| 07 Jun 2014 | Group A | Chilaw Marians Cricket Club Under-23s v Saracens Sports Club Under-23s | Surrey Village Cricket Ground, Maggona | Results |
| 02 Aug 2014 | Group A | Burgher Recreation Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 07 Jun 2014 | Group A | Kalutara Town Club Under-23s v Old Moratu Vidyalaya Sports Club Under-23s | Kalutara Town Club Ground, Kalutara | Results |
| 02 Aug 2014 | Group B | Police Sports Club Under-23s v Kelaniya Cricket Club Under-23s | Police Park Ground, Colombo | Results |
| 02 Aug 2014 | Group B | Old Dharmapalians Sports Club Under-23s v Old Vidyalaya Sports Club Under-23s | Dharmapala College Ground, Pannipitiya | Results |
| 02 Aug 2014 | Group B | Kurunegala Youth Cricket Club Under-23s v Panadura Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 02 Aug 2014 | Group C | Old Anandians Sports Club Under-23s v Sri Lanka Customs Sports Club Under-23s | Ananda College Ground, Colombo | Results |
| 02 Aug 2014 | Group C | Leo's Cricket Club Under-23s v Kandy Cricket Club Under-23s | Albert F Peiris Stadium, Wennappuwa | Results |
| 02 Aug 2014 | Group C | Antonians Sports Club Under-23s v Galle Cricket Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 02 Aug 2014 | Group C | Kurunegala Sports Club Under-23s v Wennappuwa Cricket Club Under-23s | Maliyadeva College Ground, Kurunegala | Results |
| 08 Aug 2014 | Group A | Saracens Sports Club Under-23s v Matugama Cricket Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 08 Aug 2014 | Group A | Burgher Recreation Club Under-23s v Chilaw Marians Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 14 Jun 2014 | Group A | Sebastianites Cricket and Athletic Club Under-23s v Kalutara Town Club Under-23s | Moratu Maha Vidyalaya School Ground, Moratuwa | Results |
| 08 Aug 2014 | Group B | Police Sports Club Under-23s v Singha Sports Club Under-23s | Police Park Ground, Colombo | Results |
| 09 Aug 2014 | Group B | Old Dharmapalians Sports Club Under-23s v Kelaniya Cricket Club Under-23s | Dharmapala College Ground, Pannipitiya | Results |
| 14 Jun 2014 | Group B | Kurunegala Youth Cricket Club Under-23s v Old Vidyalaya Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 09 Aug 2014 | Group C | Leo's Cricket Club Under-23s v Old Anandians Sports Club Under-23s | Katuneriya | Results |
| 09 Aug 2014 | Group C | Galle Cricket Club Under-23s v Kandy Cricket Club Under-23s | not arranged | Results |
| 14 Jun 2014 | Group C | Antonians Sports Club Under-23s v Wennappuwa Cricket Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 09 Aug 2014 | Group C | Sri Lanka Customs Sports Club Under-23s v Kurunegala Sports Club Under-23s | Thurstan College Ground, Colombo | Results |
| 21 Jun 2014 | Group A | Saracens Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 21 Jun 2014 | Group A | Burgher Recreation Club Under-23s v Old Moratu Vidyalaya Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 21 Jun 2014 | Group A | Kalutara Town Club Under-23s v Matugama Cricket Club Under-23s | Kalutara Town Club Ground, Kalutara | Results |
| 20 Jun 2014 | Group B | Police Sports Club Under-23s v Old Vidyalaya Sports Club Under-23s | Police Park Ground, Colombo | Results |
| 21 Jun 2014 | Group B | Old Dharmapalians Sports Club Under-23s v Panadura Sports Club Under-23s | Dharmapala College Ground, Pannipitiya | Results |
| 21 Jun 2014 | Group B | Kurunegala Youth Cricket Club Under-23s v Singha Sports Club Under-23s | The Esplanade, Galle | Results |
| 21 Jun 2014 | Group C | Old Anandians Sports Club Under-23s v Galle Cricket Club Under-23s | Ananda College Ground, Colombo | Results |
| 21 Jun 2014 | Group C | Kandy Cricket Club Under-23s v Wennappuwa Cricket Club Under-23s | St Sebastian's College Ground, Moratuwa | Results |
| 21 Jun 2014 | Group C | Kurunegala Sports Club Under-23s v Antonians Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 21 Jun 2014 | Group C | Leo's Cricket Club Under-23s v Sri Lanka Customs Sports Club Under-23s | Albert F Peiris Stadium, Wennappuwa | Results |
| 05 Jul 2014 | Group A | Saracens Sports Club Under-23s v Old Moratu Vidyalaya Sports Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 05 Jul 2014 | Group A | Burgher Recreation Club Under-23s v Matugama Cricket Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 05 Jul 2014 | Group A | Chilaw Marians Cricket Club Under-23s v Kalutara Town Club Under-23s | Surrey Village Cricket Ground, Maggona | Results |
| 05 Jul 2014 | Group B | Police Sports Club Under-23s v Panadura Sports Club Under-23s | Police Park Ground, Colombo | Results |
| 05 Jul 2014 | Group B | Old Dharmapalians Sports Club Under-23s v Singha Sports Club Under-23s | Dharmapala College Ground, Pannipitiya | Results |
| 05 Jul 2014 | Group B | Kelaniya Cricket Club Under-23s v Kurunegala Youth Cricket Club Under-23s | Maliyadeva College Ground, Kurunegala | Results |
| 05 Jul 2014 | Group C | Old Anandians Sports Club Under-23s v Wennappuwa Cricket Club Under-23s | Ananda College Ground, Colombo | Results |
