| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 2014* | Sat 9/5 12:45pm |
U10/5CITY | CFYSC 16/17 SELECT RED U10 vs NORTHWIND SC 16/17 PREMIER 3 | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 93 | Sat 9/12 9:00am | U13/3E | IPROSKILLS 2013/14 SELECT vs NORTHWIND SC 13/14 PREMIER 1 A | 16 | ROGERS PARK | |
| 253* | Sat 9/12 10:15am | U11/3E | RUSH - WILMETTE WINGS 15/16B BLUE vs NORTHWIND SC 15/16 PREMIER 1 | 16 | WEST PARK | Medium |
| 341 | Sat 9/12 12:00pm | U10/5N1 | NSFC 16/17 VOLT vs NORTHWIND SC 16/17 GRAYSLAKE | 16 | LAKE FOREST HIGH SCHOOL WEST CAMPUS | Field 4 (7v7) |
| 449* | Sat 9/12 12:00pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 AA vs IP-SKOMOR 13/14 PREMIER | 17 | CLARK PARK | |
| 565* | Sat 9/12 1:30pm |
U13/5E | NORTHWIND SC 13/14 PREMIER 3 vs RUSH NORTH SHORE 13/14B WHITE | 17 | CLARK PARK | |
| 4300* | Sat 9/12 2:45pm |
U11/4CITY | CFYSC 15/16 SELECT RED U11 vs NORTHWIND SC 15/16 PREMIER 2 | 17 | FIRE PITCH | 9v9 Pitch 1-B |
| 398* | Sat 9/12 3:00pm |
U14/5N | HAWTHORN WOODS ELITE 12/13 vs NORTHWIND SC 12/13 GRAYSLAKE | 7 | HERITAGE OAKS | BIG FIELD |
| 601* | Sat 9/12 3:00pm | U14/5CITY | CHICAGO KICS FC 12/13 WHITE CITY vs NORTHWIND SC 12/13 LAKEFRONT SELECT | 25 | RICE FIELD | |
| 629 | Sat 9/12 3:15pm | U10/4E | CFYSC 16/17 SELECT U10 vs NORTHWIND SC 16/17 PREMIER 2 | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 645* | Sat 9/12 5:15pm |
U10/3E | NORTHWIND SC 16/17 PREMIER 1 vs CHICAGO CELTIC SC 16/17 GREEN | 17 | FOSTER AVENUE FIELDS | II |
| 67 | Sun 9/13 9:00am | U11/4CITY | FC STARS POWERSTRIKERS 15/16 PREMIER vs NORTHWIND SC 15/16 PREMIER 2 | 3 | NORTHEASTERN IL UNIVERSITY | SMALL FIELD |
| 98 | Sun 9/13 9:00am | U07-4V4/E | NORTHWIND SC 19/20 PREMIER vs YSI FC 19/20 TEAM | 66 | FOSTER GRASS | V |
| 500* | Sun 9/13 9:00am |
U12/5E1 | NORTHWIND SC 14/15 PREMIER 3 vs FC MIRAGE 2014/15 BLACK | 17 | UIC TURF FIELD EAST | |
| 4475* | Sun 9/13 10:00am |
U12/4CITY | NORTHWIND SC 14/15 PREMIER 1 vs CHICAGO KICS FC 14/15 PA CITY | 17 | UIC TURF FIELD EAST | |
| 236 | Sun 9/13 10:30am | U08-5V5/5E1 | NORTHWIND SC 18/19 PREMIER 1 vs FCS EVANSTON 18/19 BOYS ORANGE | 17 | FOSTER GRASS | V |
| 1846* | Sun 9/13 10:30am | U14/5E | ELITE S.C. 2012/13 BLACK vs NORTHWIND SC 12/13 PREMIER 3 | 7 | BOOTH TARKINGTON SCHOOL | 11v11 |
| 1684* | Sun 9/13 10:30am |
U11/3E | FC STARS POWERSTRIKERS 15/16 ELITE vs NORTHWIND SC 15/16 PREMIER 1 | 3 | NORTHEASTERN IL UNIVERSITY | SMALL FIELD |
| 377 | Sun 9/13 12:00pm | U12/5E2 | NORTHWIND SC 14/15 PREMIER 2 vs CHICAGO CITY 14/15 III | 17 | UIC TURF FIELD EAST | |
| 273* | Sun 9/13 1:00pm |
U09/4E | BVB IA CHICAGO 17/18 YELLOW vs NORTHWIND SC 17/18 PREMIER 1 | 7 | WOODLAND TRAILS PARK | |
| 466 | Sun 9/13 1:15pm | U10/5CITY | NORTHWIND SC 16/17 PREMIER 3 vs IPROSKILLS 2016/17 BLUE | 17 | FOSTER AVENUE FIELDS | II |
| 97* | Sun 9/13 1:30pm |
U11/5E1 | NORTHWIND SC 15/16 PREMIER 3 vs CHICAGO KNIGHTS 15/16 | 17 | UIC TURF FIELD EAST | |
| 1484* | Sun 9/13 1:30pm |
