| 09 Aug 1986 | Group H | Colts Cricket Club v Crusaders Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 09 Aug 1986 | Group B | Kurunegala Youth Cricket Club v Sri Lanka Air Force Sports Club | Welagedara Stadium, Kurunegala | Results |
| 10 Aug 1986 | Group H | Colts Cricket Club v Nomads Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 10 Aug 1986 | Group B | Kurunegala Youth Cricket Club v Colombo Cricket Club | Welagedara Stadium, Kurunegala | Results |
| 10 Aug 1986 | Group F | Singha Sports Club v Panadura Sports Club | Ambalangoda Esplanade, Ambalangoda | Results |
| 16 Aug 1986 | Group F | Galle Cricket Club v Singha Sports Club | The Esplanade, Galle | Results |
| 16 Aug 1986 | Group C | Kegalle v Chilaw Marians Cricket Club | Kegalle Esplanade, Kegalle | Results |
| 17 Aug 1986 | Group E | Bloomfield Cricket and Athletic Club v Leo Stadium Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 17 Aug 1986 | Group F | Galle Cricket Club v Burgher Recreation Club | The Esplanade, Galle | Results |
| 17 Aug 1986 | Group G | Sri Lanka Navy Sports Club v Petersons Sports Club | Navy Ground, Welisara | Results |
| 19 Aug 1986 | Group C | Kegalle v Tamil Union Cricket and Athletic Club | Kegalle Esplanade, Kegalle | Results |
| 19 Aug 1986 | Group D | Moratuwa Sports Club v Moors Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 19 Aug 1986 | Group F | Panadura Sports Club v Burgher Recreation Club | Panadura Esplanade, Panadura | Results |
| 19 Aug 1986 | Group G | Sri Lanka Navy Sports Club v Kandy Cricket Club | Navy Ground, Welisara | Results |
| 23 Aug 1986 | Group E | Kurunegala Sports Club v Leo Stadium Sports Club | Welagedara Stadium, Kurunegala | Results |
| 23 Aug 1986 | Group D | Moors Sports Club v Matara Sports Club | Moors Sports Club Ground, Colombo | Results |
| 23 Aug 1986 | Group D | Moratuwa Sports Club v Kalutara Town Club | De Zoysa Stadium, Moratuwa | Results |
| 23 Aug 1986 | Group H | Negombo Cricket Club v Crusaders Sports Club | Maris Stella College Ground, Negombo | Results |
| 24 Aug 1986 | Group F | Burgher Recreation Club v Singha Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 24 Aug 1986 | Group C | Chilaw Marians Cricket Club v Tamil Union Cricket and Athletic Club | Chilaw Stadium, Chilaw | Results |
| 24 Aug 1986 | Group B | Colombo Cricket Club v Sri Lanka Air Force Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 24 Aug 1986 | Group D | Moors Sports Club v Kalutara Town Club | Moors Sports Club Ground, Colombo | Results |
| 24 Aug 1986 | Group G | Nondescripts Cricket Club v Kandy Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 24 Aug 1986 | Group A | Sinhalese Sports Club v Old Dharmapalians Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 30 Aug 1986 | Group F | Galle Cricket Club v Panadura Sports Club | The Esplanade, Galle | Results |
| 30 Aug 1986 | Group A | Kalutara Physical Culture Centre v Saracens Sports Club | Police Park Ground, Colombo | Results |
| 30 Aug 1986 | Group H | Negombo Cricket Club v Nomads Sports Club | Maris Stella College Ground, Negombo | Results |
| 30 Aug 1986 | Group G | Nondescripts Cricket Club v Sri Lanka Navy Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 30 Aug 1986 | Group C | Sebastianites Cricket and Athletic Club v Tamil Union Cricket and Athletic Club | St Sebastian's College Ground, Moratuwa | Results |
| 31 Aug 1986 | Group E | Bloomfield Cricket and Athletic Club v Rio Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 31 Aug 1986 | Group B | Colombo Cricket Club v Badureliya Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 31 Aug 1986 | Group G | Kandy Cricket Club v Petersons Sports Club | Asgiriya Stadium, Kandy | Results |
| 13 Sep 1986 | Group A | Kalutara Physical Culture Centre v Sinhalese Sports Club | Kalutara Esplanade, Kalutara | Results |
| 13 Sep 1986 | Group D | Moratuwa Sports Club v Matara Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 13 Sep 1986 | Group A | Old Dharmapalians Sports Club v Saracens Sports Club | Pannipitiya | Results |
| 13 Sep 1986 | Group E | Rio Sports Club v Kurunegala Sports Club | Ambalangoda Esplanade, Ambalangoda | Results |
| 13 Sep 1986 | Group C | Sebastianites Cricket and Athletic Club v Chilaw Marians Cricket Club | St Sebastian's College Ground, Moratuwa | Results |
| 13 Sep 1986 | Group B | Sri Lanka Air Force Sports Club v Badureliya Sports Club | Air Force Ground, Colombo | Results |
| 14 Sep 1986 | Group E | Bloomfield Cricket and Athletic Club v Kurunegala Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 14 Sep 1986 | Group H | Colts Cricket Club v Negombo Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 14 Sep 1986 | Group A | Kalutara Physical Culture Centre v Old Dharmapalians Sports Club | University of Moratuwa Ground, Katubedda | Results |
| 14 Sep 1986 | Group D | Kalutara Town Club v Matara Sports Club | Kalutara Town Club Ground, Kalutara | Results |
| 14 Sep 1986 | Group C | Kegalle v Sebastianites Cricket and Athletic Club | Kegalle Esplanade, Kegalle | Results |
| 14 Sep 1986 | Group B | Kurunegala Youth Cricket Club v Badureliya Sports Club | Welagedara Stadium, Kurunegala | Results |
| 14 Sep 1986 | Group G | Nondescripts Cricket Club v Petersons Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 14 Sep 1986 | Group E | Rio Sports Club v Leo Stadium Sports Club | Ambalangoda Esplanade, Ambalangoda | Results |
| 14 Sep 1986 | Group A | Sinhalese Sports Club v Saracens Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 17 Sep 1986 | Group H | Nomads Sports Club v Crusaders Sports Club | Victoria Park, Colombo | Results |
| 20 Sep 1986 | Quarter-Final | Moors Sports Club v Sinhalese Sports Club | Moors Sports Club Ground, Colombo | Results |
| 20 Sep 1986 | Quarter-Final | Colombo Cricket Club v Galle Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 20 Sep 1986 | Quarter-Final | Bloomfield Cricket and Athletic Club v Tamil Union Cricket and Athletic Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 20 Sep 1986 | Quarter-Final | Nondescripts Cricket Club v Colts Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 21 Sep 1986 | Semi-Final | Colombo Cricket Club v Sinhalese Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 21 Sep 1986 | Semi-Final | Bloomfield Cricket and Athletic Club v Nondescripts Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
| 27 Sep 1986 | Final | Sinhalese Sports Club v Nondescripts Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
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