| 14 Dec 2019 | Group A | Burgher Recreation Club v Negombo Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 14 Dec 2019 | Group A | Sinhalese Sports Club v Lankan Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
| 14 Dec 2019 | Group A | Sri Lanka Army Sports Club v Badureliya Sports Club | Sri Lanka Army Ordnance Corps International Cricket Stadium, Dombagoda | Results |
| 16 Dec 2019 | Group B | Galle Cricket Club v Chilaw Marians Cricket Club | The Esplanade, Galle | Results |
| 14 Dec 2019 | Group B | Colombo Cricket Club v Sri Lanka Ports Authority Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 14 Dec 2019 | Group B | Nondescripts Cricket Club v Police Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 14 Dec 2019 | Group C | Bloomfield Cricket and Athletic Club v Saracens Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 14 Dec 2019 | Group C | Colts Cricket Club v Sri Lanka Navy Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 14 Dec 2019 | Group C | Panadura Sports Club v Kurunegala Youth Cricket Club | Panadura Esplanade, Panadura | Results |
| 14 Dec 2019 | Group D | Moors Sports Club v Nugegoda Sports and Welfare Club | Moors Sports Club Ground, Colombo | Results |
| 14 Dec 2019 | Group D | Kalutara Town Club v Ragama Cricket Club | Surrey Village Cricket Ground, Maggona | Results |
| 14 Dec 2019 | Group D | Tamil Union Cricket and Athletic Club v Sri Lanka Air Force Sports Club | P Sara Oval, Colombo | Results |
| 15 Dec 2019 | Group A | Badureliya Sports Club v Sinhalese Sports Club | Surrey Village Cricket Ground, Maggona | Results |
| 15 Dec 2019 | Group A | Burgher Recreation Club v Lankan Cricket Club | Burgher Recreation Club Ground, Colombo | Results |
| 15 Dec 2019 | Group A | Sri Lanka Army Sports Club v Negombo Cricket Club | Sri Lanka Army Ordnance Corps International Cricket Stadium, Dombagoda | Results |
| 15 Dec 2019 | Group B | Colombo Cricket Club v Kandy Customs Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 15 Dec 2019 | Group B | Police Sports Club v Chilaw Marians Cricket Club | Police Park Ground, Colombo | Results |
| 15 Dec 2019 | Group B | Nondescripts Cricket Club v Sri Lanka Ports Authority Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 15 Dec 2019 | Group C | Colts Cricket Club v Bloomfield Cricket and Athletic Club | Colts Cricket Club Ground, Colombo | Results |
| 15 Dec 2019 | Group C | Saracens Sports Club v Kurunegala Youth Cricket Club | De Zoysa Stadium, Moratuwa | Results |
| 15 Dec 2019 | Group C | Sri Lanka Navy Sports Club v Panadura Sports Club | Navy Ground, Welisara | Results |
| 15 Dec 2019 | Group D | Kalutara Town Club v Moors Sports Club | Panadura Esplanade, Panadura | Results |
| 15 Dec 2019 | Group D | Tamil Union Cricket and Athletic Club v Nugegoda Sports and Welfare Club | P Sara Oval, Colombo | Results |
| 15 Dec 2019 | Group D | Ragama Cricket Club v Sri Lanka Air Force Sports Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 17 Dec 2019 | Group A | Badureliya Sports Club v Lankan Cricket Club | Surrey Village Cricket Ground, Maggona | Results |
| 17 Dec 2019 | Group A | Sinhalese Sports Club v Negombo Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
| 17 Dec 2019 | Group A | Sri Lanka Army Sports Club v Burgher Recreation Club | Sri Lanka Army Ordnance Corps International Cricket Stadium, Dombagoda | Results |
| 17 Dec 2019 | Group B | Chilaw Marians Cricket Club v Kandy Customs Sports Club | Air Force Ground, Katunayake | Results |
| 17 Dec 2019 | Group B | Colombo Cricket Club v Police Sports Club | Colombo Cricket Club Ground, Colombo | Results |
| 17 Dec 2019 | Group B | Nondescripts Cricket Club v Galle Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 17 Dec 2019 | Group C | Kurunegala Youth Cricket Club v Bloomfield Cricket and Athletic Club | Welagedara Stadium, Kurunegala | Results |
| 17 Dec 2019 | Group C | Panadura Sports Club v Colts Cricket Club | Panadura Esplanade, Panadura | Results |
| 17 Dec 2019 | Group C | Saracens Sports Club v Sri Lanka Navy Sports Club | De Zoysa Stadium, Moratuwa | Results |
| 17 Dec 2019 | Group D | Kalutara Town Club v Nugegoda Sports and Welfare Club | Thurstan College Ground, Colombo | Results |
| 17 Dec 2019 | Group D | Moors Sports Club v Sri Lanka Air Force Sports Club | Moors Sports Club Ground, Colombo | Results |
| 17 Dec 2019 | Group D | Tamil Union Cricket and Athletic Club v Ragama Cricket Club | P Sara Oval, Colombo | Results |
| 18 Dec 2019 | Group A | Badureliya Sports Club v Negombo Cricket Club | Surrey Village Cricket Ground, Maggona | Results |