U14/5CITY | NORTHWIND SC 12/13 LAKEFRONT SELECT vs NSC SELECT 12/13 | 17 | FOSTER AVENUE FIELDS | 1 |
| 709 | Sun 9/13 5:00pm | U13/4E | CHICAGO KICS FC 13/14 PA CITY vs NORTHWIND SC 13/14 PREMIER 2 | 25 | RICE FIELD | |
| 2450* | Wed 9/16 5:30pm |
U12/4CITY | CFYSC 14/15 SELECT WHITE U12 vs NORTHWIND SC 14/15 PREMIER 1 | 17 | FOSTER AVENUE FIELDS | |
| 1393* | Sat 9/19 1:30pm |
U14/5E | NORTHWIND SC 12/13 PREMIER 3 vs PRSC 12/13 SILVER | 17 | CLARK PARK | |
| 1277 | Sat 9/19 2:00pm | U13/3E | FC MIRAGE 2013/14 BLACK vs NORTHWIND SC 13/14 PREMIER 1 A | 3 | WILLOW HILL PARK | 11v11 |
| 1419 | Sat 9/19 4:00pm | U13/5E | CHICAGO CITY 13/14 II vs NORTHWIND SC 13/14 PREMIER 3 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1365* | Sat 9/19 5:00pm | U12/5E1 | RUSH - WILMETTE WINGS 14/15B WHITE vs NORTHWIND SC 14/15 PREMIER 3 | 16 | WILMETTE COMMUNITY PLAYFIELD | Field #2 |
| 1482 | Sat 9/19 5:15pm | U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs CHICAGO KNIGHTS 17/18 | 17 | FOSTER AVENUE FIELDS | II |
| 4466* | Sun 9/20 8:30am |
U14/5CITY | NORTHWIND SC 12/13 LAKEFRONT SELECT vs CHICAGO KICS FC 12/13 WHITE CITY | 17 | CLARK PARK | |
| 831 | Sun 9/20 9:00am | U11/5E1 | NORTHWIND SC 15/16 PREMIER 3 vs IP-SKOMOR 15/16 SELECT | 17 | UIC TURF FIELD EAST | |
| 832 | Sun 9/20 9:00am rainout |
U07-4V4/E | NORTHWIND SC 19/20 PREMIER vs BERBER CITY FC 19/20 | 66 | FOSTER GRASS | V |
| 1343* | Sun 9/20 10:00am |
U10/4E | FCS EVANSTON 16/17 BOYS ORANGE I vs NORTHWIND SC 16/17 PREMIER 2 | 3 | ROBERT CROWN COMMUNITY CENTER | |
| 1461* | Sun 9/20 11:00am |
U11/3E | FCS EVANSTON 15/16 BOYS ORANGE II vs NORTHWIND SC 15/16 PREMIER 1 | 3 | ROBERT CROWN COMMUNITY CENTER | |
| 1029 | Sun 9/20 11:00am | U13/4E | CHICAGO KNIGHTS 13/14 vs NORTHWIND SC 13/14 PREMIER 2 | 17 | HARRISON PARK | |
| 833* | Sun 9/20 11:30am rainout |
U08-5V5/5E2 | NORTHWIND SC 18/19 PREMIER 2 vs CHICAGO CELTIC SC 18/19 GREEN | 17 | FOSTER GRASS | V |
| 1416* | Sun 9/20 12:00pm |
U10/3E | NORTHWIND SC 16/17 PREMIER 1 vs RUSH - WILMETTE WINGS 16/17B PREMIER | 17 | FOSTER AVENUE FIELDS | II |
| 1234 | Sun 9/20 1:15pm | U10/5CITY | NORTHWIND SC 16/17 PREMIER 3 vs CHICAGO CITY 16/17 II | 17 | FOSTER AVENUE FIELDS | II |
| 1342 | Sun 9/20 2:30pm | U14/4E1 | NORTHWIND SC 12/13 PREMIER 2 vs FC STARS POWERSTRIKERS 12/13 WHITE | 17 | CLARK PARK | |
| 1131* | Sun 9/20 3:45pm |
U09/4E | NORTHWIND SC 17/18 PREMIER 1 vs CFYSC 18/19 SELECT U8 | 17 | FOSTER AVENUE FIELDS | II |
| 4936* | Sun 9/20 4:30pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 AA vs IPROSKILLS 2013/14 SELECT | 17 | FOSTER AVENUE FIELDS | 1 |
| 1586 | Sat 9/26 9:00am | U08-5V5/5E2 | CHICAGO CELTIC SC 18/19 GREEN vs NORTHWIND SC 18/19 PREMIER 2 | 4 | HITCH ELEMENTARY SCHOOL | |
| 1647 | Sat 9/26 10:15am | U08-5V5/5E1 | CFYSC 19/20 SELECT U7 vs NORTHWIND SC 18/19 PREMIER 1 | 17 | FIRE PITCH | PITCH 2 / 2-A 5V5 |
| 1705 | Sat 9/26 10:30am | U11/4CITY | IPROSKILLS 2015/16 BLACK vs NORTHWIND SC 15/16 PREMIER 2 | 16 | ROGERS PARK | #3 |
| 1607* | Sat 9/26 12:30pm |
