| 17 Jun 1989 | Group B | Colts Cricket Club Under-23s v Kalutara Physical Culture Centre Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 17 Jun 1989 | Group F | Tamil Union Cricket and Athletic Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | P Sara Oval, Colombo | Results |
| 17 Jun 1989 | Group C | Galle Cricket Club Under-23s v Kalutara Town Club Under-23s | The Esplanade, Galle | Results |
| 17 Jun 1989 | Group G | Nondescripts Cricket Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 17 Jun 1989 | Group B | Bloomfield Cricket and Athletic Club Under-23s v Singha Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 17 Jun 1989 | Group C | Moratuwa Sports Club Under-23s v United Southern Sports Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 17 Jun 1989 | Group H | Negombo Cricket Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | de Mazenod College Ground, Kandana | Results |
| 18 Jun 1989 | Group B | Kalutara Physical Culture Centre Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Kalutara Esplanade, Kalutara | Results |
| 18 Jun 1989 | Group E | Sinhalese Sports Club Under-23s v Burgher Recreation Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 18 Jun 1989 | Group G | Wattala Cricket Club Under-23s v Nondescripts Cricket Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 18 Jun 1989 | Group A | Kandy Cricket Club Under-23s v Sri Lanka Navy Sports Club Under-23s | Asgiriya Stadium, Kandy | Results |
| 18 Jun 1989 | Group B | Colts Cricket Club Under-23s v Singha Sports Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 18 Jun 1989 | Group D | Kurunegala Sports Club Under-23s v Nomads Sports Club Under-23s | P Sara Oval, Colombo | Results |
| 18 Jun 1989 | Group C | Moratuwa Sports Club Under-23s v Kalutara Town Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 18 Jun 1989 | Group C | Galle Cricket Club Under-23s v United Southern Sports Club Under-23s | The Esplanade, Galle | Results |
| 18 Jun 1989 | Group F | Panadura Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Panadura Esplanade, Panadura | Results |
| 18 Jun 1989 | Group H | Old Cambrians Sports Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Prince of Wales College Ground, Moratuwa | Results |
| 24 Jun 1989 | Group E | Burgher Recreation Club Under-23s v Police Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 24 Jun 1989 | Group D | Moors Sports Club Under-23s v Kurunegala Sports Club Under-23s | Moors Sports Club Ground, Colombo | Results |
| 24 Jun 1989 | Group F | Panadura Sports Club Under-23s v Tamil Union Cricket and Athletic Club Under-23s | Panadura Esplanade, Panadura | Results |
| 02 Jul 1989 | Group E | Sinhalese Sports Club Under-23s v Police Sports Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 22 Jul 1989 | Group B | Singha Sports Club Under-23s v Kalutara Physical Culture Centre Under-23s | Ambalangoda Esplanade, Ambalangoda | Results |
| 22 Jul 1989 | Group C | Kalutara Town Club Under-23s v United Southern Sports Club Under-23s | Kalutara Town Club Ground, Kalutara | Results |
| 22 Jul 1989 | Group H | Old Cambrians Sports Club Under-23s v Negombo Cricket Club Under-23s | Prince of Wales College Ground, Moratuwa | Results |
| 22 Jul 1989 | Group A | Sri Lanka Navy Sports Club Under-23s v Colombo Cricket Club Under-23s | Navy Ground, Welisara | Results |
| 22 Jul 1989 | Group D | Nomads Sports Club Under-23s v Moors Sports Club Under-23s | Victoria Park, Colombo | Results |
| 23 Jul 1989 | Group A | Colombo Cricket Club Under-23s v Kandy Cricket Club Under-23s | Colombo Cricket Club Ground, Colombo | Results |
| 23 Jul 1989 | Group G | Kurunegala Youth Cricket Club Under-23s v Wattala Cricket Club Under-23s | Navy Ground, Welisara | Results |
| 23 Jul 1989 | Group B | Colts Cricket Club Under-23s v Bloomfield Cricket and Athletic Club Under-23s | Colts Cricket Club Ground, Colombo | Results |
| 23 Jul 1989 | Group C | Moratuwa Sports Club Under-23s v Galle Cricket Club Under-23s | Prince of Wales College Ground, Moratuwa | Results |
| 14 Sep 1989 | Quarter-Final | Colombo Cricket Club Under-23s v Colts Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 14 Sep 1989 | Quarter-Final | Nomads Sports Club Under-23s v Moratuwa Sports Club Under-23s | Victoria Park, Colombo | Results |
| 14 Sep 1989 | Quarter-Final | Sinhalese Sports Club Under-23s v Panadura Sports Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 14 Sep 1989 | Quarter-Final | Nondescripts Cricket Club Under-23s v Sri Lanka Air Force Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 16 Sep 1989 | Semi-Final | Colombo Cricket Club Under-23s v Moratuwa Sports Club Under-23s | Nondescripts Cricket Club Ground, Colombo | Results |
| 16 Sep 1989 | Semi-Final | Sinhalese Sports Club Under-23s v Nondescripts Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
| 17 Sep 1989 | Final | Sinhalese Sports Club Under-23s v Colombo Cricket Club Under-23s | Sinhalese Sports Club Ground, Colombo | Results |
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