| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 39* | Sat 4/25 9:00am |
12U/4CITY1 | CHICAGO CELTIC SC 2014 WHITE II vs CHICAGO CITY 2014 II | 4 | EDISON PARK ELEMENTARY | |
| 2209* | Sat 4/25 9:00am |
9U/5E | TREVIAN 2017 GRAY PREDATOR vs CHICAGO CITY 2017/18 - CROATIA SC | 16 | FOX MEADOW | 7v7- East Field |
| 2334* | Sat 4/25 9:00am |
9U/3E | CHICAGO CITY 2017 ACADEMY I vs CFYSC 2017B SELECT | 16 | LA SALLE LANGUAGE ACADEMY | |
| 3271* | Sat 4/25 9:00am | 10U/2S | UESC - CHICAGOLAND 2016 SEL BB vs CHICAGO CITY 2016 SOUTH I | 35 | CORNERSTONE CHURCH | |
| 2093* | Sat 4/25 9:15am |
9U/4S | MILLENNIUM SOCCER ACADEMY 2017B BLACK vs CHICAGO CITY 2017 SOUTH I | 8 | SPARTA DOME | Field #3 |
| 2839* | Sat 4/25 9:15am |
14U/2NE | CHICAGO CITY 2012 I vs LASC 2012 PREMIER | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2201 | Sat 4/25 10:15am | 12U/4CITY2 | CFYSC 2014B SELECT RED vs CHICAGO CITY 2014 LOOP I | 17 | FIRE PITCH | 9v9 Pitch 1-A |
| 2371* | Sat 4/25 10:30am |
12U/3E | CHICAGO CELTIC SC 2014 GREEN vs CHICAGO CITY 2014 I | 4 | EDISON PARK ELEMENTARY | |
| 2736* | Sat 4/25 10:30am |
11U/5E1 | CHICAGO CITY 2015 III vs PRSC 2015 BLUE | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 892* | Sat 4/25 11:00am |
10U/3E | CHICAGO CITY 2016 - CROATIA SC vs PRSC 2016 WHITE | 4 | EMERSON MIDDLE SCHOOL | NC |
| 2374 | Sat 4/25 12:00pm | 8U-7V7/5E1 | CHICAGO CITY 2018 III vs FC MIRAGE 2019 | 16 | LA SALLE LANGUAGE ACADEMY | |
| 2468 | Sat 4/25 12:30pm | 11U/5CITY | CHICAGO CITY 2015 LOOP I vs CHICAGO KICS 2015 WHITE (CITY) | 16 | BRITISH SCHOOL TURF | |
| 2480* | Sat 4/25 12:30pm |
17U/2NW | CHICAGO CITY 2009 I vs IPROSKILLS 2010/2009 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2628* | Sat 4/25 12:45pm |
10U/4CITY | CFYSC 2016B SELECT WHITE vs CHICAGO CITY 2016 LOOP I | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 2540* | Sat 4/25 1:30pm |
9U/4CITY | PSG ACADEMY CHICAGO 2017 BLUE I vs CHICAGO CITY 2017 ACADEMY II | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 2577* | Sat 4/25 1:30pm | 13U/3E | RUSH NORTH SHORE 2013 PREMIER vs CHICAGO CITY 2013 LOOP I | 16 | WILLOW HILL PARK | |
| 2735* | Sat 4/25 1:30pm |
11U/4E1 | CHICAGO CITY 2015 I vs CHICAGO MAGIC 2015 | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 3599* | Sat 4/25 1:30pm | 10U/5CITY2 | CHICAGO CITY 2016 IV vs CHICAGO CITY 2016 V | 16 | LA SALLE LANGUAGE ACADEMY | |
| 386* | Sat 4/25 2:00pm* Submitted | 10U/1 | CHICAGO CITY PUMAS 2016 GOLD vs CHICAGO RAIDERS 2016/17 | 10 | ELGIN SPORTS COMPLEX | 21 |
| 2281* | Sat 4/25 2:00pm |
12U/4S2 | CHICAGO CITY 2014 SOUTH vs CFA - MIDWEST WINGS 2014 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 2285* | Sat 4/25 2:00pm |
10U/3CITY | CHICAGO KICS 2016 BLACK (CITY) vs CHICAGO CITY 2016 ACADEMY II | 25 | DUNBAR GRASS | 7 v 7 |
| 2499* | Sat 4/25 2:00pm* Submitted | 10U/4W | CHICAGO CITY PUMAS 2016 BLUE vs NAFC KRAKEN 2016 PURPLE | 10 | ELGIN SPORTS COMPLEX | 21 |
| 391* | Sat 4/25 3:00pm |
15U-SPRING/5E | CFA-JAHBAT FC B2011 GREEN vs CHICAGO CITY 2011 III | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | 11v11 Grass Field |
| 1009* | Sat 4/25 3:00pm | 14U/3S | CHICAGO CITY 2012 BLACK KANKAKEE vs MIDWEST ELITE SC 2012 | 32 | KCSA SOCCER FIELDS | 1 |
