| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1087* | Sat 4/11 2:00pm | 9U/1 | GLEN ELLYN LAKERS 2017 ELITE vs OLYMPIACOS 2017 ELITE | 17 | ACKERMAN PARK | TURF WEST (7v7) |
| 2002* | Sat 4/11 4:00pm rainout |
8U-5V5/4N | OLYMPIACOS 2018 vs LIBERTYVILLE FC 1974 DRAGONS 2018/2019 | 4 | MAIN EAST HIGH SCHOOL | |
| 5422* | Sun 4/12 10:00am |
10U/4NW2 | SAA UNITED SC 2016 RED I vs OLYMPIACOS 2016 PREMIER | 7 | OLYMPIC PARK FIELD | #5A |
| 264 | Sun 4/12 10:30am | 12U/3E | NW 2014B PREMIER I vs OLYMPIACOS 2014 ELITE | 17 | UIC TURF FIELD EAST | |
| 548 | Sun 4/12 1:00pm | 9U/4E | NORRIDGE UNITED 2017 PREMIER vs OLYMPIACOS 2017 PREMIER | 4 | NORRIDGE PARK | |
| 931* | Sun 4/12 5:30pm |
13U/4E | IP-SKOMOR 2013 SELECT vs OLYMPIACOS 2013/2014 ELITE | 16 | GOLF MIDDLE SCHOOL | |
| 997 | Sun 4/19 7:45am | 12U/3E | IPROSKILLS 2014 SELECT ACADEMY vs OLYMPIACOS 2014 ELITE | 16 | ROGERS PARK | |
| 3511* | Sun 4/19 11:30am |
9U/1 | FC MIRAGE 2017 RED vs OLYMPIACOS 2017 ELITE | 16 | WILLOW HILL PARK | 7v7 A |
| 4254* | Sun 4/19 12:00pm |
11U/4E2 | OPRF ALLIANCE 2015 vs OLYMPIACOS 2015 PREMIER | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 2492* | Sun 4/19 3:00pm |
10U/2E | BVB IA CHICAGO 2016/2017 YELLOW vs OLYMPIACOS 2016 ELITE | 7 | WOODLAND TRAILS PARK | |
| 2663* | Thu 4/23 5:00pm |
13U/4E | OLYMPIACOS 2013/2014 ELITE vs FC STARS 2013B SELECT | 4 | MAIN EAST HIGH SCHOOL | 11v11 |
| 3443* | Wed 4/29 5:45pm |
11U/4E2 | OLYMPIACOS 2015 PREMIER vs IP-SKOMOR 2015 PREMIER | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 1337* | Fri 5/1 6:30pm |
11U/2E | OLYMPIACOS 2015 ELITE vs CFA- JAHBAT FC B2015 GREEN | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 3001 | Sat 5/2 8:00am | 8U-5V5/4N | OLYMPIACOS 2018 vs CFYSC 2019B SELECT | 4 | MAIN EAST HIGH SCHOOL | |
| 3139 | Sat 5/2 9:30am | 10U/2E | OLYMPIACOS 2016 ELITE vs CHICAGO CITY 2016 ACADEMY I | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 3235 | Sat 5/2 10:30am | 12U/3E | CHICAGO CITY 2014 I vs OLYMPIACOS 2014 ELITE | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 3263* | Sat 5/2 11:00am |
10U/4NW2 | OLYMPIACOS 2016 PREMIER vs BARCA ACADEMY CHICAGO 2016 VERD | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 3597 | Sat 5/2 1:30pm | 11U/2E | CHICAGO CELTIC SC 2015 GREEN vs OLYMPIACOS 2015 ELITE | 4 | EDISON PARK ELEMENTARY | |
| 3067* | Sun 5/3 10:00am |
11U/2E | FCS LAKESHORE 2015 BOYS PREMIER vs OLYMPIACOS 2015 ELITE | 16 | JAMES PARK | 2 |
| 19* | Sun 5/3 10:30am |
8U-5V5/4N | OLYMPIACOS 2018 vs NORRIDGE UNITED 2018 PREMIER | 4 | MAIN EAST HIGH SCHOOL | |
| 3232 | Sun 5/3 10:30am | 13U/4E | CHICAGO CELTIC SC 2013 WHITE vs OLYMPIACOS 2013/2014 ELITE | 4 | REDMOND PARK | |
| 674* | Sun 5/3 11:00am |
9U/1 | LASC 2017 PREMIER vs OLYMPIACOS 2017 ELITE | 16 | LAKE VILLA TOWNSHIP SOCCER COMPLEX | Field A - 7v7 |
| 187* | Sun 5/3 12:00pm | 10U/2E | IPROSKILLS 2016 NEON vs OLYMPIACOS 2016 ELITE | 16 | ROGERS PARK | #2 |
| 437* | Sun 5/3 12:30pm |
11U/4E2 | OLYMPIACOS 2015 PREMIER vs PSG ACADEMY CHICAGO 2015 BLUE | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 4040* | Sun 5/3 3:30pm |
