| November 2026 | |
| 05 Thursday | Monticello Milestones: A Legacy of 100 yearsThis year marks Monticello Area Chamber's 70th year! This year also marks Monticello Main Street's 30th year! The combined leadership of these two organizations has helped to transform our community in profound ways. It is time to celebrate those accomplishments!! Join us on November 5th! Networking and Happy Hour (cash bar) 5:30-6 PM Dinner 6-7 PM Program 6:30-8 PM Cost $40/ticket Sign-up Needed. Business Casual attire is suggested. Thank you to Premier Sponsor: First State Bank and Trust Thank you to Event Sponsors: Burgess & Cline Kirby Medical Center |
| December 2026 | |
| 05 Saturday | Christmas Parade 202611:30am - 12:30pm CST The 2026 parade theme is: "A Storybook Christmas”It is time to start planning the Chamber Christmas Parade. Thank you for your continued support of the Chamber Christmas Parade. Thank you to our sponsors:  .JPG)  |
| 12 Saturday | Lunch with Santa on the Train10:00am - 02:00pm CST All Aboard!!Join us for Lunch with Santa on the Train at the Wabash Depot in Monticello, Illinois! Enjoy a train ride, an individual visit with Santa, and a kid-friendly lunch. Thank You to our Sponsor: Kelly's Accounting  |
| 13 Sunday | Lunch with Santa on the Train10:00am - 02:00pm CST All Aboard!!Join us for Lunch with Santa on the Train at the Wabash Depot in Monticello, Illinois! Enjoy a train ride, an individual visit with Santa, and a kid-friendly lunch. Thank You to our Sponsor: Kelly's Accounting |
| 14 Monday | Santa In The DepotAll day event CST Wabash Depot, 200 E Railroad St, Monticello, IL, 61856-2272  |