| Event Date | Event Description | SponsorshipType | Event Passes | Availability | Sponsor List | Venue, Location | Event Time | CHK | |
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| 2 | 12/11/25 | Member Only Breakfast | Event Sponsor | 2 passes | 1 | $5,000 | Ditka's - Oak Brook | 7 - 9:30 AM |  |
| 3 | 01/22/26 | Member Only Breakfast | Event Sponsor | 2 passes | 1 | $3,500 | Valley Lo | 7 - 9:00 AM | |
| 4 | Enclave Dinner - Downtown - Cancelled 2/3/2025 | Event Sponsor | 1 pass | 1 | $6,000 | Chicago Cut | 6 - 9pm | | |
| 5 | Enclave Dinner - Suburb | Event Sponsor - Local | 1 pass | 1 | $6,000 | Gibson's Oakbrook | 6 - 9pm | | |
| 6 | Enclave Dinner - Suburb | Event Sponsor - National | 1 guest pass + 2 CIO attendees | $6,000 | Gibson's Oakbrook | 6 - 9pm | | ||
| 7 | 02/26/26 | Evening Meeting | Event Sponsor | 2 passes | 1 | $3,500 | CIOY | 5:30 - 8:30 PM | |
| 8 | 03/05/26 | Fireside Dinner - Cancelled. Planning for June event | Event Sponsor - Local | 1 pass | 1 | $5,000 | Virtual | | |
| 9 | 03/10/26 | Women in Tech | Event Sponsor - Local | 1 pass | $5,000 | | |||
| 10 | 04/15/26 | SIM Chicago Summit 2026 | Happy Hour Beverage Sponsor | 1 Seminar Table, w/2 guest passes | 1 | $7,000 | Union League Chicago | 7:30 AM - 5:00 PM | |
| 11 | 04/15/26 | SIM Chicago Summit 2026 | Keynote | 1 Seminar Table, w/5 guest passes | 3 | $20,000 | Union League Chicago | 7:30 AM - 5:00 PM | |
| 12 | 04/15/26 | SIM Chicago Summit 2026 | 10-Minute Tech Talk | 1 Seminar Table, w/2 guest passes | 5 | $10,000 | Union League Chicago | 7:30 AM - 5:00 PM | |
| 13 | 04/15/26 | SIM Chicago Summit 2026 | Summit Regular Table Sponsor | 1 Seminar Table, w/2 guest passes | 17 | $6,000 | ULCC | 7:30 AM - 5:00 PM | |
| 14 | Enclave Dinner - Downtown | Event Sponsor - National | 1 pass | 1 | $6,000 | Downtown - TBD | 6 - 9pm | | |
| 15 | Enclave Dinner - Downtown | Event Sponsor - Local | 1 pass | 1 | $6,000 | Downtown - TBD | 6 - 9pm | | |
| 16 | 05/12/26 | Evening Member Meeting & Speaker | Event Sponsor | 2 passes | 1 | $4,000 | TBD | 5 - 8:30 PM | |
| 17 | 05/31/26 | Event Sponsor | 2 passes | 1 | $2,500 | | |||
| 18 | 06/02/26 | Women In Technology Exclusive Event | Event Sponsor | 2 passes | 1 | $6,000 | | ||
| 19 | 06/10/26 | Summer Social - Members Only | Event Sponsor | 2 passes | 1 | $5,000 | | ||
| 20 | 06/18/26 | CoTY Candidates & Judges Reception | Event Sponsor | 2 passes | 1 | $5,000 | 5:30 - 8:30 PM | | |
| 21 | Evening Meeting - Learn & Network | Event Sponsor | 2 passes | 1 | $6,000 | 5 - 8:30 PM | | ||
| 22 | 07/09/26 | Learn & Burn | Event Sponsor | 2 passes | 1 | $6,000 | | ||
| 23 | 08/03/26 | Annual Golf Outing | Event Sponsor | 2 foursomes | 1 | $12,000 | White Eagle Naperville | 10AM-7PM | |
| 24 | 08/03/26 | Annual Golf Outing | Apparel Sponsor | 1 foursome | 1 | $6,000 | White Eagle Naperville | 10AM-7PM | |
| 25 | 08/03/26 | Annual Golf Outing | Lunch Sponsor | 1 foursome | 1 | $6,000 | White Eagle Naperville | 10AM-7PM | |
| 26 | 08/03/26 | Annual Golf Outing | Buffet Dinner Sponsor | 1 foursome | 1 | $5,500 | White Eagle Naperville | 10AM-7PM | |
| 27 | 08/03/26 | Annual Golf Outing | Bar Sponsor | 1 foursome | 1 | $4,500 | White Eagle Naperville | 10AM-7PM | |
| 28 | 08/03/26 | Annual Golf Outing | Beverage Cart | 1 foursome | 3 | $2,500 | White Eagle Naperville | 10AM-7PM | |
| 29 | 08/03/26 | Annual Golf Outing | Prize Sponsor | 1 foursome | 1 | $3,300 | White Eagle Naperville | 10AM-7PM | |
| 30 | 08/03/26 | Annual Golf Outing | Golf Ball | 1 foursome | 1 | $2,750 | White Eagle Naperville | 10AM-7PM | |
| 31 | 08/03/26 | Annual Golf Outing | Lanyard | 1 foursome | 1 | $2,500 | White Eagle Naperville | 10AM-7PM | |
| 32 | 08/03/26 | Annual Golf Outing | Driving Range Sponsor | 1 foursome | 1 | $2,500 | White Eagle Naperville | 10AM-7PM | |
| 33 | 08/03/26 | Annual Golf Outing | Putting Contest | 1 foursome | 1 | $2,900 | White Eagle Naperville | 10AM-7PM | |
