| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 2655* | Fri 9/5 6:30pm |
15U-FS/3N | CHICAGO MAGIC 2011 CUP vs CHICAGO FC UNITED 2011 SELECT I | 16 | DANNY CUNNIFF | South Large |
| 42 | Sat 9/6 9:00am | 9U/3N | CHICAGO MAGIC 2017 ELITE vs FC STARS 2017B SELECT | 16 | DANNY CUNNIFF | Small |
| 6697* | Sat 9/6 10:00am |
14U/3N | PALATINE CELTIC 2012 GREEN vs CHICAGO MAGIC 2012 CUP | 7 | CELTIC PARK FIELD | Grass 3 |
| 306 | Sat 9/6 11:00am | 11U/3E | OLYMPIACOS 2015 ELITE vs CHICAGO MAGIC 2015 | 4 | MAIN EAST HIGH SCHOOL | |
| 363 | Sat 9/6 12:00pm | 13U/4N | CHICAGO MAGIC 2013 CUP vs NSFC 2013 BLACK | 16 | DANNY CUNNIFF | South Large |
| 208* | Sun 9/7 9:00am |
10U/2E | CHICAGO MAGIC 2016 ELITE vs CHICAGO CITY 2016 ACADEMY I | 16 | DANNY CUNNIFF | Small |
| 43 | Sun 9/7 9:00am | 15U-FS/3N | CHICAGO MAGIC 2011 CUP vs ELITE S.C. 2011 BLACK | 16 | DANNY CUNNIFF | South Large |
| 541 | Sun 9/7 1:00pm | 15U-FS/3N | CHICAGO FC UNITED 2011 SELECT I vs CHICAGO MAGIC 2011 ELITE | 16 | LOYOLA ACADEMY GLENVIEW | Turf 7 - 11v11 |
| 958* | Sat 9/13 9:00am | 13U/4N | CHICAGO MAGIC 2013 CUP vs HOTC ELITE 2013 | 16 | DANNY CUNNIFF | |
| 1184 | Sat 9/13 11:00am | 9U/3N | ELA ELITE 2017 vs CHICAGO MAGIC 2017 ELITE | 1 | BUFFALO CREEK | 7v7 |
| 1675* | Sat 9/13 1:15pm |
11U/3E | LEO SOCCER SCHOOL 2015 vs CHICAGO MAGIC 2015 | 7 | HERITAGE PARK (WHEELING) | #9 |
| 1446 | Sat 9/13 1:30pm | 14U/3N | FC-1 ACADEMY 2012 SELECT BLUE vs CHICAGO MAGIC 2012 CUP | 16 | COMMUNITY PARK WEST (GLENVIEW) | 1 - (11 v 11) |
| 1689 | Sat 9/13 4:30pm | 10U/2E | CFA-JAHBAT B2016 GREEN vs CHICAGO MAGIC 2016 ELITE | 16 | ROBERT CROWN COMMUNITY CENTER | Field 3B 7v7 |
| 1700 | Sat 9/13 4:30pm | 12U/4N | NSFC 2014 BLACK vs CHICAGO MAGIC 2014 | 16 | LAKE FOREST HIGH SCHOOL WEST CAMPUS | Field 3 (9v9) |
| 1114 | Sun 9/14 10:30am | 15U-FS/3N | CHICAGO MAGIC 2011 ELITE vs CHICAGO MAGIC 2011 CUP | 16 | DANNY CUNNIFF | South Large |
| 1972* | Sun 9/14 11:00am |
12U/4N | CHICAGO MAGIC 2014 vs LIBERTYVILLE FC 1974-14C-SELECT 2 | 16 | LINCOLN SCHOOL SOCCER FIELD | |
| 4997* | Sun 9/14 3:30pm | 9U/3N | RUSH - WILMETTE WINGS 2017 PREMIER vs CHICAGO MAGIC 2017 ELITE | 16 | WILMETTE COMMUNITY PLAYFIELD | Field #15 |
| 3561* | Fri 9/19 6:00pm | 11U/3E | CHICAGO FC UNITED 2015 PRE-ACADEMY I vs CHICAGO MAGIC 2015 | 16 | WILLOW PARK | 1 |
| 1954 | Sat 9/20 10:15am | 10U/2E | CHICAGO MAGIC 2016 ELITE vs SPARTAN FC 2016 ELITE | 16 | DANNY CUNNIFF | Small |
| 1973* | Sat 9/20 11:00am |
15U-FS/3N | CHICAGO MAGIC 2011 ELITE vs ELITE S.C. 2011 BLACK | 16 | DANNY CUNNIFF | South Large |
| 2128 | Sat 9/20 12:00pm | 13U/4N | CHICAGO MAGIC 2013 CUP vs PEGASUS FC/1974 (2013) WHITE | 16 | DANNY CUNNIFF | South Large |
