| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1793* | Wed 9/3 5:00pm |
12U/3S | CHICAGO INTER ROGUE FC 14/15 vs LEGACY SC 2014 PREMIER | 17 | CENTENNIAL PARK (LEMONT) | |
| 90 | Sat 9/6 9:00am | 8U-7V7/5S | LG CELTICS 2018/2019 BLACK vs LEGACY 2018 | 17 | ST. JOSEPH HIGH SCHOOL | 7v7 B |
| 169* | Sat 9/6 10:00am | 11U/4S2 | EVERGREEN UNITED FC 2015 vs LEGACY SC 2015 PREMIER | 17 | MACARTHUR PARK | |
| 269 | Sat 9/6 11:00am | 13U/4S | CHICAGO EMPIRE FC SOUTH 13/14 GOLD vs LEGACY SC 2013 | 33 | CAESAR PARK | 11v11 |
| 85* | Sat 9/6 2:00pm |
10U/5S | KORA FC 2016 ELITE vs LEGACY SC 2016 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 168* | Sat 9/6 2:00pm |
11U/5S2 | EU FURY FC 2015 vs LEGACY SC 2015 SELECT | 17 | DURKIN PARK | |
| 615 | Sat 9/6 2:00pm | 9U/5S | LEGACY SC 2017 vs CHICAGO UNITED 2017 STORM | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 864 | Sat 9/6 6:00pm | 12U/5S | LEGACY SC 2014 SELECT vs MT GREENWOOD KNIGHTS SC 14 | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 1492* | Sun 9/7 2:00pm |
15U-FS/4S | LEGACY SC 2011/12 vs UESC - NSA 2011/12 ACADEMY | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 3430* | Sun 9/7 4:00pm |
12U/3S | LEGACY SC 2014 PREMIER vs GESC 2014 CHICHO CUEVAS | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 6874* | Sun 9/7 4:00pm |
11U/5S2 | LEGACY SC 2015 SELECT vs NWI LIONS UNITED 2015 YELLOW II | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 3224* | Fri 9/12 5:30pm | 11U/5S2 | CHICAGO INTER ROGUE FC 2015 CITY vs LEGACY SC 2015 SELECT | 17 | CHICAGO INTER SOCCER COMPLEX | 9v9 |
| 1045 | Sat 9/13 10:00am | 12U/5S | CHICAGO UNITED 2014 LEGENDS vs LEGACY SC 2014 SELECT | 33 | ALTMAN PARK | 9v9 |
| 2070* | Sat 9/13 1:00pm |
15U-FS/4S | UESC - CHICAGOLAND 2011 SELECT NAVY OP vs LEGACY SC 2011/12 | 33 | COMMISSIONERS PARK (FRANKFORT) | |
| 1630 | Sat 9/13 3:00pm | 13U/4S | UESC - VORTEX 2013 vs LEGACY SC 2013 | 33 | CENTENNIAL PARK (ORLAND PARK) | |
| 1674 | Sat 9/13 4:00pm | 12U/3S | LEGACY SC 2014 PREMIER vs UESC - VORTEX 2014 | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 1672* | Sat 9/13 4:00pm | 10U/5S | LEGACY SC 2016 vs UESC - VORTEX 2016 | 26 | CACHEY PARK | 2 |
| 4468* | Sun 9/14 9:00am |
11U/4S2 | ORLAND PARK STING FC 2015 ELITE vs LEGACY SC 2015 PREMIER | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #3 (9v9 Large) |
| 2246* | Sun 9/14 10:00am |
13U/4S | CHICAGO EMPIRE FC 2013 BLUE vs LEGACY SC 2013 | 17 | OAK BROOK POLO FIELDS | B 11v11 |
| 1777* | Sun 9/14 1:30pm |
8U-7V7/5S | RUSH OSWEGO 2018 PREMIER vs LEGACY 2018 | 6 | PRAIRIE FEST PARK | 3 |
| 4124* | Sun 9/14 2:00pm |
12U/3S | NAZ UNITED F.C. - 2014 PREMIER vs LEGACY SC 2014 PREMIER | 17 | NAZARENE UNITED | |
| 4631* | Sun 9/14 3:00pm |
11U/5S2 | CHICAGO EMPIRE FC SOUTH 15/16 BLUE vs LEGACY SC 2015 SELECT | 33 | CAESAR PARK | 4v4, 7v7, 9v9 |
| 4520* | Sun 9/21 5:00pm |
10U/5S | LEGACY SC 2016 vs CHICAGO CITY 2016 SOUTH II | 26 | SPENCER SCHOOL CAMPUS | |
| 4815* | Sat 9/27 10:00am |
12U/3S | UESC - CHICAGOLAND 2014 SEL NAVY BB vs LEGACY SC 2014 PREMIER | 33 | CORNERSTONE CHURCH | 9v9 |