| 05 Jul 2014 | Group C | Sri Lanka Customs Sports Club Under-23s v Kandy Cricket Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 05 Jul 2014 | Group C | Antonians Sports Club Under-23s v Leo's Cricket Club Under-23s | St Sebastian's College Ground, Moratuwa | Results |
| 05 Jul 2014 | Group C | Kurunegala Sports Club Under-23s v Galle Cricket Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 12 Jul 2014 | Group A | Saracens Sports Club Under-23s v Kalutara Town Club Under-23s | FTZ Sports Complex (Board of Investment), Katunayake | Results |
| 12 Jul 2014 | Group A | Old Moratu Vidyalaya Sports Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Moratu Maha Vidyalaya School Ground, Moratuwa | Results |
| 12 Jul 2014 | Group A | Chilaw Marians Cricket Club Under-23s v Matugama Cricket Club Under-23s | R Premadasa Stadium, Colombo | Results |
| 12 Jul 2014 | Group B | Kurunegala Youth Cricket Club Under-23s v Police Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 12 Jul 2014 | Group B | Panadura Sports Club Under-23s v Old Vidyalaya Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 12 Jul 2014 | Group B | Kelaniya Cricket Club Under-23s v Singha Sports Club Under-23s | Dharmapala College Ground, Pannipitiya | Results |
| 12 Jul 2014 | Group C | Old Anandians Sports Club Under-23s v Kurunegala Sports Club Under-23s | Ananda College Ground, Colombo | Results |
| 12 Jul 2014 | Group C | Antonians Sports Club Under-23s v Kandy Cricket Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 12 Jul 2014 | Group C | Wennappuwa Cricket Club Under-23s v Leo's Cricket Club Under-23s | Albert F Peiris Stadium, Wennappuwa | Results |
| 12 Jul 2014 | Group C | Galle Cricket Club Under-23s v Sri Lanka Customs Sports Club Under-23s | Navy Ground, Welisara | Results |
| 19 Jul 2014 | Group A | Burgher Recreation Club Under-23s v Saracens Sports Club Under-23s | Burgher Recreation Club Ground, Colombo | Results |
| 19 Jul 2014 | Group A | Old Moratu Vidyalaya Sports Club Under-23s v Chilaw Marians Cricket Club Under-23s | Moratu Maha Vidyalaya School Ground, Moratuwa | Results |
| 19 Jul 2014 | Group A | Matugama Cricket Club Under-23s v Sebastianites Cricket and Athletic Club Under-23s | Matugama | Results |
| 19 Jul 2014 | Group B | Police Sports Club Under-23s v Old Dharmapalians Sports Club Under-23s | Police Park Ground, Colombo | Results |
| 19 Jul 2014 | Group B | Panadura Sports Club Under-23s v Kelaniya Cricket Club Under-23s | Panadura Esplanade, Panadura | Results |
| 19 Jul 2014 | Group B | Old Vidyalaya Sports Club Under-23s v Singha Sports Club Under-23s | Ambalangoda Esplanade, Ambalangoda | Results |
| 19 Jul 2014 | Group C | Old Anandians Sports Club Under-23s v Kandy Cricket Club Under-23s | Ananda College Ground, Colombo | Results |
| 19 Jul 2014 | Group C | Antonians Sports Club Under-23s v Sri Lanka Customs Sports Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 19 Jul 2014 | Group C | Kurunegala Sports Club Under-23s v Leo's Cricket Club Under-23s | St Sebastian's College Ground, Moratuwa | Results |
| 19 Jul 2014 | Group C | Wennappuwa Cricket Club Under-23s v Galle Cricket Club Under-23s | Albert F Peiris Stadium, Wennappuwa | Results |
| 26 Jul 2014 | Group A | Kalutara Town Club Under-23s v Burgher Recreation Club Under-23s | Kalutara Town Club Ground, Kalutara | Results |
| 26 Jul 2014 | Group A | Old Moratu Vidyalaya Sports Club Under-23s v Matugama Cricket Club Under-23s | Moratu Maha Vidyalaya School Ground, Moratuwa | Results |
| 26 Jul 2014 | Group A | Sebastianites Cricket and Athletic Club Under-23s v Chilaw Marians Cricket Club Under-23s | De Zoysa Stadium, Moratuwa | Results |
| 26 Jul 2014 | Group B | Kurunegala Youth Cricket Club Under-23s v Old Dharmapalians Sports Club Under-23s | Welagedara Stadium, Kurunegala | Results |
| 26 Jul 2014 | Group B | Panadura Sports Club Under-23s v Singha Sports Club Under-23s | Panadura Esplanade, Panadura | Results |
| 26 Jul 2014 | Group B | Kelaniya Cricket Club Under-23s v Old Vidyalaya Sports Club Under-23s | Bandaranayake Central College Ground, Veyangoda | Results |
| 26 Jul 2014 | Group C | Antonians Sports Club Under-23s v Old Anandians Sports Club Under-23s | St Anthony's College Ground, Wattala | Results |
| 26 Jul 2014 | Group C | Kandy Cricket Club Under-23s v Kurunegala Sports Club Under-23s | Asgiriya Stadium, Kandy | Results |
| 26 Jul 2014 | Group C | Sri Lanka Customs Sports Club Under-23s v Wennappuwa Cricket Club Under-23s | Thurstan College Ground, Colombo | Results |
| 26 Jul 2014 | Group C | Leo's Cricket Club Under-23s v Galle Cricket Club Under-23s | Albert F Peiris Stadium, Wennappuwa | Results |
| 23 Aug 2014 | Final Round | not known v not known | Navy Ground, Welisara | Results |
| 30 Aug 2014 | Final Round | not known v not known | Navy Ground, Welisara | Results |
| 06 Sep 2014 | Final Round | not known v not known | Navy Ground, Welisara | Results |
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