| 2734 | Sat 4/25 3:00pm | 10U/5CITY1 | CHICAGO CITY 2016 III vs PSG ACADEMY CHICAGO 2016 BLUE | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 2737 | Sat 4/25 3:00pm | 12U/4CITY2 | CHICAGO CITY 2014 IV vs NW 2014B PREMIER II | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2458* | Sat 4/25 3:00pm* Submitted | 8U-7V7/5W2 | CHICAGO CITY PUMAS 2019 vs CHICAGO EMPIRE FC 2018 BLUE 2 | 10 | ELGIN SPORTS COMPLEX | 2 |
| 2807 | Sat 4/25 3:15pm | 10U/4CITY | CFYSC 2016B SELECT RED vs CHICAGO CITY 2016 I | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 2840 | Sat 4/25 4:00pm | 14U/5E | CHICAGO CITY 2012 IV vs PSG 2012 EVANSTON & NORTHSHORE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 2889 | Sat 4/25 4:30pm | 13U/2E | CFYSC 2014B PREMIER vs CHICAGO CITY 2013 I | 17 | FIRE PITCH | 11v11 Pitch 1 |
| 2738* | Sat 4/25 4:45pm |
9U/5CITY | CHICAGO CITY 2017 I vs PSG ACADEMY CHICAGO 2017 BLUE II | 16 | LA SALLE LANGUAGE ACADEMY | |
| 2909 | Sat 4/25 5:00pm | 12U/2E | CHICAGO CITY 2014 ACADEMY II vs DEPORTIVO 2014 EVO-PFC | 16 | BRITISH SCHOOL TURF | |
| 2868* | Sat 4/25 5:45pm |
16U/2NE | CHICAGO CITY 2010 II vs RUSH NORTH SHORE 2010 PREMIER | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 4530* | Sat 4/25 6:30pm |
12U/4CITY1 | PSG ACADEMY CHICAGO 2014 RED vs CHICAGO CITY 2014 III | 16 | CRANE HIGH SCHOOL - USE FOR 9V9 GAMES ONLY | |
| 1990* | Sat 4/25 7:00pm |
17U/3CITY | ACADEMIA ATLAS FC 2009/10 SELECT vs CHICAGO CITY 2009 II | 32 | LAWLER PARK (CHICAGO) | |
| 986* | Sun 4/26 8:00am |
15U-SPRING/3N | CFYSC 2011B PREMIER WHITE vs CHICAGO CITY 2011 I | 17 | FOSTER AVENUE FIELDS | |
| 5702* | Sun 4/26 8:30am |
10U/3E | CHICAGO CELTIC SC 2016 GREEN vs CHICAGO CITY 2016 - CROATIA SC | 4 | HITCH ELEMENTARY SCHOOL | |
| 2027 | Sun 4/26 9:00am | 15U-SPRING/4E | CHICAGO CITY 2011 II vs PRSC PREMIER 2011 BLACK | 16 | CLARK PARK | |
| 2245* | Sun 4/26 9:15am |
11U/4E2 | OPRF ALLIANCE 2015 vs CHICAGO CITY 2015 II | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 1292* | Sun 4/26 10:00am |
9U/4S | UESC - VORTEX 2017/2018 vs CHICAGO CITY 2017 SOUTH I | 35 | CACHEY PARK | |
| 2147* | Sun 4/26 10:00am* Submitted | 11U/3W2 | CHICAGO CITY PUMAS 2015 vs WHEATON UNITED 2015 ACADEMY BLUE | 10 | ELGIN SPORTS COMPLEX | 8 |
| 2148* | Sun 4/26 10:00am* Submitted | 7U-4V4/W | CHICAGO CITY PUMAS 2019 vs WC LIONS ACADEMY BOYS 2019/20 | 66 | ELGIN SPORTS COMPLEX | 2 |
| 7224* | Sun 4/26 10:00am |
12U/2E | GREEN WHITE 2014 GRUN vs CHICAGO CITY 2014 ACADEMY II | 7 | METRO MAJEWSKI PARK | Field #2 |
| 2259 | Sun 4/26 10:30am | 15U-SPRING/5E | CHICAGO CITY 2011 III vs CHICAGO KICS 2011 PRE-ACADEMY III (CITY) | 16 | CLARK PARK | |
| 3642* | Sun 4/26 10:30am | 12U/4CITY2 | CHICAGO CITY 2014 LOOP I vs CHICAGO KICS 2014 BLUE (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2301 | Sun 4/26 11:00am | 13U/4CITY | FC STARS POWERSTRIKERS 2013B vs CHICAGO CITY 2013 II | 16 | NORTHEASTERN IL UNIVERSITY | |
| 2372* | Sun 4/26 12:00pm* Submitted | 10U/1 | CHICAGO CITY PUMAS 2016 GOLD vs CFA - COSMOS FC 2016 | 10 | ELGIN SPORTS COMPLEX | 4 |
| 5565* | Sun 4/26 12:00pm |
12U/4CITY1 | CHICAGO CITY 2014 III vs CHICAGO KNIGHTS 2014/2015 | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 6921* | Sun 4/26 12:00pm | 16U/2NE | HOTC ELITE 2010 BLACK vs CHICAGO CITY 2010 II | 16 | WAUKEGAN SPORTS PARK | 9 |