U09/4E | IPROSKILLS ACADEMY 2017/18 vs NORTHWIND SC 17/18 PREMIER 1 | 16 | ROGERS PARK | SMALL |
| 1782* | Sat 9/26 3:00pm |
U14/5N | FC-1 12/13 SELECT BLUE vs NORTHWIND SC 12/13 GRAYSLAKE | 16 | COMMUNITY PARK WEST (GLENVIEW) | 1 - (11 v 11) |
| 1863* | Sat 9/26 3:00pm |
U12/5E2 | NORTHWIND SC 14/15 PREMIER 2 vs IP-SKOMOR 14/15 PREMIER II | 17 | UIC TURF FIELD EAST | |
| 1697* | Sat 9/26 4:00pm | U10/5N1 | ELITE S.C. 2016/17 WHITE vs NORTHWIND SC 16/17 GRAYSLAKE | 7 | MEADOWS PARK | 7v7 |
| 1709* | Sat 9/26 5:00pm |
U14/4E1 | CHICAGO CELTIC SC 12/13 WHITE vs NORTHWIND SC 12/13 PREMIER 2 | 4 | READ-DUNNING PARK | |
| 3457* | Sat 9/26 5:15pm |
U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs LAMASSU SC 17/18 | 17 | FOSTER AVENUE FIELDS | Field 2 |
| 2225 | Sat 9/26 6:00pm | U12/4CITY | NORTHWIND SC 14/15 PREMIER 1 vs CHICAGO CITY 14/15 II | 17 | UIC TURF FIELD EAST | |
| 5958* | Sun 9/27 8:30am |
U14/5CITY | NORTHWIND SC 12/13 LAKEFRONT SELECT vs OPRF ALLIANCE 12/13 YLW/BLK | 17 | CLARK PARK | |
| 731* | Sun 9/27 9:00am |
U12/4CITY | BERBER CITY FC 14/15 vs NORTHWIND SC 14/15 PREMIER 1 | 32 | DUNBAR SOCCER COMPLEX | |
| 4574* | Sun 9/27 9:00am |
U07-4V4/E | NORTHWIND SC 19/20 PREMIER vs NORRIDGE UNITED 19/20 PREMIER | 66 | FOSTER GRASS | V |
| 5298* | Sun 9/27 9:00am |
U11/5E1 | NORTHWIND SC 15/16 PREMIER 3 vs CHICAGO CITY 15/16 II | 17 | UIC TURF FIELD EAST | |
| 5465* | Sun 9/27 10:30am |
U11/4CITY | NORTHWIND SC 15/16 PREMIER 2 vs IPROSKILLS 2015/16 BLACK | 17 | UIC TURF FIELD EAST | |
| 835* | Sun 9/27 11:30am |
U10/5N1 | NORTHWIND SC 16/17 GRAYSLAKE vs RUSH NORTH 16/17 BLUE | 16 | ALLEGHANY PARK | #9 |
| 1941* | Sun 9/27 12:00pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 A vs CHICAGO FC UNITED 13/14 PRE-ACADEMY II | 17 | FOSTER AVENUE FIELDS | |
| 1888 | Sun 9/27 12:30pm | U09/5CITY1 | OPRF ALLIANCE 17/18 B&W vs NORTHWIND SC 17/18 PREMIER 2 | 12 | IRVING SCHOOL | |
| 1939 | Sun 9/27 1:00pm | U13/3E | NORTHWIND SC 13/14 PREMIER 1 AA vs FC MIRAGE 2013/14 BLACK | 17 | CLARK PARK | |
| 4843* | Sun 9/27 1:15pm |
U09/4E | NORTHWIND SC 17/18 PREMIER 1 vs FCS EVANSTON 17/18 BOYS ORANGE | 17 | FOSTER AVENUE FIELDS | II |
| 1993 | Sun 9/27 1:30pm | U12/5E1 | NORTHWIND SC 14/15 PREMIER 3 vs RUSH - WILMETTE WINGS 14/15B WHITE | 17 | UIC TURF FIELD EAST | |
| 4298* | Sun 9/27 2:30pm |
U13/5E | NORTHWIND SC 13/14 PREMIER 3 vs FC MIRAGE 2013/14 WHITE | 17 | CLARK PARK | |
| 620* | Sun 9/27 5:30pm |
U14/5E | NORTHWIND SC 12/13 PREMIER 3 vs JOM SC 12/13 GREEN | 17 | CLARK PARK | |
| 2340 | Sat 10/3 9:00am | U07-4V4/E | NORRIDGE UNITED 19/20 SELECT vs NORTHWIND SC 19/20 PREMIER | 66 | DIVINE SAVIOR CHURCH | |
| 2469* | Sat 10/3 9:00am |
U10/5N1 | PEGASUS FC 16/17 WHITE vs NORTHWIND SC 16/17 GRAYSLAKE | 16 | TRINITY UNIVERSITY | |
| 2461 | Sat 10/3 10:30am | U08-5V5/5E1 | CHICAGO CITY 18/19 II vs NORTHWIND SC 18/19 PREMIER 1 | 16 | BELDING SCHOOL | 5v5 |
| 2964* | Sat 10/3 10:30am |