| 2309 | Sat 9/20 1:30pm | 14U/3N | CHICAGO MAGIC 2012 CUP vs PALATINE CELTIC 2012 GREEN | 16 | DANNY CUNNIFF | South Large |
| 1790 | Sun 9/21 9:00am | 15U-FS/3N | CHICAGO MAGIC 2011 CUP vs SCOUTS FC 2011 | 16 | DANNY CUNNIFF | South Large |
| 1789* | Sun 9/21 1:30pm | 11U/3E | CHICAGO MAGIC 2015 vs FCS LAKESHORE 2015 BOYS PREMIER | 16 | HERITAGE PARK (WHEELING) | #8 Grass |
| 5428* | Sun 9/21 2:30pm |
13U/4N | RUSH NORTH 2013 BLUE vs CHICAGO MAGIC 2013 CUP | 16 | NORTH PARK FIELDS | #7 |
| 6776* | Sun 9/21 3:00pm |
14U/3N | FC LAKE COUNTY 2012 SELECT vs CHICAGO MAGIC 2012 CUP | 1 | HUNT CLUB PARK | HC 1 |
| 2654 | Sat 9/27 9:00am | 9U/3N | CHICAGO MAGIC 2017 ELITE vs 60 UNITED - LFSA 2017 BLUE | 16 | DANNY CUNNIFF | Small |
| 2715 | Sat 9/27 9:00am | 12U/4N | LASC 2014 PREMIER vs CHICAGO MAGIC 2014 | 16 | LAKE VILLA TOWNSHIP SOCCER COMPLEX | Field D - 9v9 |
| 2830 | Sat 9/27 10:15am | 10U/2E | CHICAGO MAGIC 2016 ELITE vs BERBER CITY FC 2016 | 16 | DANNY CUNNIFF | Small |
| 2994 | Sat 9/27 12:00pm | 13U/4N | CHICAGO MAGIC 2013 CUP vs UESC - LAKE FC 2013 | 16 | DANNY CUNNIFF | South Large |
| 3181 | Sat 9/27 1:30pm | 14U/3N | CHICAGO MAGIC 2012 CUP vs IP-NUFC 2012 BLACK | 16 | DANNY CUNNIFF | South Large |
| 2850 | Sun 9/28 10:30am | 15U-FS/3N | CHICAGO MAGIC 2011 ELITE vs ROCKFORD OLYMPIC FC 2011 | 16 | DANNY CUNNIFF | South Large |
| 3020* | Sun 9/28 1:30pm |
11U/3E | FC-1 ACADEMY 2015 SELECT BLUE 1 vs CHICAGO MAGIC 2015 | 16 | COMMUNITY PARK WEST (GLENVIEW) | 3 - (9 v 9) |
| 243* | Sun 9/28 3:30pm | 12U/4N | PALATINE CELTIC 2014 GREEN vs CHICAGO MAGIC 2014 | 7 | CELTIC PARK FIELD | GRASS 5 |
| 557* | Thu 10/2 7:30pm |
14U/3N | LIBERTYVILLE FC 1974-12A-SELECT vs CHICAGO MAGIC 2012 CUP | 1 | LTSC FLD | 15 |
| 3728 | Sat 10/4 10:15am | 10U/2E | CHICAGO MAGIC 2016 ELITE vs PSG ACADEMY CHICAGO 2016 PRE-ACADEMY | 16 | DANNY CUNNIFF | Small |
| 5150* | Sat 10/4 1:00pm |
15U-FS/3N | PALATINE CELTIC 2011 GREEN vs CHICAGO MAGIC 2011 CUP | 7 | CELTIC PARK FIELD | TURF 1 |
| 3562 | Sun 10/5 9:00am | 15U-FS/3N | CHICAGO MAGIC 2011 CUP vs ROCKFORD OLYMPIC FC 2011 | 16 | DANNY CUNNIFF | South Large |
| 3560* | Sun 10/5 12:00pm |
9U/3N | CHICAGO MAGIC 2017 ELITE vs PEGASUS FC/1974 (2017) RED | 16 | DANNY CUNNIFF | Small |
| 4290 | Sun 10/5 4:00pm | 15U-FS/3N | PALATINE CELTIC 2011 GREEN vs CHICAGO MAGIC 2011 ELITE | 7 | CELTIC PARK FIELD | TURF 1 |
| 4584* | Fri 10/10 6:00pm |
15U-FS/3N | FC-1 ACADEMY 2011 SELECT BLUE vs CHICAGO MAGIC 2011 ELITE | 16 | COMMUNITY PARK WEST (GLENVIEW) | 6 |
| 3741* | Sat 10/11 9:00am |
12U/4N | CHICAGO MAGIC 2014 vs FC LAKE COUNTY 2014 SELECT 1 | 16 | LINCOLN SCHOOL SOCCER FIELD | |