| 3248* | Sat 9/27 1:00pm | 15U-FS/4S | MUSTANGS UNITED FC 2011 SELECT vs LEGACY SC 2011/12 | 17 | FITZGERALD PARK | |
| 3244 | Sat 9/27 2:00pm | 9U/5S | LEGACY SC 2017 vs TESC 2017 PREMIER GREEN | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 3429 | Sat 9/27 4:00pm | 10U/5S | LEGACY SC 2016 vs UESC - CHICAGOLAND 2016 SEL OP | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 2607 | Sat 9/27 6:00pm | 12U/5S | LEGACY SC 2014 SELECT vs UESC - CHICAGOLAND 2014 SEL WHITE BB | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 1491* | Sun 9/28 12:00pm |
11U/4S2 | LEGACY SC 2015 PREMIER vs ORLAND PARK STING FC 2015 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 4378* | Sun 9/28 3:00pm |
8U-7V7/5S | CHICAGO EMPIRE FC 2018 BLUE 1 vs LEGACY 2018 | 17 | OAK BROOK POLO FIELDS | F 7v7 |
| 1490* | Sun 9/28 4:00pm |
9U/5S | LEGACY SC 2017 vs MWGFC 2017 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 5983* | Fri 10/3 5:15pm |
11U/5S2 | LEGACY SC 2015 SELECT vs WINDY CITY PRIDE 2015 | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 4031* | Sat 10/4 1:00pm | 9U/5S | PSG ACADEMY LEMONT 2017 vs LEGACY SC 2017 | 17 | CENTENNIAL PARK (LEMONT) | |
| 4117 | Sat 10/4 2:00pm | 8U-7V7/5S | LEGACY 2018 vs CHICAGO UNITED 2018 WARRIORS | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 4236 | Sat 10/4 3:00pm | 10U/5S | UESC - HF VIKINGS 2016 RED vs LEGACY SC 2016 | 33 | BICENTENNIAL PARK | |
| 4289* | Sat 10/4 4:00pm | 13U/4S | LEGACY SC 2013 vs UESC - VORTEX 2013 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 3261* | Sun 10/5 10:00am |
11U/4S2 | YOUNG WOLVES 2015 vs LEGACY SC 2015 PREMIER | 17 | LITHUANIAN WORLD CENTER | |
| 4119 | Sun 10/5 2:00pm | 15U-FS/4S | LEGACY SC 2011/12 vs EU FURY FC 2011/2012 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 3431* | Sun 10/5 2:00pm | 13U/4S | LEGACY SC 2013 vs NAZ UNITED F.C. - 2013 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 5984* | Sun 10/5 2:00pm |
12U/3S | LEGACY SC 2014 PREMIER vs RUSH SOUTH 2014 BLUE | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 4288* | Sun 10/5 2:00pm |
11U/5S2 | LEGACY SC 2015 SELECT vs KORA FC 2015 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 3198* | Sun 10/5 3:30pm |
8U-7V7/5S | LTSC 2018/19 TRAVEL WHITE vs LEGACY 2018 | 17 | WALKER PARK | 7v7 |
| 4437* | Sat 10/11 11:00am |
12U/5S | KCSA 2014 BLACK vs LEGACY SC 2014 SELECT | 32 | KCSA SOCCER FIELDS | |
| 1489* | Sat 10/11 4:30pm |
8U-7V7/5S | LEGACY 2018 vs EVERGREEN UNITED FC 2018/2019 | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 1893* | Sun 10/12 9:15am | 11U/5S2 | NWI LIONS UNITED 2015 YELLOW II vs LEGACY SC 2015 SELECT | 8 | NWI CHESTERTON SOCCER FIELDS | |
| 4347* | Sun 10/12 10:00am |
12U/5S | LEGACY SC 2014 SELECT vs YOUNG WOLVES 2014 | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 4819* | Sun 10/12 12:00pm |
13U/4S | WCOB SOCCER LAB 2013/14 vs LEGACY SC 2013 | 17 | CENTENNIAL PARK (LEMONT) | |
| 4780* | Sun 10/12 12:00pm | 9U/5S | MUSTANGS UNITED FC 2017 vs LEGACY SC 2017 | 17 | MARTIN PARK | |
| 4118* | Sun 10/12 4:30pm |
