| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 3304* | Sun 4/6 11:00am |
13U/5S | KICS FC 2012 BLUE (SOUTH) vs CRESTWOOD SC 2012 | 25 | EVERGREEN PARK HIGH SCHOOL | 11 v 11 |
| 968* | Sat 4/12 8:00am | 12U/5S2 | CRESTWOOD SC 2013/14 vs EVOLUTION 2013 VAPOR SOUTH | 8 | CAESAR PARK | 9v9 |
| 1210* | Sat 4/12 10:30am | 13U/5S | CRESTWOOD SC 2012 vs CHICAGO EMPIRE FC SOUTH 2013 GOLD | 8 | CAESAR PARK | 11v11 |
| 249* | Sun 4/13 5:30pm | 13U/5S | CRESTWOOD SC 2012 vs NWI LIONS UNITED 2012 WHITE | 8 | SHEPARD HIGH SCHOOL TURF | |
| 2027 | Sat 4/19 9:00am | 12U/5S2 | EVOLUTION 2013 VAPOR SOUTH vs CRESTWOOD SC 2013/14 | 33 | KENNEDY MIDDLE SCHOOL | |
| 3841* | Sat 4/26 4:00pm | 13U/5S | ORLAND PARK STING FC 2013 ELITE vs CRESTWOOD SC 2012 | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #4 (11v11) |
| 3618* | Sun 4/27 3:30pm |
12U/5S2 | ORLAND PARK STING FC 2013 SELECT vs CRESTWOOD SC 2013/14 | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #3 (9v9 Large) |
| 4083* | Sat 5/3 8:00am | 12U/5S2 | EVERGREEN UNITED FC 2013 vs CRESTWOOD SC 2013/14 | 8 | HARR PARK | |
| 4527* | Sat 5/3 10:00am | 13U/5S | CHICAGO CITY 2012 SOUTH vs CRESTWOOD SC 2012 | 26 | SCHUSSLER PARK | #2 |
| 4871 | Sat 5/10 8:30am | 12U/5S2 | VORTEX 2013 BLUE vs CRESTWOOD SC 2013/14 | 26 | CACHEY PARK | |
| 5452* | Sun 5/11 12:00pm |
13U/5S | NWI LIONS UNITED 2012 WHITE vs CRESTWOOD SC 2012 | 24 | NWI CHESTERTON SOCCER FIELDS | 11v11 - Field #1 |
| 6082 | Sat 5/17 10:30am | 13U/5S | CRESTWOOD SC 2012 vs CFA - MIDWEST WINGS 2012 | 8 | CRESTWOOD SOCCER CLUB | No Dogs Permitted |
| 5848* | Sat 5/17 3:00pm |
12U/5S2 | CRESTWOOD SC 2013/14 vs KORA FC 2013 | 8 | CRESTWOOD SOCCER CLUB | No Dogs Permitted |
| 6771 | Sat 5/31 8:00am | 12U/5S2 | CRESTWOOD SC 2013/14 vs EVERGREEN UNITED FC 2013 | 8 | CRESTWOOD SOCCER CLUB | No Dogs Permitted |
| 7042 | Sat 5/31 10:30am | 13U/5S | CRESTWOOD SC 2012 vs CHICAGO CITY 2012 SOUTH | 8 | CRESTWOOD SOCCER CLUB | No Dogs Permitted |
| 11* | Sun 6/1 5:00pm |
12U/5S2 | CRESTWOOD SC 2013/14 vs VORTEX 2013 BLUE | 8 | CRESTWOOD SOCCER CLUB | No Dogs Permitted |