| August 10 | 2018-10 Boys and Girls Tryouts (CITY & NORTH) | | | |
| 2018-10 Boys and Girls Tryouts (SOUTH) | | | |
| August 13 | 2024-25 Fall Kick Off Orientation Zoom Meeting | | | |
| August 13 - 15 | Fall Pre-Fall Outdoor Competitive Camp | | | |
| August 14 | Fall Tournament - Opt Out Deadline (must be via email to info@kicsfc.com) | | | |
| August 15 | Fall Tournament Payment | | | |
| August 19 - November 10 | Fall Outdoor Season | | | |
| August 19 | 13-14U E64-RL Academy & HS Girls Season Begins (Club & Academy Programming) | | | |
| August 25 | KICS Media Day | | | |
| August 26 | 2024-25 Club Season Begins: 7U-15U Teams (Club Programming) | | | |
| September 2 | Labor Day Holiday - No Practices | | | |
| September 7-8 | Fall Grassroots Programming Starts (Toddlers/Juniors) | | | |
| September 14 | Club Outing: Chicago Fire Club vs NY Red Bulls (7:30PM KO) | | | |
| October 6 | Comer 5K Run Fundraiser | | | |
| October 12, 26, 27 | HS Boys - Supplemental Tryouts | | | |
| October 18 - 19 | Fall Grassroots Programming Ends (Toddlers/Juniors) | | | |
| October 27 | Fall Juniors Tournament (Hosted by KICS) | | | |
| November 10 | Fall Season Ends | | | |
| November 11 - December 1 | Off-Season Periodization 1 - Scheduled Break (Time Off) | | | |
| November 13 | 2024-25 Winter Kick Off Orientation Zoom Meeting (Club & Academy Programming) | | | |
| December 2 - 22 | Winter I Indoor Season (3 weeks) | | | |
| December 2 - 6 | Placement Week (HS Boys Teams) | | | |
| December 20 | Last Day of Practice - Before Winter Break | | | |
| December 30 - January 2 | Winter Indoor Camp (Optional Add-On) | | | |
| January 6 - March 16 | Winter II Indoor Season (10 weeks) | | | |
| February 17 | President Day - No Practices | | | |
| February 25 | 2024-25 Spring Kick Off Orientation Zoom Meeting (Club & Academy Programming) | | | |
| February 28 | Spring Tournament - Opt Out Deadline (must be via email to info@kicsfc.com) | | | |
| March 1 | Spring Tournament Payment | | | |
| March 2 | HS Girls Club Season Ends (Return to High School Play) | | | |
| March 16 | End Of Winter Indoor Season | | | |
| March 17-30 | Off-Season Periodization 2 - Scheduled Break (Time Off) | | | |
| March 18 - 20 | Spring Pre-Spring Outdoor Competitive Camp (Optional Add-On) | | | |
| March 31 - June 8 | Spring Outdoor Season | | | |
| April 5 - 6 | Spring Grassroots Programming Starts (Toddlers/Juniors) | | | |
| April 19 | Chicago Easter Egg Hunt | | | |
| April 20 | Easter Sunday - No Games | | | |
| April 25 | Annual Community Clean & Green (Earth Day) | | | |
| May through June | Girls & Boys Tryouts Start (8U-14U Age Groups) | | | |
| May 17 - 18 | Spring Grassroots Programming Ends (Toddlers/Juniors) | | | |
| May 17 - 18 through June | Girls High School Tryouts (15-19U Age Groups) | | | |
| May 23 - 26 | Memorial Day Tournament Weekend | | | |
| May 26 | Memorial Day - No Practices | | | |
| June 6 | Last Spring Practice | | | |
| June 9 - 10 | Spring Season Ends | | | |
| June 11 | Academy Tryouts | | | |
