club Ground, Colombo | Results |
| 05 Feb 1999 | | Kurunegala Youth Cricket Club v Singha Sports Club | Welagedara Stadium, Kurunegala | Results |
| 05 Feb 1999 | | Matara Sports Club v Galle Cricket Club | Uyanwatte Stadium, Matara | Results |
| 05 Feb 1999 | | Moors Sports Club v Tamil Union Cricket and Athletic Club | Moors Sports Club Ground, Colombo | Results |
| 05 Feb 1999 | | Nondescripts Cricket Club v Sinhalese Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 05 Feb 1999 | | Police Sports Club v Panadura Sports Club | Police Park Ground, Colombo | Results |
| 05 Feb 1999 | | Sebastianites Cricket and Athletic Club v Antonians Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 12 Feb 1999 | | Burgher Recreation Club v Nondescripts Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 12 Feb 1999 | | Galle Cricket Club v Kurunegala Youth Cricket Club | The Esplanade, Galle | Results |
| 12 Feb 1999 | | Matara Sports Club v Singha Sports Club | Uyanwatte Stadium, Matara | Results |
| 12 Feb 1999 | | Moors Sports Club v Colombo Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 12 Feb 1999 | | Panadura Sports Club v Antonians Sports Club | Panadura Esplanade, Panadura | Results |
| 12 Feb 1999 | | Police Sports Club v Sebastianites Cricket and Athletic Club | Police Park Ground, Colombo | Results |
| 12 Feb 1999 | | Sinhalese Sports Club v Colts Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
| 12 Feb 1999 | | Tamil Union Cricket and Athletic Club v Bloomfield Cricket and Athletic Club | P Sara Oval, Colombo | Results |
| 19 Feb 1999 | | Bloomfield Cricket and Athletic Club v Kurunegala Youth Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 19 Feb 1999 | | Burgher Recreation Club v Singha Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 19 Feb 1999 | | Colombo Cricket Club v Sebastianites Cricket and Athletic Club | Colombo Cricket Club Ground, Colombo | Results |
| 19 Feb 1999 | | Colts Cricket Club v Antonians Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 19 Feb 1999 | | Galle Cricket Club v Sinhalese Sports Club | R Premadasa Stadium, Colombo | Results |
| 19 Feb 1999 | | Moors Sports Club v Matara Sports Club | Moors Sports Club Ground, Colombo | Results |
| 19 Feb 1999 | | Nondescripts Cricket Club v Police Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 19 Feb 1999 | | Tamil Union Cricket and Athletic Club v Panadura Sports Club | P Sara Oval, Colombo | Results |
| 26 Feb 1999 | | Bloomfield Cricket and Athletic Club v Galle Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 26 Feb 1999 | | Colombo Cricket Club v Matara Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 26 Feb 1999 | | Moors Sports Club v Kurunegala Youth Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 26 Feb 1999 | | Panadura Sports Club v Colts Cricket Club | Panadura Esplanade, Panadura | Results |
| 26 Feb 1999 | | Police Sports Club v Burgher Recreation Club | Police Park Ground, Colombo | Results |
| 26 Feb 1999 | | Sebastianites Cricket and Athletic Club v Sinhalese Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 26 Feb 1999 | | Tamil Union Cricket and Athletic Club v Singha Sports Club | P Sara Oval, Colombo | Results |
| 27 Feb 1999 | | Nondescripts Cricket Club v Antonians Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 05 Mar 1999 | | Bloomfield Cricket and Athletic Club v Singha Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 05 Mar 1999 | | Burgher Recreation Club v Antonians Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 05 Mar 1999 | | Colombo Cricket Club v Kurunegala Youth Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 05 Mar 1999 | | Matara Sports Club v Tamil Union Cricket and Athletic Club | Colts Cricket Club Ground, Colombo | Results |
| 05 Mar 1999 | | Moors Sports Club v Galle Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 05 Mar 1999 | | Panadura Sports Club v Nondescripts Cricket Club | Panadura Esplanade, Panadura | Results |
| 05 Mar 1999 | | Sebastianites Cricket and Athletic Club v Colts Cricket Club | De Zoysa Stadium, Moratuwa | Results |
| 05 Mar 1999 | | Sinhalese Sports Club v Police Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 12 Mar 1999 | | Bloomfield Cricket and Athletic Club v Matara Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 12 Mar 1999 | | Burgher Recreation Club v Panadura Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 12 Mar 1999 | | Colombo Cricket Club v Galle Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 12 Mar 1999 | | Kurunegala Youth Cricket Club v Tamil Union Cricket and Athletic Club | St Joseph's College Ground, Colombo | Results |
