U13 Boys North
Saturday, August 31, 2019
| H | PSC DYNAMO CT DYNAMO 07 (CT) | H | 1 |
| A | CFC VALLEY 07 (CT) | A | 1 |
| H | PSC DYNAMO CT DYNAMO 07 (CT) | H | 2 |
| A | FAIRFIELD UNITED SA U13 BOYS BLACK (CT) | A | 0 |
U13 Boys West
| H | SPORTING CT 2007 BOYS GOLD (CT) | H | 0 |
| A | ACADEMICA FC PRIDE 07 (CT) | A | 3 |
U14 Boys East
Sunday, September 1, 2019
| H | CT RUSH ELITE 06 BOYS (CT) | H | 2 |
| A | SPORTING CT 2006 BOYS (CT) | A | 1 |
U14 Boys North
Saturday, August 31, 2019
| H | TRUMBULL UNITED TUSC PREMIER (CT) | H | 3 |
| A | BEACHSIDE SC CT 2006 (CT) | A | 1 |
| H | ROCKVILLE CENTRE FORCE (NYE) | H | 2 |
| A | FAIRFIELD UNITED 06 BOYS BLACK (CT) | A | 4 |
U14 Boys West
Sunday, September 1, 2019
| H | AC CONNECTICUT B06 CCSL BLUE (CT) | H | 4 |
| A | CFC VALLEY 06 BLUE (CT) | A | 1 |
| H | FSA FC BOYS 06 CT (CT) | H | 1 |
| A | TRUMBULL UNITED PREMIER HURRICANES (USA) | A | 2 |
U14 Boys South
Saturday, August 31, 2019
| H | CFC NORTH CFC WOLVES 2006 (CT) | H | 1 |
| A | CFC VALLEY 06 BLACK (CT) | A | 3 |
Sunday, September 1, 2019
| H | PSC DYNAMO CT 06 (CT) | H | 0 |
| A | CFC VALLEY 06 BLACK (CT) | A | 3 |
U14 Girls East
| H | FORCE FC G06 NPL (NYE) | H | 2 |
| A | CFC NORTH REGIONAL 2006 (CT) | A | 0 |
U14 Girls North
| H | SPORTING CT 2006 GIRLS (CT) | H | 6 |
| A | ACADEMICA FC PRIDE 06 (CT) | A | 1 |
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