William H. Caldwell Jr.

Bill was a man of many talents, deep convictions, and boundless curiosity. Throughout his life he proudly wore many hats entrepreneur, business owner, journeyman, golfer, fisherman, poker player, card and domino enthusiast, symphony lover, and dedicated member of the Social Ministry Board. He was also a longtime member of the South Suburban Police Pistol League, where he built friendships rooted in respect and camaraderie.

Above all else, Bill cherished his roles as husband, father, grandfather, brother-in-law, and friend. His generosity, sharp wit, and unfailing loyalty touched everyone who knew him. Whether he was mentoring others in business, enjoying a day on the golf course, playing cards surrounded by laughter, or quietly appreciating the beauty of a symphony, Bill lived life with intention, spirit, and heart.

William (Bill) Caldwell, Jr. son of the late William H. Caldwell, Sr. and Susan (nee Galella). Loving Husband of Peggy (nee Lachowicz); Beloved father of Jill, Neal and Adam (Vanessa Hayes); Cherished grandfather of Nyle Garcia; Admired brother of Michael (Teresa), Linda (the late Ed Sherman); Brother-in-law of Nancy (the late Michael) Ehlinger, David (the late Ellen) Lachowicz, Ken (Kathy) Lachowicz, Ted Lachowicz, Susan (the late Ron Pawlowski) Lachowicz, Elizabeth Lachowicz, Laura (the late Andy) Marlin, Bro Donald Lachowicz O.F.M., Karen (Carla Rash) Lachowicz, Frances Lachowicz, Lorrie (the late Nick) Lachowicz; Uncle to Matt (Kelly) Pawlowski, Elaine Pawlowski, Veronica Romeli, Dwain (Jamie) Ehlinger, Rebecca (Christian) Fonseca, Megan (Matt) Schwanten, Zack Lachowicz, Natalie Lachowicz, Gayle Lachowics, Evan (Jessica) Lachowicz, Sydney Lachowicz, Ursula (Jim) Blazek, Jesse (Samantha) Torres, Melissa Marlin, Dana (Diego La Costa) Marlin, Thomas Connor Lachowicz, Kevin Lachowicz, the late Christopher Lachowicz, Ron Sherman, Breanne (Jay) Molenda, Brooke (Jay) Kasprzak, Kaitlin Caldwell, and Kameron Caldwell

A church service will be held Monday, December 15, 2025, at 11:00 AM at Trinity Church 6850 W. 159th Street in Tinley Park. A Celebration of Life will follow from 12:30 PM to 3:30 PM at Orland Funeral Home 9900 W. 143rd Street, Orland Park, Illinois.

In lieu of flowers, the family kindly asks that donations be made to Trinity School, 6850 W. 159th Street, Tinley Park, Illinois, or that a tree be planted in Bill’s honor.

Bill’s presence will be deeply missed, but his legacy of love, humor, and integrity will continue to live on in all who were blessed to know him.