| 438* | Sun 4/26 12:30pm |
12U/3E | OPRF ALLIANCE 2014 vs CHICAGO CITY 2014 I | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 7395* | Sun 4/26 12:30pm |
19U/3N | LIBERTYVILLE FC 1974-2007/2008B-WOODSTOCK vs CHICAGO CITY 2007/2008 I | 16 | EMRICSON FIELD | |
| 2324* | Sun 4/26 1:00pm |
16U/2S | CHICAGO CITY 2010/2011 SOUTH vs NWI LIONS UNITED 2010 YELLOW | 26 | CENTENNIAL PARK (ORLAND PARK) | #4 |
| 2508 | Sun 4/26 1:00pm | 10U/4S | CHICAGO UNITED 2016 FALCONS vs CHICAGO CITY 2016 SOUTH II | 35 | ALTMAN PARK | 7v7 |
| 2516 | Sun 4/26 1:00pm | 10U/4CITY | FC STARS POWERSTRIKERS 2016B vs CHICAGO CITY 2016 II | 16 | NORTHEASTERN IL UNIVERSITY | |
| 2561* | Sun 4/26 1:30pm |
11U/3E | CHICAGO CITY 2015 ACADEMY II vs CFYSC 2015B SELECT | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2624* | Sun 4/26 2:00pm* Submitted | 9U/3NW | CHICAGO CITY PUMAS 2017 vs ROCKFORD RAPTORS 2017 | 10 | ELGIN SPORTS COMPLEX | 4 |
| 2659 | Sun 4/26 2:00pm | 14U/3S | LITHS SC 2012 vs CHICAGO CITY 2012 BLACK KANKAKEE | 17 | LITHUANIAN WORLD CENTER | 11v11 |
| 1237* | Sun 4/26 3:00pm |
12U/4CITY2 | CHICAGO CITY 2014 IV vs CFYSC 2014B SELECT RED | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2029* | Sun 4/26 3:00pm |
8U-7V7/4E | CHICAGO CITY 2018 I vs RUSH - WILMETTE WINGS 2018 PREMIER | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 2608* | Sun 4/26 3:00pm |
10U/5CITY2 | PSG ACADEMY WEST TOWN 2016 vs CHICAGO CITY 2016 IV | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | 7v7 |
| 7723* | Sun 4/26 3:00pm | 14U/2NE | PSG ACADEMY CHICAGO 2012 PRE-ACADEMY vs CHICAGO CITY 2012 I | 16 | BENITO JUAREZ HIGH SCHOOL | |
| 962* | Sun 4/26 3:30pm |
9U/5E | NORRIDGE UNITED 2017 SELECT vs CHICAGO CITY 2017/18 - CROATIA SC | 4 | NORRIDGE PARK | |
| 2805* | Sun 4/26 4:00pm* Submitted | 12U/4W | CHICAGO CITY PUMAS 2014 vs TCSA 2014 ENERGY CITY | 10 | ELGIN SPORTS COMPLEX | 8 |
| 3508* | Sun 4/26 4:00pm |
16U/3CITY | CHICAGO CITY 2010 LOOP I vs CFYSC 2010B PREMIER WHITE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 7301* | Sun 4/26 4:30pm |
12U/4CITY1 | CHICAGO CITY 2014 II vs PSG ACADEMY CHICAGO 2014 RED | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 2898* | Sun 4/26 5:00pm | 14U/4CITY | ACADEMIA ATLAS 2012 BLACK vs CHICAGO CITY 2012 III | 32 | MICHAEL LOONEY PARK | |
| 3810* | Sun 4/26 5:30pm |
14U/3E | NW 2012B PREMIER I vs CHICAGO CITY 2012 II | 17 | CLARK PARK | |
| 2948 | Sun 4/26 5:45pm | 16U/3CITY | CHICAGO CITY 2010 III vs CHICAGO KICS 2010 PA I (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2596* | Sun 4/26 6:00pm |
12U/4S2 | UESC - CHICAGOLAND 2014 SEL WHITE BB vs CHICAGO CITY 2014 BLACK KANKAKEE | 35 | DYNAMO FIELD | 9v9 |
| 1042* | Sun 4/26 6:30pm | 11U/1N | CHICAGO CITY 2015 - CROATIA SC vs PEGASUS FC/1974 2015 RED | 16 | JAYCEE PARK (DEERFIELD) | |
| 2665* | Wed 4/29 6:00pm |
11U/1N | PRSC 2015 ORANGE I vs CHICAGO CITY 2015 - CROATIA SC | 4 | WOODLAND PARK | SE |
| 2992* | Fri 5/1 7:00pm |
12U/4S2 | CHICAGO CITY 2014 BLACK KANKAKEE vs CHICAGO CITY 2014 SOUTH | 32 | JP SPORTS COMPLEX | |
| 3149* | Fri 5/1 7:00pm |
11U/3W2 | CHICAGO CITY PUMAS 2015 vs BARCA ACADEMY CHICAGO 2015 GRANA | 10 | ELGIN SPORTS COMPLEX | 9v9 |