9U/4E | PEGASUS FC/1974 2017 BLACK vs OLYMPIACOS 2017 PREMIER | 16 | BRICKYARD | |
| 2651* | Sun 5/3 6:00pm |
10U/4NW2 | HUSSARS UNITED 2016 vs OLYMPIACOS 2016 PREMIER | 35 | ALGONQUIN MIDDLE SCHOOL (DES PLAINES) | |
| 2680* | Tue 5/5 6:00pm |
12U/3E | OLYMPIACOS 2014 ELITE vs FC STARS 2014B BLACK | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 325* | Wed 5/6 6:30pm |
11U/2E | OLYMPIACOS 2015 ELITE vs RUSH - WILMETTE WINGS 2015 PREMIER | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 1146* | Fri 5/8 6:00pm |
10U/2E | OLYMPIACOS 2016 ELITE vs PRSC 2016 ORANGE | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 4055 | Sat 5/9 8:30am | 9U/1 | OLYMPIACOS 2017 ELITE vs CFYSC 2017B PREMIER RED | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 4271* | Sat 5/9 9:00am |
11U/2E | CHICAGO FC UNITED 2015 ACADEMY TEAM II vs OLYMPIACOS 2015 ELITE | 16 | VERNON HILLS ATHLETIC COMPLEX | Grass - 9v9 |
| 4669 | Sat 5/9 2:00pm | 12U/3E | OLYMPIACOS 2014 ELITE vs CHICAGO CELTIC SC 2014 GREEN | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 4793* | Sat 5/9 6:15pm |
10U/2E | CFYSC 2017B PREMIER vs OLYMPIACOS 2016 ELITE | 17 | FIRE PITCH | 7v7 Pitch 2-A |
| 4755* | Sun 5/10 3:00pm | 8U-5V5/4N | NORRIDGE UNITED 2018 PREMIER vs OLYMPIACOS 2018 | 4 | NORRIDGE PARK | |
| 4989 | Sat 5/16 8:30am | 9U/1 | OLYMPIACOS 2017 ELITE vs CSA 2017 B BLUE | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 5023* | Sat 5/16 9:00am | 11U/2E | RUSH - WILMETTE WINGS 2015 PREMIER vs OLYMPIACOS 2015 ELITE | 16 | WEST PARK | |
| 4651* | Sat 5/23 12:00pm |
13U/4E | OLYMPIACOS 2013/2014 ELITE vs CFA- JAHBAT FC B2014 GREEN | 4 | MAIN EAST HIGH SCHOOL | 11v11 |
| 4975* | Sat 5/23 1:00pm |
8U-5V5/4N | OLYMPIACOS 2018 vs EGSC 2018 ELITE | 4 | MAIN EAST HIGH SCHOOL | |
| 2158* | Sun 5/24 10:00am | 9U/4E | FC STARS 2017B SELECT vs OLYMPIACOS 2017 PREMIER | 16 | NILES WEST HIGH SCHOOL | Grass Fields 2 |
| 265* | Sun 5/24 1:30pm |
10U/4NW2 | OLYMPIACOS 2016 PREMIER vs FORCE 2016B CL PREMIER WHITE | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 5660* | Thu 5/28 6:00pm* Submitted |
12U/3E | OLYMPIACOS 2014 ELITE vs OPRF ALLIANCE 2014 | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 6621* | Sat 5/30 8:30am |
12U/3E | OLYMPIACOS 2014 ELITE vs CFYSC 2014B SELECT WHITE | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 2014* | Sat 5/30 9:00am |
9U/1 | FORCE 2017B ELITE BLUE vs OLYMPIACOS 2017 ELITE | 14 | LIPPOLD PARK SOCCER COMPLEX | #6 |
| 6097 | Sat 5/30 9:30am | 9U/4E | OLYMPIACOS 2017 PREMIER vs PRSC 2017 WHITE | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 6170 | Sat 5/30 10:15am | 11U/4E2 | CFYSC 2016B PREMIER RED vs OLYMPIACOS 2015 PREMIER | 17 | FIRE PITCH | 9v9 Pitch 1-A |
| 6260 | Sat 5/30 11:00am | 11U/2E | OLYMPIACOS 2015 ELITE vs FC STARS 2015B BLACK | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 6497* | Sat 5/30 1:00pm | 8U-5V5/4N | WCOB FC 2018 SELECT vs OLYMPIACOS 2018 | 17 | CENTRAL PARK NORTH - KENSINGTON RD. ENTRANCE | FIELD 9 |
| 6446* | Sat 5/30 1:00pm | 10U/2E | FCS TEAM EVANSTON 2016 BOYS ORANGE I vs OLYMPIACOS 2016 ELITE | 16 | ROBERT CROWN COMMUNITY CENTER | 2 |