11U/4S2 | LEGACY SC 2015 PREMIER vs RUSH SOUTH 2015 BLUE | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 5396 | Sat 10/18 10:00am | 9U/5S | MT GREENWOOD KNIGHTS SC 2017 vs LEGACY SC 2017 | 32 | MT GREENWOOD PARK | 1 |
| 517* | Sat 10/18 1:00pm |
15U-FS/4S | LTSC 2011 SELECT vs LEGACY SC 2011/12 | 17 | LYONS TOWNSHIP HS NORTH CAMPUS | 11v11 |
| 5735 | Sat 10/18 1:00pm | 12U/5S | ORLAND PARK STING FC 2014 SELECT vs LEGACY SC 2014 SELECT | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #3 (9v9 Large) |
| 5817 | Sat 10/18 2:00pm | 11U/4S2 | LEGACY SC 2015 PREMIER vs EVERGREEN UNITED FC 2015 | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 5985* | Sat 10/18 4:00pm | 13U/4S | LEGACY SC 2013 vs ORLAND PARK STING FC 2013 SELECT 1 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 5982 | Sat 10/18 4:00pm | 10U/5S | LEGACY SC 2016 vs ORLAND PARK STING FC 2016 SELECT | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 6876* | Sun 10/19 3:00pm | 13U/4S | LEGACY SC 2013 vs WCOB SOCCER LAB 2013/14 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 5818* | Sun 10/19 4:30pm |
15U-FS/4S | LEGACY SC 2011/12 vs ECLIPSE 2011/2012 SOLAR NAPERVILLE | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 4633* | Sat 10/25 9:30am |
15U-FS/4S | CHICAGO EMPIRE FC 2011 BLUE vs LEGACY SC 2011/12 | 17 | OAK BROOK POLO FIELDS | D 11v11 |
| 6524 | Sat 10/25 12:30pm | 11U/4S2 | RUSH SOUTH 2015 BLUE vs LEGACY SC 2015 PREMIER | 33 | LYONDELL PARK (MORRIS) | 9v9 |
| 6685 | Sat 10/25 2:00pm | 9U/5S | LEGACY SC 2017 vs WINDY CITY PRIDE 2017 | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 6684 | Sat 10/25 2:00pm | 8U-7V7/5S | LEGACY 2018 vs RUSH OSWEGO 2018 PREMIER | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 6875 | Sat 10/25 4:00pm | 12U/3S | LEGACY SC 2014 PREMIER vs AYSO 300 UNITED 2014 BLUE | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 6944* | Sat 10/25 5:00pm | 12U/5S | RANGERS SOCCER ACADEMY 2014 vs LEGACY SC 2014 SELECT | 33 | ALTMAN PARK | |
| 6873* | Sat 10/25 6:00pm |
10U/5S | LEGACY SC 2016 vs CHICAGO CITY 2016 SOUTH II | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 5816* | Sun 10/26 10:00am |
8U-7V7/5S | LEGACY 2018 vs CHICAGO EMPIRE FC SOUTH 18/19 GOLD | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 802* | Sun 10/26 10:00am |
12U/3S | BERWYN BLAZERS 2014 vs LEGACY SC 2014 PREMIER | 17 | FREEDOM PARK (BERWYN) | |
| 2367* | Sun 10/26 2:00pm |
11U/4S2 | LEGACY SC 2015 PREMIER vs TINLEY PARK BOBCATS 2015/16 GOLD | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 1673* | Sun 10/26 4:00pm |
11U/5S2 | LEGACY SC 2015 SELECT vs CHICAGO CITY 2015 SOUTH | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 3515* | Sun 10/26 5:00pm |
12U/5S | LEGACY SC 2014 SELECT vs CHICAGO KICS 2014 BLUE (SOUTH) | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 2194* | Sat 11/1 9:00am |
9U/5S | ORLAND PARK STING FC 2017 ELITE vs LEGACY SC 2017 | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #7 (7v7) |
| 6686* | Sat 11/1 12:00pm |
15U-FS/4S | LEGACY SC 2011/12 vs BERWYN BLAZERS 2011 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 1842* | Sat 11/1 3:00pm | 10U/5S | KORA FC 2016 ACADEMY vs LEGACY SC 2016 | 26 | EAGLE RIDGE II PARK | Soccer 2 |