| August 9 | Media Day (Academy Program Players) | | | |
| August 12 | 2026-27 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 - November 8 | Fall Outdoor Season | | | |
| August 17 | 2026-27 Academy & HS Girls Season Officially Begins (Academy Programming) | | | |
| August 23 | Media Day (Club Program Players) | | | |
| August 24 | 2026-27 Club Season Officially Begins: 7U-15U Teams (Club Programming) | | | |
| September 7 | Labor Day Holiday - No Practices | | | |
| September 12 / 13 | Fall Grassroots Programming Begins (Toddlers/Juniors) | | | |
| September 13 | Club Outing: Chicago Fire Club vs New England (4:30PM KO) | | | |
| October 2 | Winter Grassroots - Registration Opens | | | |
| October 4 | Comer 5K Run Fundraiser | | | |
| October 11 | HS Boys - Supplemental Tryouts (1) | | | |
| October 16 - 17 | Fall Grassroots Programming Ends (Toddlers/Juniors) | | | |
| October 24 | HS Boys - Supplemental Tryouts (2) | | | |
| November 8 | Fall Season Ends | | | |
| November 9 - 29 | Off-Season Periodization 1 - Scheduled Break (Time Off) | | | |
| November 11 | 2026-27 Winter Kick Off Orientation Zoom Meeting (Club & Academy Programming) | | | |
| November 30 - 20 | Winter I Indoor Season (3 weeks) | | | |
| November 30 - 4 | Placement Week (HS Boys Teams) | | | |
| December 18 | Last Day of Practice - Before Winter Break | | | |
| December 28 - 30 | Winter Indoor Camp (Optional Add-On) | | | |
| January 4 - March 14 | Winter II Indoor Season (10 weeks) | | | |
| January 18 | MLK Day - No Practices | | | |
| January 22 | Spring Grassroots - Registration Opens | | | |
| February 15 | President Day - No Practices | | | |
| February 24 | 2026-27 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) | | | |
| HS Girls Club Season Ends (Return to High School Play) | | | |
| March 1 | Spring Tournament Payment | | | |
| March 14 | End Of Winter Indoor Season | | | |
| March 15-28 | Off-Season Periodization 2 - Scheduled Break (Time Off) | | | |
| March 22 - 25 | Spring Pre-Season Outdoor Competitive Camp (Optional Add-On) | | | |
| March 27 | Annual Chicago Easter Egg Hunt | | | |
| March 29 - June 6 | Spring Outdoor Season | | | |
| April 4 | Media Day Makeup | | | |
| April 10 - 11 | Spring Grassroots Programming Starts (Toddlers/Juniors) | | | |
| April 17 | Annual Community Clean & Green (Earth Day) | | | |
| April through May | Girls & Boys Tryouts Start (7U-14U Age Groups) | | | |
| April 30 | Summer Grassroots - Registration Opens | | | |
| May 8/9 through June 12/13 | Girls High School Tryouts (15-19U Age Groups) | | | |
| May 15 / 16 | Spring Grassroots Programming Ends (Toddlers/Juniors) | | | |
| May 28 - 31 | Memorial Day Tournament Weekend (as assigned) | | | |
| May 31 | Memorial Day - No Practices | | | |
| June 4 | Last Spring Practice | | | |
| June 5 - 6 | Spring Season Ends | | | |
| June 14 - July 17 | Summer Season Tour (Optional) | | | |