U11/4CITY | CHICAGO CITY 15/16 I vs NORTHWIND SC 15/16 PREMIER 2 | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 2586* | Sat 10/3 12:00pm | U11/5E1 | TREVIAN 16/17 BLUE vs NORTHWIND SC 15/16 PREMIER 3 | 16 | MARIE MURPHY JUNIOR HIGH SCHOOL | 9v9 |
| 2460* | Sat 10/3 1:30pm | U12/5E2 | CHICAGO FC UNITED 14/15 SELECT vs NORTHWIND SC 14/15 PREMIER 2 | 16 | MARIE MURPHY JUNIOR HIGH SCHOOL | B2 |
| 2904 | Sat 10/3 3:00pm | U14/5E | NORTHWIND SC 12/13 PREMIER 3 vs CHICAGO PHOENIX FC 12/13 | 17 | CLARK PARK | |
| 2971* | Sat 10/3 4:30pm | U13/3E | CFYSC 13/14 SELECT U13 vs NORTHWIND SC 13/14 PREMIER 1 AA | 17 | FIRE PITCH | 11v11 Pitch 1 |
| 2980 | Sat 10/3 4:30pm | U13/4E | NORTHWIND SC 13/14 PREMIER 2 vs PRSC 13/14 SILVER 1 | 17 | CLARK PARK | |
| 3000 | Sat 10/3 5:15pm | U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs CHICAGO KICS FC 17/18 WHITE CITY | 17 | FOSTER AVENUE FIELDS | II |
| 3002* | Sun 10/4 8:00am |
U14/5CITY | NORTHWIND SC 12/13 LAKEFRONT SELECT vs CHICAGO CITY 12/13 IV | 17 | CLARK PARK | |
| 2588* | Sun 10/4 9:00am | U11/3E | CHICAGO FC UNITED 15/16 PRE-ACADEMY I vs NORTHWIND SC 15/16 PREMIER 1 | 16 | MARIE MURPHY JUNIOR HIGH SCHOOL | |
| 2591* | Sun 10/4 9:00am |
U08-5V5/5E2 | CHICAGO CITY 19/20 I vs NORTHWIND SC 18/19 PREMIER 2 | 16 | BELDING SCHOOL | 5v5 |
| 2334 | Sun 10/4 9:00am | U14/5N | NORTHWIND SC 12/13 GRAYSLAKE vs SCOUTS FC 2012/13 | 16 | ALLEGHANY PARK | |
| 2671* | Sun 10/4 9:00am | U11/5E1 | CHICAGO KICS FC 15/16 WHITE NORTH vs NORTHWIND SC 15/16 PREMIER 3 | 25 | UIC TURF FIELD EAST | |
| 1360* | Sun 10/4 10:00am |
U13/3E | CHICAGO FC UNITED 13/14 PRE-ACADEMY II vs NORTHWIND SC 13/14 PREMIER 1 AA | 16 | VERNON HILLS ATHLETIC COMPLEX | 10 |
| 4110* | Sun 10/4 11:00am |
U12/5E2 | NORTHWIND SC 14/15 PREMIER 2 vs CHICAGO KICS FC 14/15 RED CITY | 17 | UIC TURF FIELD EAST | |
| 2742 | Sun 10/4 1:15pm | U10/5CITY | NORTHWIND SC 16/17 PREMIER 3 vs YSI FC 16/17 YELLOW | 17 | FOSTER AVENUE FIELDS | II |
| 988* | Sun 10/4 1:30pm |
U11/4CITY | NORTHWIND SC 15/16 PREMIER 2 vs BERBER CITY FC 15/16 | 17 | UIC TURF FIELD EAST | |
| 2835* | Sun 10/4 1:30pm | U14/4E1 | NORTHWIND SC 12/13 PREMIER 2 vs CHICAGO KICS FC 12/13 PA CITY | 17 | FOSTER AVENUE FIELDS | |
| 2834 | Sun 10/4 2:30pm | U13/5E | NORTHWIND SC 13/14 PREMIER 3 vs CHICAGO KICS FC 13/14 WHITE CITY | 17 | CLARK PARK | |
| 5955* | Sun 10/4 2:30pm |
U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs CFYSC 17/18 SELECT RED U9 | 17 | FOSTER AVENUE FIELDS | II |
| 2264* | Sun 10/4 4:30pm |
U13/3E | CHICAGO CITY 13/14 I vs NORTHWIND SC 13/14 PREMIER 1 A | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2836* | Sun 10/4 4:30pm |
U10/4E | CHICAGO CITY 16/17 I vs NORTHWIND SC 16/17 PREMIER 2 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3044 | Sat 10/10 9:00am | U09/5CITY1 | CHICAGO CITY 17/18 III vs NORTHWIND SC 17/18 PREMIER 2 | 16 | LA SALLE LANGUAGE ACADEMY | |
| 836* | Sat 10/10 10:45am |
U14/5N | NORTHWIND SC 12/13 GRAYSLAKE vs RUSH NORTH 12/13 PREMIER | 16 | ALLEGHANY PARK | #16 |
