| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 3915* | Thu 10/29 7:15pm |
U11/1N | CFYSC 15/16 PREMIER RED U11 vs PEGASUS FC 15/16 RED | 17 | FIRE PITCH | |
| 852* | Fri 10/30 6:00pm |
U11/5N1 | PEGASUS FC 15/16 GRAY vs IP-NUFC 15/16 ORANGE | 16 | BRICKYARD | |
| 3769* | Fri 10/30 7:15pm |
U12/2N | PEGASUS FC 14/15 BLACK vs LEO SOCCER SCHOOL 2014/15 | 16 | BRICKYARD | |
| 2161* | Fri 10/30 7:30pm |
U13/5NW1 | PEGASUS FC 13/14 WHITE vs VCF ACADEMY CHICAGO 13/14 AMUNT | 16 | BRICKYARD | |
| 5415* | Sat 10/31 8:45am |
U08-7V7/5N | FC-1 19/20 ELITE vs PEGASUS FC 18/19 BLACK | 16 | COMMUNITY PARK WEST (GLENVIEW) | 4 - (7 v 7) |
| 5245 | Sat 10/31 9:00am | U12/2N | PEGASUS FC 14/15 BLACK vs CHICAGO INFERNO 14/15 ELITE PRE-N1 | 16 | CLAVEY PARK | Medium |
| 5246* | Sat 10/31 9:00am | U12/1 | PEGASUS FC 14/15 RED vs CFYSC 14/15 PREMIER RED U12 | 16 | TRINITY UNIVERSITY | |
| 5376* | Sat 10/31 9:00am |
U08-5V5/5E2 | FCS EVANSTON 18/19 BOYS ORANGE II vs PEGASUS FC 18/19 WHITE | 3 | JAMES PARK | 1B |
| 5203* | Sat 10/31 10:00am |
U11/2N | SAA UNITED SC 15/16 BLACK vs PEGASUS FC 15/16 BLUE | 7 | OLYMPIC PARK FIELD | 3 |
| 5442 | Sat 10/31 10:30am | U10/5N1 | PEGASUS FC 16/17 WHITE vs FC LAKE COUNTY 16/17 SELECT 3 | 16 | WOODLAND PARK (DEERFIELD) | |
| 5480* | Sat 10/31 10:45am | U13/4N | PEGASUS FC 13/14 BLACK vs IP-NUFC 13/14 BLACK | 16 | TRINITY UNIVERSITY | |
| 5490* | Sat 10/31 11:30am |
U09/2N | RUSH NORTH 17/18 PREMIER vs PEGASUS FC 17/18 RED | 16 | NORTH PARK FIELDS | #6 (7v7) |
| 5637* | Sat 10/31 12:30pm | U14/5N | PEGASUS FC 12 /13 WHITE vs SCOUTS FC 2012/13 | 16 | TRINITY UNIVERSITY | |
| 5444* | Sat 10/31 12:30pm |
U11/5N1 | PEGASUS FC 15/16 GRAY vs REAL MADRID ROUND LAKE FC 15/16 ELITE | 16 | BRICKYARD | |
| 5841 | Sat 10/31 3:00pm | U11/4N | PEGASUS FC 15/16 BLACK vs FC 1974 LIBERTYVILLE SELECT B2015/16 | 16 | CLAVEY PARK | Medium |
| 1276* | Sat 10/31 5:30pm |
U08-5V5/5NW1 | VCF ACADEMY CHICAGO 18/19 PETITES vs PEGASUS FC 19/20 RED | 7 | DIVINE SAVIOR CHURCH | |
| 477* | Sun 11/1 8:30am |
U09/2N | PEGASUS FC 17/18 RED vs PRSC 17/18 ORANGE | 16 | TRINITY UNIVERSITY | 7v7 |
| 1538* | Sun 11/1 8:30am |
U10/5N1 | ELA ELITE 16/17 SELECT vs PEGASUS FC 16/17 WHITE | 7 | DEER PARK TOWN CENTER | |
| 5248 | Sun 11/1 9:00am | U09/4N | PEGASUS FC 17/18 BLACK vs FC LAKE COUNTY 17/18 SELECT 2 | 16 | WOODLAND PARK (DEERFIELD) | |
| 326* | Sun 11/1 10:30am |
U10/2N | PEGASUS FC 16/17 RED vs IPROSKILLS 2016/17 NEON | 16 | TRINITY UNIVERSITY | 7v7 |
| 5025* | Sun 11/1 10:45am |
U11/1N | PEGASUS FC 15/16 RED vs WCOB FC 2015/16 SELECT | 16 | WILLOW HILL PARK | |
| 3329* | Sun 11/1 12:00pm |
U12/5N | PEGASUS FC 14/15 WHITE vs FC LAKE COUNTY 14/15 SELECT 2 | 16 | CLAVEY PARK | Medium |
| 3355* | Sun 11/1 12:00pm |
U13/4N | FC 1974 LIBERTYVILLE PREMIER B2013/14 vs PEGASUS FC 13/14 BLACK | 16 | LTSC FLD | Field 10 |
| 5249* | Sun 11/1 1:00pm |
U08-5V5/5NW1 | PEGASUS FC 19/20 RED vs CARY DEFENDERS 18/19 | 16 | TRINITY UNIVERSITY | 5v5 |
| 778* | Sun 11/1 1:30pm |
U08-7V7/4N | PEGASUS FC 18/19 RED vs RUSH - WILMETTE WINGS 18/19B PREMIER | 16 | TRINITY UNIVERSITY | 7v7 |
| 5726 | Sun 11/1 1:30pm | U11/5N2 | PEGASUS FC 15/16 WHITE vs ELITE S.C. 2015/16 WHITE | 16 | CLAVEY PARK | Medium |
| 5795 | Sun 11/1 2:15pm | U14/3N | PEGASUS FC 12 /13 BLACK vs FORCE 12/13B ELITE | 16 | TRINITY UNIVERSITY | Stadium |
| 5443* | Sun 11/1 3:00pm |
U10/3NW | PEGASUS FC 16/17 BLACK vs ELITE S.C. 2016/17 BLACK | 16 | TRINITY UNIVERSITY | 7v7 |
| 586* | Sun 11/1 3:30pm |
U11/4N | PEGASUS FC 15/16 BLACK vs NA - ROUND LAKE JUNIORS 2015/16 | 16 | CLAVEY PARK | Medium |
| 1305* | Sun 11/1 4:30pm |
U09/4N | PEGASUS FC 17/18 BLACK vs LASC 17/18 SELECT 1 | 16 | BRICKYARD | |
| 5478* | Sun 11/1 4:30pm |
U10/3N | PEGASUS FC 16/17 BLUE vs LBR MUNDELEIN LIONS B16/17 | 16 | WOODLAND PARK (DEERFIELD) |