Timothy Robert Caldwell

Timothy Robert Caldwell, 62, of Chicago, Illinois, passed away peacefully in his sleep on November 27th, 2025.

Tim is survived by his wife, Genevieve (Genny); Daughters, Kristen, Tammy, Katie, and Sarah "Sarha"; Grandchildren, Madison, Mya, and Ocean; Siblings, Kathy, Teresa and Jimmy (Tracy); many nieces and nephews and his good friends Paulie and Rhonda.

Born in Chicago, Illinois on April 4th, 1963, Tim graduated from St. Gregory High School. He spent over 30 years working as a CNA, owning his own landscaping company, as well as working at a book store.

Tim was known for his dedication and commitment to his clients. Tim loved fishing, traveling, spending time in the community, and creating memories with family.

Tim will be remembered for his kindness, integrity, unconventional humor, religious views, and love for his family. His laughter and wisdom were a gift to everyone that knew him.

Family will be receiving guests on Thursday, December 4, 2025 from 10:00am until time of service at 12:00pm at Dieterle Memorial Home, 1120 South Broadway, Montgomery, IL 60538. Burial will take place immediately following at Riverside Cemetery, 414 North River St., Montgomery, IL 60538.