| 12 Mar 1999 | | Moors Sports Club v Singha Sports Club | Moors Sports Club Ground, Colombo | Results |
| 12 Mar 1999 | | Nondescripts Cricket Club v Sebastianites Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 12 Mar 1999 | | Police Sports Club v Colts Cricket Club | Police Park Ground, Colombo | Results |
| 02 Apr 1999 | | Colts Cricket Club v Singha Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 02 Apr 1999 | | Matara Sports Club v Sinhalese Sports Club | Uyanwatte Stadium, Matara | Results |
| 03 Apr 1999 | | Bloomfield Cricket and Athletic Club v Sebastianites Cricket and Athletic Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 03 Apr 1999 | | Colombo Cricket Club v Antonians Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 03 Apr 1999 | | Kurunegala Youth Cricket Club v Burgher Recreation Club | Welagedara Stadium, Kurunegala | Results |
| 03 Apr 1999 | | Nondescripts Cricket Club v Galle Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 03 Apr 1999 | | Panadura Sports Club v Moors Sports Club | Panadura Esplanade, Panadura | Results |
| 09 Apr 1999 | | Kurunegala Youth Cricket Club v Nondescripts Cricket Club | Welagedara Stadium, Kurunegala | Results |
| 14 May 1999 | | Sinhalese Sports Club v Antonians Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 14 May 1999 | | Tamil Union Cricket and Athletic Club v Police Sports Club | P Sara Oval, Colombo | Results |
| 04 Jun 1999 | | Bloomfield Cricket and Athletic Club v Antonians Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 04 Jun 1999 | | Burgher Recreation Club v Sebastianites Cricket and Athletic Club | Burgher Recreation Club Ground, Colombo | Results |
| 04 Jun 1999 | | Colts Cricket Club v Kurunegala Youth Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 04 Jun 1999 | | Moors Sports Club v Police Sports Club | Moors Sports Club Ground, Colombo | Results |
| 04 Jun 1999 | | Nondescripts Cricket Club v Matara Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 04 Jun 1999 | | Sinhalese Sports Club v Panadura Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 04 Jun 1999 | | Tamil Union Cricket and Athletic Club v Galle Cricket Club | P Sara Oval, Colombo | Results |
| 11 Jun 1999 | | Burgher Recreation Club v Matara Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 11 Jun 1999 | | Colts Cricket Club v Galle Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 11 Jun 1999 | | Kurunegala Youth Cricket Club v Sinhalese Sports Club | Welagedara Stadium, Kurunegala | Results |
| 11 Jun 1999 | | Nondescripts Cricket Club v Singha Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 11 Jun 1999 | | Panadura Sports Club v Bloomfield Cricket and Athletic Club | Panadura Esplanade, Panadura | Results |
| 11 Jun 1999 | | Sebastianites Cricket and Athletic Club v Moors Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 11 Jun 1999 | | Tamil Union Cricket and Athletic Club v Antonians Sports Club | P Sara Oval, Colombo | Results |
| 13 Jun 1999 | | Colombo Cricket Club v Police Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 15 Jun 1999 | | Sinhalese Sports Club v Matara Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 18 Jun 1999 | | Burgher Recreation Club v Galle Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 18 Jun 1999 | | Colts Cricket Club v Matara Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 18 Jun 1999 | | Kurunegala Youth Cricket Club v Nondescripts Cricket Club | Welagedara Stadium, Kurunegala | Results |
| 18 Jun 1999 | | Moors Sports Club v Antonians Sports Club | Moors Sports Club Ground, Colombo | Results |
| 18 Jun 1999 | | Panadura Sports Club v Colombo Cricket Club | Panadura Esplanade, Panadura | Results |
| 18 Jun 1999 | | Police Sports Club v Bloomfield Cricket and Athletic Club | Police Park Ground, Colombo | Results |
| 18 Jun 1999 | | Sebastianites Cricket and Athletic Club v Tamil Union Cricket and Athletic Club | De Zoysa Stadium, Moratuwa | Results |
| 18 Jun 1999 | | Sinhalese Sports Club v Singha Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 07 Aug 1999 | | Colombo Cricket Club v Singha Sports Club | Colombo Cricket Club Ground, Colombo | Results |
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