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| Advancing to Next Round: top 8 place team(s) from each Bracket and 0 Wildcards. |
Quarter Final - Tuesday, May 01, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431351 | Pending Assignment |
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| Sporting St. Croix 99 Academy Boys | 1 | vs. | BYE | 0 |
Quarter Final - Monday, May 07, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431354 | Macalaster College | 06:30 PM | 1 | MUSU19BPR | 1 | vs. | MPB-BU19P-Laird | 0 |
Quarter Final - Thursday, May 10, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431352 | Steve Michaud | 07:00 PM | 8 | LKV-BU19-C1 | 2 | vs. | TwinStars 1999 Comp | 6 |
Quarter Final - Saturday, May 12, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431353 | McMurray West Field- Como Park | 10:00 AM | 1 | BHK 1999 Boys Black | 3 | vs. | JOY BU19 | 0 |
Semi-Final - Saturday, May 19, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431356 | Kingston Park | 09:00 AM | 03 | BHK 1999 Boys Black | 4 | vs. | MUSU19BPR | 3 | | 431355 | Kingston Park | 11:30 AM | 03 | Sporting St. Croix 99 Academy Boys | 4 | vs. | TwinStars 1999 Comp | 3 |
Final - Sunday, May 20, 2018| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 431357 | Kingston Park | 02:00 PM | 10 | Sporting St. Croix 99 Academy Boys | 4 | vs. | BHK 1999 Boys Black | 3 |
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