| 4664 | Sat 10/11 11:00am | 10U/2E | PEGASUS FC/1974 (2016) BLUE vs CHICAGO MAGIC 2016 ELITE | 16 | WOODLAND PARK (DEERFIELD) | Small |
| 4737* | Sat 10/11 1:00pm |
13U/4N | CHICAGO MAGIC 2013 CUP vs FC LAKE COUNTY 2013 SELECT 1 | 16 | DANNY CUNNIFF | South Large |
| 4583* | Sun 10/12 9:00am |
12U/4N | HAWTHORN WOODS ELITE 2014 GREEN vs CHICAGO MAGIC 2014 | 1 | HERITAGE OAKS | |
| 1788* | Sun 10/12 12:00pm |
9U/3N | CHICAGO MAGIC 2017 ELITE vs NSFC 2017 ELITE | 16 | DANNY CUNNIFF | Small |
| 5261* | Sat 10/18 9:00am | 11U/3E | CHICAGO MAGIC 2015 vs UESC - LAKE FC 2015 | 16 | HERITAGE PARK (WHEELING) | # 8 Grass |
| 5433* | Sat 10/18 10:30am | 12U/4N | CHICAGO MAGIC 2014 vs 60 UNITED - VHSC 2014 BLUE | 16 | HERITAGE PARK (WHEELING) | # 8 Grass |
| 5508 | Sat 10/18 11:00am | 9U/3N | FCS TEAM EVANSTON 2017 BOYS ORANGE I vs CHICAGO MAGIC 2017 ELITE | 16 | JAMES PARK | #1 |
| 5602 | Sat 10/18 12:00pm | 15U-FS/3N | FC-1 ACADEMY 2011 SELECT BLUE vs CHICAGO MAGIC 2011 CUP | 16 | COMMUNITY PARK WEST (GLENVIEW) | 1 - (11 v 11) |
| 5706* | Sat 10/18 1:00pm | 10U/2E | FCS TEAM EVANSTON 2016 BOYS ORANGE I vs CHICAGO MAGIC 2016 ELITE | 16 | ROBERT CROWN COMMUNITY CENTER | 3 |
| 5406* | Sun 10/19 10:00am | 15U-FS/3N | SCOUTS FC 2011 vs CHICAGO MAGIC 2011 ELITE | 16 | ROUND LAKE AREA PARK DISTRICT (SPORTS CENTER) | |
| 5822 | Sun 10/19 2:00pm | 14U/3N | NSFC 2012 BLACK vs CHICAGO MAGIC 2012 CUP | 16 | LAKE FOREST HIGH SCHOOL WEST CAMPUS | Field 1 (11v11) |
| 6482 | Sat 10/25 12:00pm | 11U/3E | PRSC 2015 ORANGE II vs CHICAGO MAGIC 2015 | 4 | WOODLAND PARK | SE |
| 6536 | Sat 10/25 12:30pm | 13U/4N | PEGASUS FC/1974 (2013) WHITE vs CHICAGO MAGIC 2013 CUP | 16 | CLAVEY PARK | Large |
| 6620* | Sat 10/25 3:45pm |
9U/3N | NSFC 2017 ELITE vs CHICAGO MAGIC 2017 ELITE | 16 | LAKE FOREST HIGH SCHOOL WEST CAMPUS | Field 4 (7v7) |
| 6147 | Sun 10/26 9:00am | 15U-FS/3N | NA - ROUND LAKE JUNIORS 2011 SILVER vs CHICAGO MAGIC 2011 ELITE | 16 | ROUND LAKE AREA PARK DISTRICT (SPORTS CENTER) | |
| 6197 | Sun 10/26 9:30am | 12U/4N | PEGASUS FC/1974 (2014) BLACK vs CHICAGO MAGIC 2014 | 16 | CLAVEY PARK | Med |
| 6545 | Sun 10/26 1:00pm | 10U/2E | BVB IA CHICAGO 2016/17 YELLOW vs CHICAGO MAGIC 2016 ELITE | 7 | WOODLAND TRAILS PARK | |
| 6442* | Sun 10/26 3:00pm |
13U/4N | FC LAKE COUNTY 2013 SELECT 1 vs CHICAGO MAGIC 2013 CUP | 1 | HUNT CLUB PARK | HC 2 |
| 6859 | Sun 10/26 4:00pm | 15U-FS/3N | FORCE 2011B 8TH GRADE FALL vs CHICAGO MAGIC 2011 CUP | 1 | LIPPOLD PARK SOCCER COMPLEX | FIELD 4 |
| 4924* | Sat 11/1 3:00pm |
14U/3N | CHICAGO MAGIC 2012 CUP vs FC LAKE COUNTY 2012 SELECT | 16 | DANNY CUNNIFF | South Large |
| 4394* | Sun 11/2 9:00am |
11U/3E | CHICAGO MAGIC 2015 vs FC MIRAGE 2015 RED | 16 | WILLOW HILL PARK |