| Friday, May 23, 2025 | |
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| 6:35 PM* | - | 2 | Pegasus FC/1974 Boys Red 2016 | |  | | Under 09 Boys World Cup Olympic Park Field 10 | |
4 | PRSC 2016 BOYS ORANGE | |  |
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| Saturday, May 24, 2025 | |
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| 7:00 AM* | - | 1 | FC Lake County 2016B S1 | |  | | Under 09 Boys World Cup Olympic Park Field 10 | |
6 | WILMETTE WINGS 2016 PREMIER BOYS | |  |
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| 7:00 AM* | - | 3 | Illinois FC 16b Orange | |  | | Under 09 Boys World Cup Olympic Park Field 12a | |
5 | TEAM EVANSTON 2016 BOYS ORANGE | |  |
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| 7:00 AM* | - | 0 | PRSC 2016 Boys Orange | |  | | Under 09 Boys World Cup Olympic Park Field 12b | |
6 | BARCA ACADEMY CHICAGO 2016 BLAU | |  |
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| 7:00 AM* | - | 1 | YSI FC 2016 | |  | | Under 09 Boys World Cup Olympic Park Field 14a | |
5 | PEGASUS FC/1974 BOYS RED 2016 | |  |
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| 11:20 AM* | - | 8 | TEAM EVANSTON 2016 BOYS ORANGE | |  |  | Under 09 Boys World Cup Connelly Park 16 | |
0 | FC Lake County 2016B S1 | |  |
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| 11:20 AM* | - | 10 | WILMETTE WINGS 2016 PREMIER BOYS | |  |  | Under 09 Boys World Cup Connelly Park 18 | |
1 | Illinois FC 16b Orange | |  |
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| 5:50 PM* | - | 10 | BARCA ACADEMY CHICAGO 2016 BLAU | |  |  | Under 09 Boys World Cup Connelly Park 16 | |
2 | YSI FC 2016 | |  |
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| Sunday, May 25, 2025 | |
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| 9:10 AM* | - | 1 | Team Evanston 2016 Boys Orange | |  | | Under 09 Boys World Cup Olympic Park Field 14a | |
6 | WILMETTE WINGS 2016 PREMIER BOYS | |  |
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| 10:15 AM* | - | 2 | BARCA ACADEMY CHICAGO 2016 BLAU | |  | | Under 09 Boys World Cup Olympic Park Field 10 | |
0 | Pegasus FC/1974 Boys Red 2016 | |  |
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| 4:45 PM* | - | 2 | FC Lake County 2016B S1 | |  | | Under 09 Boys World Cup Olympic Park Field 12b | |
4 | ILLINOIS FC 16B ORANGE | |  |
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| 4:45 PM* | - | 4 | PRSC 2016 Boys Orange | |  | | Under 09 Boys World Cup Olympic Park Field 14a | |
5 | YSI FC 2016 | |  |
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| Monday, May 26, 2025 | |
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| 8:00 AM* Final | - | 0 | BARCA ACADEMY CHICAGO 2016 BLAU | |  | | Under 09 Boys World Cup Olympic Park Field 12a | |
4 | WILMETTE WINGS 2016 PREMIER BOYS | |  |
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