| 34 | 08/03/26 | Annual Golf Outing | Chipping Contest | 1 foursome | 1 | $2,900 | White Eagle Naperville | 10AM-7PM | |
| 35 | 08/03/26 | Annual Golf Outing | Longest Drive | 1 foursome | 6 | $3,000 | White Eagle Naperville | 10AM-7PM | |
| 36 | Enclave Dinner - Downtown | Event Sponsor | 1 pass | 1 | $6,000 | In Person - TBD | 6 - 9pm | | |
| 37 | Enclave Dinner - Downtown | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 38 | Enclave Dinner - Suburb | Event Sponsor | 1 pass | 1 | $6,000 | In Person - TBD | 6 - 9pm | | |
| 39 | Enclave Dinner - Downtown | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 40 | 09/09/26 | CoTY Meet the Candidates | Event Sponsor | 2 passes | 1 | $5,000 | In Person - TBD | | |
| 41 | 10/07/26 | Member Meeting - Bourbon Tasting | Event Sponsor | 2 passes | 1 | $5,000 | In Person - TBD | 5 - 8:30 PM | |
| 42 | 10/14/26 | CoTY - Meet the Finalists | Event Sponsor | 2 passes | 1 | $500 | In Person - TBD | | |
| 43 | 10/22/26 | Feed My Starving Children (after party) | Event Sponsor | 2 passes | 1 | $2,000 | In Person - TBD | | |
| 44 | Enclave Dinner - Suburbs | Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 45 | Enclave Dinner - Suburbs | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 46 | Enclave Dinner - Downtown | Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 47 | Enclave Dinner - Downtown | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Suburbs - TBD | 6 - 9pm | | |
| 48 | 11/18/26 | CIO of The Year Fall Gala | Event Sponsor | 1 table, w/10 sponsor, plus 1 pass VIP table | 1 | $12,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 49 | 11/18/26 | CIO of The Year Fall Gala | Speaker | 1 table, w/5 sponsor, plus 1 VIP seat speaker table | 1 | $7,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 50 | 11/18/26 | CIO of The Year Fall Gala | Fireside Chat Sponsor | 2 guest passes | 1 | $5,000 | Union League Chicago | 4:30 - 5:30 PM | |
| 51 | 11/18/26 | CIO of The Year Fall Gala | Dinner | 2 guest passes | 2 | $5,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 52 | 11/18/26 | CIO of The Year Fall Gala | Beverage | 2 passes | 2 | $4,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 53 | 11/18/26 | CIO of The Year Fall Gala | Appetizer | 2 passes | 1 | $3,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 54 | 11/18/26 | CIO of The Year Fall Gala | Award - CIOY | 2 passes | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM | |
| 55 | 11/18/26 | CIO of The Year Fall Gala | Award - CIO+ | 2 passes | 1 | $1,700 | Union League Chicago | 5:30 - 8:30 PM | |
| 56 | 11/18/26 | CIO of The Year Fall Gala | Award - Innovator | 2 passes | 1 | $1,700 | Union League Chicago | 5:30 - 8:30 PM | |
| 57 | 11/18/26 | CIO of The Year Fall Gala | Award - Impact Prize | 2 passes | 1 | $2,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 58 | 11/18/26 | CIO of The Year Fall Gala | Finalist Table | 1 table, w/ 5 sponsor + 5 finalists | 1 | $3,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 59 | 11/18/26 | CIO of The Year Fall Gala | Candidate Table | 1 table, w/ 4 sponsor + 6 candidates | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM | |
| 60 | 11/18/26 | CIO of The Year Fall Gala | Judges Table | 1 table, w/ 4 sponsor + 6 judges | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM | |
| 61 | 11/18/26 | CIO of The Year Fall Gala | SIM BOD CIO Table | 1 table, w/ 4 sponsor + 6 BOD CIO | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM | |
| 62 | 11/18/26 | CIO of The Year Fall Gala | Premier Table | 1 table, w/10 guest passes | 1 | $3,000 | Union League Chicago | 5:30 - 8:30 PM | |
| 63 | Members Only - Breakfast Event | Event Sponsor | 2 passes | 1 | $5,000 | TBD | 7 - 9:30 AM | | |
| 64 | 12/10/26 | Members Only - Breakfast Event | Event Sponsor | 2 passes | 1 | $5,000 | 7 - 9:30 AM | | |