| 3474 | Sat 10/10 1:30pm | U11/5E1 | CHICAGO CITY 15/16 II vs NORTHWIND SC 15/16 PREMIER 3 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3475 | Sat 10/10 1:30pm | U10/5CITY | CHICAGO CITY 16/17 III vs NORTHWIND SC 16/17 PREMIER 3 | 16 | LA SALLE LANGUAGE ACADEMY | |
| 3476 | Sat 10/10 1:30pm | U08-5V5/5E2 | CHICAGO CITY 19/20 II vs NORTHWIND SC 18/19 PREMIER 2 | 16 | BELDING SCHOOL | 5v5 |
| 3516 | Sat 10/10 2:00pm | U09/4E | CFYSC 17/18 SELECT U9 vs NORTHWIND SC 17/18 PREMIER 1 | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 3539 | Sat 10/10 2:00pm | U10/4E | CHICAGO CELTIC SC 16/17 WHITE vs NORTHWIND SC 16/17 PREMIER 2 | 4 | HITCH ELEMENTARY SCHOOL | |
| 3576 | Sat 10/10 3:00pm | U08-5V5/5E1 | CHICAGO CITY 18/19 III vs NORTHWIND SC 18/19 PREMIER 1 | 16 | BELDING SCHOOL | 5v5 |
| 3621 | Sat 10/10 3:00pm | U13/3E | OPRF ALLIANCE 2013/14 SIX-SEVEN vs NORTHWIND SC 13/14 PREMIER 1 AA | 12 | RIDGELAND COMMON | Turf Field |
| 3686 | Sat 10/10 4:30pm | U11/3E | NORTHWIND SC 15/16 PREMIER 1 vs CFYSC 15/16 SELECT U11 | 17 | UIC TURF FIELD EAST | |
| 3687 | Sat 10/10 4:30pm | U13/4E | NORTHWIND SC 13/14 PREMIER 2 vs CHICAGO KICS FC 13/14 PA CITY | 17 | CLARK PARK | |
| 3688 | Sat 10/10 4:30pm | U13/5E | OPRF ALLIANCE 13/14 B&W vs NORTHWIND SC 13/14 PREMIER 3 | 12 | RIDGELAND COMMON | Turf Field |
| 3690 | Sat 10/10 4:30pm | U10/3E | CFA - JAHBAT B2016/17 GREEN vs NORTHWIND SC 16/17 PREMIER 1 | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | 7v7 Grass Field |
| 3722 | Sat 10/10 6:00pm | U12/4CITY | NORTHWIND SC 14/15 PREMIER 1 vs OPRF ALLIANCE 14/15 | 17 | UIC TURF FIELD EAST | |
| 989* | Sun 10/11 9:00am |
U08-5V5/5E1 | NORTHWIND SC 18/19 PREMIER 1 vs CFYSC 19/20 SELECT U7 | 17 | FOSTER GRASS | V |
| 3233* | Sun 10/11 9:00am |
U11/4CITY | NORTHWIND SC 15/16 PREMIER 2 vs CHICAGO CITY 15/16 LOOP I | 17 | UIC TURF FIELD EAST | |
| 3109* | Sun 10/11 10:00am |
U10/5N1 | NORTHWIND SC 16/17 GRAYSLAKE vs FC-1 16/17 SELECT BLUE 1 | 16 | ALLEGHANY PARK | |
| 3181* | Sun 10/11 10:00am | U07-4V4/E | CHICAGO KICS FC 19/20 BLUE CITY vs NORTHWIND SC 19/20 PREMIER | 66 | DUNBAR GRASS | 5 v 5 field 9 |
| 2065* | Sun 10/11 11:20am |
U10/4E | YSI FC 16/17 BLUE vs NORTHWIND SC 16/17 PREMIER 2 | 17 | ALCOTT ELEMENTARY SCHOOL | |
| 3371 | Sun 10/11 12:00pm | U12/5E2 | NORTHWIND SC 14/15 PREMIER 2 vs JOM SC 14/15 SELECT | 17 | UIC TURF FIELD EAST | |
| 3593* | Sun 10/11 1:00pm |
U14/4E1 | FC STARS POWERSTRIKERS 12/13 WHITE vs NORTHWIND SC 12/13 PREMIER 2 | 3 | NORTHEASTERN IL UNIVERSITY | LARGE FIELD |
| 3500 | Sun 10/11 1:30pm | U12/5E1 | NORTHWIND SC 14/15 PREMIER 3 vs FC STARS POWERSTRIKERS 14/15 PREMIER | 17 | UIC TURF FIELD EAST | |
| 3630 | Sun 10/11 3:00pm | U14/5E | CFA - JAHBAT B2012/13 GREEN vs NORTHWIND SC 12/13 PREMIER 3 | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | 11v11 Grass Field |
| 4635* | Sun 10/11 3:45pm |
U10/3E | NORTHWIND SC 16/17 PREMIER 1 vs IPROSKILLS 2016/17 BLACK | 17 | FOSTER AVENUE FIELDS | |
| 3809* | Sat 10/17 9:00am | U08-5V5/5E1 | FCS EVANSTON 18/19 BOYS ORANGE vs NORTHWIND SC 18/19 PREMIER 1 | 3 | JAMES PARK | 1B |