| 19 Dec 2019 | Group A | Burgher Recreation Club v Sinhalese Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 19 Dec 2019 | Group A | Lankan Cricket Club v Sri Lanka Army Sports Club | Navy Ground, Welisara | Results |
| 19 Dec 2019 | Group B | Galle Cricket Club v Colombo Cricket Club | The Esplanade, Galle | Results |
| 19 Dec 2019 | Group B | Nondescripts Cricket Club v Kandy Customs Sports Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 19 Dec 2019 | Group B | Chilaw Marians Cricket Club v Sri Lanka Ports Authority Cricket Club | Sri Lanka Army Ordnance Corps International Cricket Stadium, Dombagoda | Results |
| 19 Dec 2019 | Group C | Bloomfield Cricket and Athletic Club v Panadura Sports Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 19 Dec 2019 | Group C | Colts Cricket Club v Saracens Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 19 Dec 2019 | Group C | Kurunegala Youth Cricket Club v Sri Lanka Navy Sports Club | Welagedara Stadium, Kurunegala | Results |
| 19 Dec 2019 | Group D | Nugegoda Sports and Welfare Club v Ragama Cricket Club | Surrey Village Cricket Ground, Maggona | Results |
| 19 Dec 2019 | Group D | Sri Lanka Air Force Sports Club v Kalutara Town Club | Air Force Ground, Katunayake | Results |
| 19 Dec 2019 | Group D | Tamil Union Cricket and Athletic Club v Moors Sports Club | P Sara Oval, Colombo | Results |
| 20 Dec 2019 | Group A | Burgher Recreation Club v Badureliya Sports Club | Burgher Recreation Club Ground, Colombo | Results |
| 20 Dec 2019 | Group A | Lankan Cricket Club v Negombo Cricket Club | Bloomfield Cricket and Athletic Club Ground, Colombo | Results |
| 20 Dec 2019 | Group A | Sinhalese Sports Club v Sri Lanka Army Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 20 Dec 2019 | Group B | Colombo Cricket Club v Chilaw Marians Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 20 Dec 2019 | Group B | Galle Cricket Club v Police Sports Club | The Esplanade, Galle | Results |
| 20 Dec 2019 | Group B | Kandy Customs Sports Club v Sri Lanka Ports Authority Cricket Club | Sri Lanka Army Ordnance Corps International Cricket Stadium, Dombagoda | Results |
| 20 Dec 2019 | Group C | Colts Cricket Club v Kurunegala Youth Cricket Club | Colts Cricket Club Ground, Colombo | Results |
| 20 Dec 2019 | Group C | Panadura Sports Club v Saracens Sports Club | Panadura Esplanade, Panadura | Results |
| 20 Dec 2019 | Group C | Sri Lanka Navy Sports Club v Bloomfield Cricket and Athletic Club | Navy Ground, Welisara | Results |
| 20 Dec 2019 | Group D | Moors Sports Club v Ragama Cricket Club | Moors Sports Club Ground, Colombo | Results |
| 20 Dec 2019 | Group D | Sri Lanka Air Force Sports Club v Nugegoda Sports and Welfare Club | Air Force Ground, Katunayake | Results |
| 20 Dec 2019 | Group D | Tamil Union Cricket and Athletic Club v Kalutara Town Club | P Sara Oval, Colombo | Results |
| 22 Dec 2019 | Group B | Colombo Cricket Club v Nondescripts Cricket Club | Colombo Cricket Club Ground, Colombo | Results |
| 22 Dec 2019 | Group B | Police Sports Club v Kandy Customs Sports Club | Police Park Ground, Colombo | Results |
| 22 Dec 2019 | Group B | Sri Lanka Ports Authority Cricket Club v Galle Cricket Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 23 Dec 2019 | Group B | Galle Cricket Club v Kandy Customs Sports Club | The Esplanade, Galle | Results |
| 23 Dec 2019 | Group B | Nondescripts Cricket Club v Chilaw Marians Cricket Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 23 Dec 2019 | Group B | Police Sports Club v Sri Lanka Ports Authority Cricket Club | Police Park Ground, Colombo | Results |
| 28 Dec 2019 | Quarter-Final | Nondescripts Cricket Club v Saracens Sports Club | Colts Cricket Club Ground, Colombo | Results |
| 28 Dec 2019 | Quarter-Final | Chilaw Marians Cricket Club v Panadura Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 28 Dec 2019 | Quarter-Final | Sinhalese Sports Club v Tamil Union Cricket and Athletic Club | Nondescripts Cricket Club Ground, Colombo | Results |
| 28 Dec 2019 | Quarter-Final | Sri Lanka Air Force Sports Club v Sri Lanka Army Sports Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 29 Dec 2019 | Semi-Final | Nondescripts Cricket Club v Sri Lanka Army Sports Club | Sinhalese Sports Club Ground, Colombo | Results |
| 29 Dec 2019 | Semi-Final | Chilaw Marians Cricket Club v Sinhalese Sports Club | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 31 Dec 2019 | Final | Chilaw Marians Cricket Club v Nondescripts Cricket Club | Sinhalese Sports Club Ground, Colombo | Results |
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