| 6595 | Sat 5/30 2:00pm | 13U/4E | OLYMPIACOS 2013/2014 ELITE vs NORRIDGE UNITED 2013 PREMIER | 4 | MAIN EAST HIGH SCHOOL | 11v11 |
| 2331* | Sun 5/31 9:00am |
11U/4E2 | YSI FC 2015 vs OLYMPIACOS 2015 PREMIER | 17 | HAWTHORNE SCHOLASTIC ACADEMY | |
| 5985* | Sun 5/31 10:00am |
9U/1 | OLYMPIACOS 2017 ELITE vs AAC EAGLES CHICAGO 2017 RED | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 5643* | Sun 5/31 3:30pm |
13U/4E | OLYMPIACOS 2013/2014 ELITE vs FC MIRAGE 2013 BLACK | 4 | MAIN EAST HIGH SCHOOL | 11v11 |
| 6755 | Sun 5/31 3:30pm | 10U/4NW2 | ELITE S.C. 2016 RED vs OLYMPIACOS 2016 PREMIER | 7 | UDALL PARK | 7v7 |
| 3140* | Sun 5/31 6:30pm |
9U/4E | OLYMPIACOS 2017 PREMIER vs CFA-JAHBAT FC B2017 GREEN | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 7357* | Sat 6/6 8:00am |
13U/4E | PRSC 2013 SILVER I vs OLYMPIACOS 2013/2014 ELITE | 4 | WOODLAND PARK | SW |
| 7050 | Sat 6/6 9:30am | 9U/4E | OLYMPIACOS 2017 PREMIER vs CHICAGO CELTIC SC 2017 WHITE II | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 7110 | Sat 6/6 10:00am | 12U/3E | PRSC 2014 WHITE vs OLYMPIACOS 2014 ELITE | 4 | WOODLAND PARK | NE |
| 7352* | Sat 6/6 12:30pm |
11U/4E2 | OLYMPIACOS 2015 PREMIER vs CFYSC 2016B PREMIER RED | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 7612 | Sat 6/6 2:00pm | 9U/1 | PRSC 2017 ORANGE vs OLYMPIACOS 2017 ELITE | 4 | EMERSON MIDDLE SCHOOL | NC |
| 7245* | Sat 6/6 4:30pm |
11U/2E | OLYMPIACOS 2015 ELITE vs CHICAGO FC UNITED 2015 ACADEMY TEAM II | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 7049* | Sat 6/6 5:30pm |
10U/2E | OLYMPIACOS 2016 ELITE vs BVB IA CHICAGO 2016/2017 YELLOW | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 1147* | Sun 6/7 10:00am |
9U/4E | OLYMPIACOS 2017 PREMIER vs CHICAGO CELTIC SC 2017 WHITE | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 1372* | Sun 6/7 12:00pm | 8U-5V5/4N | EGSC 2018 ELITE vs OLYMPIACOS 2018 | 7 | COMMUNITY ATHLETIC FIELDS | |
| 5413* | Sun 6/7 12:00pm |
11U/4E2 | OLYMPIACOS 2015 PREMIER vs CHICAGO CITY 2015 II | 4 | MAIN EAST HIGH SCHOOL | 9v9 |
| 5114* | Sun 6/7 1:30pm |
10U/2E | OLYMPIACOS 2016 ELITE vs IPROSKILLS 2016 NEON | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 7182* | Sun 6/7 5:00pm |
10U/4NW2 | OLYMPIACOS 2016 PREMIER vs HUSSARS UNITED 2016 | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 1860* | Sun 6/7 7:30pm | 13U/4E | LAKERS FC 13/14 PREMIER GREEN vs OLYMPIACOS 2013/2014 ELITE | 17 | ACKERMAN PARK | TURF (11v11) |
| 1727* | Sat 6/13 9:00am |
11U/4E2 | CHICAGO CELTIC SC 2015 WHITE vs OLYMPIACOS 2015 PREMIER | 4 | EDISON PARK ELEMENTARY | |
| 7230* | Sat 6/13 9:00am | 8U-5V5/4N | LIBERTYVILLE FC 1974 DRAGONS 2018/2019 vs OLYMPIACOS 2018 | 16 | CHURCH ON THE ROCK | |
| 5564* | Sat 6/13 11:30am |
9U/4E | CHICAGO CELTIC SC 2017 WHITE II vs OLYMPIACOS 2017 PREMIER | 4 | HITCH ELEMENTARY SCHOOL | |
| 1280* | Sat 6/13 2:30pm |
10U/4NW2 | OLYMPIACOS 2016 PREMIER vs NWF 2016 CYCLONES HU | 4 | MAIN EAST HIGH SCHOOL | 7v7 |
| 4414* | Sun 6/14 3:30pm |
10U/4NW2 | IP-ARLINGTON ACES 2016 BLUE vs OLYMPIACOS 2016 PREMIER | 7 | CAROUSEL PARK |