| 4422* | Sat 10/17 9:00am |
U09/5CITY1 | CHICAGO CITY 17/18 II vs NORTHWIND SC 17/18 PREMIER 2 | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 3851 | Sat 10/17 9:30am | U10/3E | PRSC 16/17 ORANGE 2 vs NORTHWIND SC 16/17 PREMIER 1 | 4 | EMERSON MIDDLE SCHOOL | NC |
| 3876* | Sat 10/17 10:00am | U08-5V5/5E2 | FCS EVANSTON 18/19 BOYS ORANGE II vs NORTHWIND SC 18/19 PREMIER 2 | 3 | JAMES PARK | 1B |
| 4074* | Sat 10/17 10:15am |
U10/5N1 | FC LAKE COUNTY 16/17 SELECT 3 vs NORTHWIND SC 16/17 GRAYSLAKE | 16 | ALLEGHANY PARK | AH 12 |
| 4130 | Sat 10/17 12:30pm | U10/4E | PRSC 16/17 WHITE 1 vs NORTHWIND SC 16/17 PREMIER 2 | 4 | EMERSON MIDDLE SCHOOL | NW |
| 4468* | Sat 10/17 1:00pm |
U13/3E | CFA - JAHBAT B2013/14 GREEN vs NORTHWIND SC 13/14 PREMIER 1 AA | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | 11v11 Grass Field |
| 4313* | Sat 10/17 3:00pm | U14/5E | CHICAGO FC UNITED 12/13 SELECT I vs NORTHWIND SC 12/13 PREMIER 3 | 16 | AVOCA FIELD | |
| 4315 | Sat 10/17 3:00pm | U09/4E | CHICAGO CITY 17/18 I vs NORTHWIND SC 17/18 PREMIER 1 | 16 | LA SALLE LANGUAGE ACADEMY | |
| 4326 | Sat 10/17 3:00pm | U14/5N | FC LAKE COUNTY 12/13 SELECT 2 vs NORTHWIND SC 12/13 GRAYSLAKE | 16 | HUNT CLUB PARK | HC 2 |
| 4434 | Sat 10/17 4:30pm | U14/4E1 | FC STARS 12/13 PREMIER 2 vs NORTHWIND SC 12/13 PREMIER 2 | 3 | NILES WEST HIGH SCHOOL | Grass Fields 1 |
| 1114* | Sun 10/18 8:45am |
U12/5E2 | IP-SKOMOR 14/15 PREMIER II vs NORTHWIND SC 14/15 PREMIER 2 | 16 | HAMLIN PARK | |
| 1585* | Sun 10/18 9:00am |
U13/5E | CHICAGO CELTIC SC 13/14 WHITE vs NORTHWIND SC 13/14 PREMIER 3 | 4 | READ-DUNNING PARK | |
| 3394* | Sun 10/18 9:00am |
U14/5N | PEGASUS FC 12 /13 WHITE vs NORTHWIND SC 12/13 GRAYSLAKE | 16 | CLAVEY PARK | Large |
| 3755 | Sun 10/18 9:00am | U13/4E | CHICAGO CITY 13/14 LOOP I vs NORTHWIND SC 13/14 PREMIER 2 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 3890 | Sun 10/18 10:00am | U10/5CITY | CHICAGO KNIGHTS 16/17 vs NORTHWIND SC 16/17 PREMIER 3 | 17 | HARRISON PARK | |
| 5300* | Sun 10/18 10:15am |
U08-5V5/5E2 | NORTHWIND SC 18/19 PREMIER 2 vs CHICAGO CITY 19/20 II | 17 | FOSTER GRASS | V |
| 2650* | Sun 10/18 12:00pm |
U09/4E | NORTHWIND SC 17/18 PREMIER 1 vs OLYMPIACOS 17/18 ELITE | 17 | FOSTER AVENUE FIELDS | II |
| 5302* | Sun 10/18 1:00pm |
U10/5N1 | NORTHWIND SC 16/17 GRAYSLAKE vs FC 1974 LIBERTYVILLE BLACK 1 B2016/17 | 16 | ALLEGHANY PARK | #9 |
| 4236 | Sun 10/18 1:30pm | U12/5E1 | NORTHWIND SC 14/15 PREMIER 3 vs PRSC 14/15 BLUE | 17 | UIC TURF FIELD EAST | |
| 2929* | Sun 10/18 2:30pm |
U10/3E | NORTHWIND SC 16/17 PREMIER 1 vs CFYSC 17/18 PREMIER U9 | 17 | FOSTER AVENUE FIELDS | II |
| 4190* | Sun 10/18 2:30pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 A vs OPRF ALLIANCE 2013/14 SIX-SEVEN | 17 | CLARK PARK | |
| 4235* | Sun 10/18 2:30pm |
U11/5E1 | CHICAGO KNIGHTS 15/16 vs NORTHWIND SC 15/16 PREMIER 3 | 17 | HARRISON PARK | |
| 4575* | Sat 10/24 9:30am |
