| 2019-04-26 14:00:17April 26, 2019 | Wazito vs Coast Stima | 14:00:172:00 pm | Camp Toyoyo |
| 2019-04-26 15:00:10April 26, 2019 | Shabana vs Kisumu All Stars | 15:00:103:00 pm | Gusii Stadium |
| 2019-04-26 16:15:53April 26, 2019 | Administration Police vs FC Talanta | 16:15:534:15 pm | Camp Toyoyo |
| 2019-04-27 14:00:50April 27, 2019 | Ushuru vs Nairobi Stima | 14:00:502:00 pm | Camp Toyoyo |
| 2019-04-27 15:00:00April 27, 2019 | Fortune Sacco vs Kangemi All Stars | 15:00:003:00 pm | Kianyaga Stadium |
| 2019-04-27 15:00:30April 27, 2019 | Eldoret Youth vs Bidco United | 15:00:303:00 pm | Sudi Stadium |
| 2019-04-27 15:00:30April 27, 2019 | Green Commandos vs Nairobi City Stars | 15:00:303:00 pm | Bukhungu Stadium |
| 2019-04-27 15:00:31April 27, 2019 | Migori Youth vs Kenya Police | 15:00:313:00 pm | Awendo Stadium |
| 2019-04-27 15:00:49April 27, 2019 | Thika United vs St Joseph Youth | 15:00:493:00 pm | Thika Stadium |
| 2019-04-27 16:15:12April 27, 2019 | Kibera Black Stars vs Modern Coast Rangers | 16:15:124:15 pm | Camp Toyoyo |
| 2019-05-01 14:00:18May 1, 2019 | Nairobi City Stars vs Thika United | 14:00:182:00 pm | Hope Center |
| 2019-05-01 15:00:12May 1, 2019 | St Joseph Youth vs Administration Police | 15:00:123:00 pm | Afraha Stadium |
| 2019-05-01 15:00:14May 1, 2019 | Kisumu All Stars vs Eldoret Youth | 15:00:143:00 pm | Moi Stadium |
| 2019-05-01 15:00:20May 1, 2019 | Coast Stima vs Shabana | 15:00:203:00 pm | Mbaraki Sports Club |
| 2019-05-01 15:00:21May 1, 2019 | Modern Coast Rangers vs Wazito | 15:00:213:00 pm | Serani Sports Ground |
| 2019-05-01 15:00:30May 1, 2019 | Migori Youth vs Fortune Sacco | 15:00:303:00 pm | Awendo Stadium |
| 2019-05-01 15:00:44May 1, 2019 | FC Talanta vs Nairobi Stima | 15:00:443:00 pm | Camp Toyoyo |
| 2019-05-01 15:00:44May 1, 2019 | Bidco United vs Ushuru | 15:00:443:00 pm | Thika Stadium |
| 2019-05-01 15:00:46May 1, 2019 | Kenya Police vs Kibera Black Stars | 15:00:463:00 pm | Karuturi Grounds |
| 2019-05-01 16:15:24May 1, 2019 | Kangemi All Stars vs Green Commandos | 16:15:244:15 pm | Hope Center |
| 2019-05-05 14:00:59May 5, 2019 | Bidco United vs Kisumu All Stars | 14:00:592:00 pm | Thika Stadium |
| 2019-05-05 15:00:11May 5, 2019 | Ushuru vs FC Talanta | 15:00:113:00 pm | Camp Toyoyo |
| 2019-05-05 15:00:41May 5, 2019 | Nairobi Stima vs St Joseph Youth | 15:00:413:00 pm | Karuturi Grounds |
| 2019-05-05 15:00:58May 5, 2019 | Green Commandos vs Migori Youth | 15:00:583:00 pm | Bukhungu Stadium |
| 2019-05-05 16:15:30May 5, 2019 | Thika United vs Kangemi All Stars | 16:15:304:15 pm | Thika Stadium |
| 2019-05-06 14:00:03May 6, 2019 | Administration Police vs Nairobi City Stars | 14:00:032:00 pm | Camp Toyoyo |
| 2019-05-06 15:00:23May 6, 2019 | Shabana vs Modern Coast Rangers | 15:00:233:00 pm | Gusii Stadium |
| 2019-05-06 15:00:42May 6, 2019 | Eldoret Youth vs Coast Stima | 15:00:423:00 pm | Sudi Stadium |
| 2019-05-06 15:00:59May 6, 2019 | Kibera Black Stars vs Fortune Sacco | 15:00:593:00 pm | Hope Center |
| 2019-05-06 16:15:58May 6, 2019 | Wazito vs Kenya Police | 16:15:584:15 pm | Camp Toyoyo |
| 2019-05-11 15:00:05May 11, 2019 | Kisumu All Stars vs Ushuru | 15:00:053:00 pm | Moi Stadium |
| 2019-05-11 15:00:07May 11, 2019 | St Joseph Youth vs FC Talanta | 15:00:073:00 pm | Afraha Stadium |
