| August 10 | Media Day (Academy Program Players) | | | |
| August 13 | 2025-26 Fall Kick Off Orientation Zoom Meeting (7PM) | | | |
| August 14 | Fall Tournament - Opt Out Deadline (opt out google form must be submitted. For questions info@kicsfc.com) | | | |
| August 15 | Fall Tournament Payment | | | |
| August 17 | 2019-12 Girls and Boys Tryouts (CITY, SOUTH & NORTH) | | | |
| 2013-07 Academy Tryouts | | | |
| August 18 - November 9 | Fall Outdoor Season | | | |
| August 18 | 2025-26 Academy & HS Girls Season Begins (Academy Programming) | | | |
| August 24 | Media Day (Club Program Players) | | | |
| August 25 | 2025-26 Club Season Begins: 7U-15U Teams (Club Programming) | | | |
| September 1 | Labor Day Holiday - No Practices | | | |
| September 6 / 7 | Fall Grassroots Programming Begins (Toddlers/Juniors) | | | |
| September 13 | Club Outing: Chicago Fire Club vs New York City (7:30PM KO) | | | |
| October 1 | Winter Grassroots - Registration Opens | | | |
| October 5 | Comer 5K Run Fundraiser | | | |
| October 10 | HS Boys - Supplemental Tryouts (1) | | | |
| October 11 - 12 | Fall Grassroots Programming Ends (Toddlers/Juniors) | | | |
| October 19 | Fall Fest Tournament (Hosted by KICS) | | | |
| October 25 | HS Boys - Supplemental Tryouts (2) | | | |
| November 9 | Fall Season Ends | | | |
| November 10 - 30 | Off-Season Periodization 1 - Scheduled Break (Time Off) | | | |
| November 12 | 2025-26 Winter Kick Off Orientation Zoom Meeting (Club & Academy Programming) | | | |
| December 1 - 21 | Winter I Indoor Season (3 weeks) | | | |
| December 1 - 5 | Placement Week (HS Boys Teams) | | | |
| December 19 | Last Day of Practice - Before Winter Break | | | |
| December 29 - 31 | Winter Indoor Camp (Optional Add-On) | | | |
| January 5 - March 15 | Winter II Indoor Season (10 weeks) | | | |
| January 19 | MLK Day - No Practices | | | |
| February 1 | Spring Grassroots - Registration Opens | | | |
| February 16 | President Day - No Practices | | | |
| February 24 | 2025-26 Spring Kick Off Orientation Zoom Meeting (Club & Academy Programming) | | | |
| February 28 | Spring Tournament - Opt Out Deadline (opt out google form must be submitted. For questions info@kicsfc.com) | | | |
| March 1 | Spring Tournament Payment | | | |
| HS Girls Club Season Ends (Return to High School Play) | | | |
| March 15 | End Of Winter Indoor Season | | | |
| March 16-29 | Off-Season Periodization 2 - Scheduled Break (Time Off) | | | |
| March 16 - 19 | Spring Pre-Season Outdoor Competitive Camp (Optional Add-On) | | | |
| March 29 | Media Day Makeup | | | |
| March 30 - June 7 | Spring Outdoor Season | | | |
| April 4 | Annual Chicago Easter Egg Hunt | | | |
| April 11 - 12 | Spring Grassroots Programming Starts (Toddlers/Juniors) | | | |
| April 24 | Annual Community Clean & Green (Earth Day) | | | |
| April through May | Girls & Boys Tryouts Start (7U-14U Age Groups) | | | |
| May 1 | Summer Grassroots - Registration Opens | | | |
| May 9/10 through June 13/14 | Girls High School Tryouts (15-19U Age Groups) | | | |
| May 16 / 17 | Spring Grassroots Programming Ends (Toddlers/Juniors) | | | |
| May 22 | Memorial Day Weekend - No Practices | | | |
| May 22 - 25 | Memorial Day Tournament Weekend (as assigned) | | | |
| May 25 | Memorial Day - No Practices | | | |
| June 5 | Last Spring Practice | | | |
| June 6 - 7 | Spring Season Ends | | | |
| June + July | Academy Tryouts Begin | | | |