U08-5V5/5E2 | PEGASUS FC 18/19 WHITE vs NORTHWIND SC 18/19 PREMIER 2 | 16 | TRINITY UNIVERSITY | 5v5 |
| 4675* | Sat 10/24 11:30am |
U12/5E2 | CHICAGO CITY 14/15 III vs NORTHWIND SC 14/15 PREMIER 2 | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 4811* | Sat 10/24 12:00pm |
U12/5E1 | FC MIRAGE 2014/15 BLACK vs NORTHWIND SC 14/15 PREMIER 3 | 3 | WILLOW HILL PARK | 9v9B |
| 4882 | Sat 10/24 12:40pm | U12/4CITY | YSI FC 14/15 TEAM vs NORTHWIND SC 14/15 PREMIER 1 | 17 | HAWTHORNE SCHOLASTIC ACADEMY | |
| 2206* | Sat 10/24 2:00pm |
U10/3E | BVB IA CHICAGO 16/17 YELLOW vs NORTHWIND SC 16/17 PREMIER 1 | 7 | WOODLAND TRAILS PARK | |
| 5160* | Sat 10/24 3:00pm |
U13/4E | NORTHWIND SC 13/14 PREMIER 2 vs CHICAGO KNIGHTS 13/14 | 17 | CLARK PARK | |
| 4573* | Sat 10/24 3:00pm |
U11/5E1 | NORTHWIND SC 15/16 PREMIER 3 vs ACADEMIA ATLAS FC 15/16 NORTH | 17 | UIC TURF FIELD EAST | |
| 5140 | Sat 10/24 4:00pm | U14/5E | ESFC 12/13 vs NORTHWIND SC 12/13 PREMIER 3 | 16 | FOX MEADOW | |
| 5159 | Sat 10/24 4:30pm | U11/3E | NORTHWIND SC 15/16 PREMIER 1 vs CHICAGO CELTIC SC 15/16 GREEN | 17 | UIC TURF FIELD EAST | |
| 872* | Sat 10/24 5:00pm |
U14/4E1 | IP-SKOMOR 12/13 PREMIER II vs NORTHWIND SC 12/13 PREMIER 2 | 16 | GOLF MIDDLE SCHOOL | |
| 5179 | Sat 10/24 5:15pm | U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs CHICAGO KICS FC 17/18 BLUE CITY | 17 | FOSTER AVENUE FIELDS | II |
| 4500 | Sun 10/25 8:15am | U14/5CITY | BERBER CITY FC 12/13 vs NORTHWIND SC 12/13 LAKEFRONT SELECT | 32 | DUNBAR SOCCER COMPLEX | |
| 4576 | Sun 10/25 9:00am | U10/5N1 | NORTHWIND SC 16/17 GRAYSLAKE vs ELA ELITE 16/17 SELECT | 16 | ALLEGHANY PARK | |
| 4577 | Sun 10/25 9:00am | U14/5N | NORTHWIND SC 12/13 GRAYSLAKE vs REAL MADRID ROUND LAKE FC 12/13 ELITE | 16 | ALLEGHANY PARK | |
| 825* | Sun 10/25 9:45am |
U12/4CITY | IPROSKILLS 2014/15 BLACK vs NORTHWIND SC 14/15 PREMIER 1 | 16 | LERNER PARK | |
| 4711 | Sun 10/25 10:30am | U11/4CITY | NORTHWIND SC 15/16 PREMIER 2 vs CFYSC 15/16 SELECT WHITE U11 | 17 | UIC TURF FIELD EAST | |
| 4712 | Sun 10/25 10:30am | U08-5V5/5E1 | NORTHWIND SC 18/19 PREMIER 1 vs BVB IA CHICAGO 18/19 PRE-TRAVEL ACADEMY | 17 | FOSTER GRASS | V |
| 3452* | Sun 10/25 12:00pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 A vs CFYSC 13/14 SELECT U13 | 17 | FOSTER AVENUE FIELDS | |
| 4991* | Sun 10/25 2:00pm | U10/5CITY | CHICAGO KICS FC 16/17 BLUE CITY vs NORTHWIND SC 16/17 PREMIER 3 | 25 | DUNBAR GRASS | 7 v 7 Turf |
| 5049 | Sun 10/25 2:30pm | U14/4E1 | NORTHWIND SC 12/13 PREMIER 2 vs CHICAGO CITY 12/13 III | 17 | CLARK PARK | |
| 5050 | Sun 10/25 2:30pm | U10/4E | NORTHWIND SC 16/17 PREMIER 2 vs FC MIRAGE 2016/17 RED | 17 | FOSTER AVENUE FIELDS | II |
| 5183* | Sun 10/25 6:00pm | U13/5E | CFA - JAHBAT B2013/14 YELLOW vs NORTHWIND SC 13/14 PREMIER 3 | 16 | LAZIER FIELD | |
| 5857* | Sat 10/31 9:00am |
U12/5E1 | PRSC 14/15 BLUE vs NORTHWIND SC 14/15 PREMIER 3 | 4 | WOODLAND PARK | SE |
| 4024* | Sat 10/31 11:20am |
U07-4V4/E | YSI FC 19/20 TEAM vs NORTHWIND SC 19/20 PREMIER | 66 | ALCOTT ELEMENTARY SCHOOL | |