| 2019-05-11 15:00:16May 11, 2019 | Coast Stima vs Bidco United | 15:00:163:00 pm | Mbaraki Sports Club |
| 2019-05-11 15:00:22May 11, 2019 | Modern Coast Rangers vs Eldoret Youth | 15:00:223:00 pm | Serani Sports Ground |
| 2019-05-11 15:00:28May 11, 2019 | Nairobi City Stars vs Nairobi Stima | 15:00:283:00 pm | Hope Center |
| 2019-05-12 14:00:31May 12, 2019 | Kibera Black Stars vs Green Commandos | 14:00:312:00 pm | Camp Toyoyo |
| 2019-05-12 15:00:03May 12, 2019 | Kenya Police vs Shabana | 15:00:033:00 pm | Karuturi Grounds |
| 2019-05-12 15:00:07May 12, 2019 | Migori Youth vs Thika United | 15:00:073:00 pm | Awendo Stadium |
| 2019-05-12 15:00:25May 12, 2019 | Fortune Sacco vs Wazito | 15:00:253:00 pm | Kianyaga Stadium |
| 2019-05-12 16:15:47May 12, 2019 | Kangemi All Stars vs Administration Police | 16:15:474:15 pm | Camp Toyoyo |
| 2019-05-17 14:00:13May 17, 2019 | Bidco United vs Modern Coast Rangers | 14:00:132:00 pm | Thika Stadium |
| 2019-05-17 14:00:35May 17, 2019 | Ushuru vs St Joseph Youth | 14:00:352:00 pm | Camp Toyoyo |
| 2019-05-17 15:00:04May 17, 2019 | Kisumu All Stars vs Coast Stima | 15:00:043:00 pm | Moi Stadium |
| 2019-05-17 16:15:55May 17, 2019 | Wazito vs Green Commandos | 16:15:554:15 pm | Migwena Grounds |
| 2019-05-18 14:00:46May 18, 2019 | FC Talanta vs Nairobi City Stars | 14:00:462:00 pm | Camp Toyoyo |
| 2019-05-18 15:00:35May 18, 2019 | Eldoret Youth vs Kenya Police | 15:00:353:00 pm | Sudi Stadium |
| 2019-05-18 15:00:40May 18, 2019 | Nairobi Stima vs Kangemi All Stars | 15:00:403:00 pm | Karuturi Grounds |
| 2019-05-18 15:00:44May 18, 2019 | Shabana vs Fortune Sacco | 15:00:443:00 pm | Gusii Stadium |
| 2019-05-18 16:15:23May 18, 2019 | Thika United vs Kibera Black Stars | 16:15:234:15 pm | Thika Stadium |
| 2019-05-18 16:15:52May 18, 2019 | Administration Police vs Migori Youth | 16:15:524:15 pm | Camp Toyoyo |
| 2019-05-22 14:00:29May 22, 2019 | Nairobi City Stars vs St Joseph Youth | 14:00:292:00 pm | Hope Center |
| 2019-05-22 14:00:29May 22, 2019 | Kangemi All Stars vs FC Talanta | 14:00:292:00 pm | Hope Center |
| 2019-05-22 15:00:13May 22, 2019 | Modern Coast Rangers vs Kisumu All Stars | 15:00:133:00 pm | Serani Sports Ground |
| 2019-05-22 15:00:20May 22, 2019 | Migori Youth vs Nairobi Stima | 15:00:203:00 pm | Awendo Stadium |
| 2019-05-22 15:00:30May 22, 2019 | Coast Stima vs Ushuru | 15:00:303:00 pm | Mbaraki Sports Club |
| 2019-05-22 15:00:44May 22, 2019 | Fortune Sacco vs Eldoret Youth | 15:00:443:00 pm | Kianyaga Stadium |
| 2019-05-22 15:00:55May 22, 2019 | Green Commandos vs Shabana | 15:00:553:00 pm | Bukhungu Stadium |
| 2019-05-22 15:00:57May 22, 2019 | Kenya Police vs Bidco United | 15:00:573:00 pm | Karuturi Grounds |
| 2019-05-22 16:15:33May 22, 2019 | Kibera Black Stars vs Administration Police | 16:15:334:15 pm | Hope Center |
| 2019-05-22 16:15:37May 22, 2019 | Wazito vs Thika United | 16:15:374:15 pm | Camp Toyoyo |
| 2019-05-26 15:00:12May 26, 2019 | Coast Stima vs Modern Coast Rangers | 15:00:123:00 pm | Mbaraki Sports Club |
| 2019-05-26 15:00:45May 26, 2019 | Eldoret Youth vs Green Commandos | 15:00:453:00 pm | Sudi Stadium |
| 2019-05-26 15:00:46May 26, 2019 | Bidco United vs Fortune Sacco | 15:00:463:00 pm | Thika Stadium |