| 2060* | Sat 10/31 12:00pm |
U14/5CITY | OPRF ALLIANCE 12/13 YLW/BLK vs NORTHWIND SC 12/13 LAKEFRONT SELECT | 12 | TAYLOR PARK | |
| 5940 | Sat 10/31 4:30pm | U13/4E | NORTHWIND SC 13/14 PREMIER 2 vs CHICAGO CITY 13/14 LOOP I | 17 | CLARK PARK | |
| 5303 | Sun 11/1 9:00am | U14/5N | NORTHWIND SC 12/13 GRAYSLAKE vs FC LAKE COUNTY 12/13 SELECT 2 | 16 | ALLEGHANY PARK | |
| 5466 | Sun 11/1 10:30am | U08-5V5/5E1 | NORTHWIND SC 18/19 PREMIER 1 vs CHICAGO CITY 18/19 III | 17 | FOSTER GRASS | V |
| 5496 | Sun 11/1 11:00am | U12/5E2 | CHICAGO KICS FC 14/15 RED CITY vs NORTHWIND SC 14/15 PREMIER 2 | 25 | DUNBAR GRASS | 9 v 9 |
| 5939* | Sun 11/1 12:00pm |
U11/3E | NORTHWIND SC 15/16 PREMIER 1 vs PRSC 15/16 WHITE 1 | 17 | UIC TURF FIELD EAST | |
| 5589 | Sun 11/1 12:00pm | U12/4CITY | CHICAGO KICS FC 14/15 PA CITY vs NORTHWIND SC 14/15 PREMIER 1 | 25 | DUNBAR GRASS | 9 v 9 |
| 5611 | Sun 11/1 12:00pm | U09/4E | NORTHWIND SC 17/18 PREMIER 1 vs CHICAGO CELTIC SC 17/18 GREEN | 17 | FOSTER AVENUE FIELDS | II |
| 5815* | Sun 11/1 12:00pm |
U14/4E1 | NORTHWIND SC 12/13 PREMIER 2 vs FC STARS 12/13 PREMIER 2 | 17 | FOSTER AVENUE FIELDS | |
| 5878* | Sun 11/1 1:00pm | U14/5E | NORTHWIND SC 12/13 PREMIER 3 vs ELITE S.C. 2012/13 BLACK | 17 | CLARK PARK | |
| 5716 | Sun 11/1 1:15pm | U10/5CITY | NORTHWIND SC 16/17 PREMIER 3 vs CFYSC 16/17 SELECT RED U10 | 17 | FOSTER AVENUE FIELDS | II |
| 5701* | Sun 11/1 1:30pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 AA vs NORTHWIND SC 13/14 PREMIER 1 A | 17 | FOSTER AVENUE FIELDS | 1 |
| 2226* | Sun 11/1 2:30pm |
U13/4E | CFYSC 13/14 SELECT RED U13 vs NORTHWIND SC 13/14 PREMIER 2 | 17 | MONTROSE FIELD | |
| 5814 | Sun 11/1 2:30pm | U13/5E | NORTHWIND SC 13/14 PREMIER 3 vs CFA - JAHBAT B2013/14 YELLOW | 17 | CLARK PARK | |
| 5816* | Sun 11/1 3:45pm |
U10/4E | NORTHWIND SC 16/17 PREMIER 2 vs RUSH - WILMETTE WINGS 16/17B BLUE | 17 | FOSTER AVENUE FIELDS | II |
| 5894 | Sun 11/1 3:45pm | U10/3E | NORTHWIND SC 16/17 PREMIER 1 vs BVB IA CHICAGO 16/17 YELLOW | 17 | FOSTER AVENUE FIELDS | II |
| 3531* | Sun 11/1 6:30pm |
U14/5CITY | CHICAGO KICS FC 12/13 PA II CITY vs NORTHWIND SC 12/13 LAKEFRONT SELECT | 25 | MCKINLEY PARK (TURF) | |
| 1833* | Sat 11/7 1:00pm |
U07-4V4/E | BERBER CITY FC 19/20 vs NORTHWIND SC 19/20 PREMIER | 66 | DUNBAR SOCCER COMPLEX | |
| 2629* | Sat 11/7 3:15pm |
U12/5E1 | FCS EVANSTON 14/15 BOYS BLUE vs NORTHWIND SC 14/15 PREMIER 3 | 3 | NILES WEST HIGH SCHOOL | 2 |
| 5299* | Sun 11/8 9:00am |
U07-4V4/E | NORTHWIND SC 19/20 PREMIER vs CHICAGO KICS FC 19/20 BLUE CITY | 66 | FOSTER GRASS | V |
| 99* | Sun 11/8 10:15am |
U08-5V5/5E2 | NORTHWIND SC 18/19 PREMIER 2 vs FCS EVANSTON 18/19 BOYS ORANGE II | 17 | FOSTER GRASS | V |
| 4939* | Sun 11/8 1:30pm |
U13/3E | NORTHWIND SC 13/14 PREMIER 1 A vs CFA - JAHBAT B2013/14 GREEN | 17 | FOSTER AVENUE FIELDS | |
| 4201* | Sun 11/8 2:30pm |
U11/3E | CFYSC 15/16 PREMIER WHITE U11 vs NORTHWIND SC 15/16 PREMIER 1 | 17 | FOSTER AVENUE FIELDS | Turf II |