We lived at the corner of Peterson and Paulina when I was very young (early 60’s). There was a fruit market across the street in the wedge where Ridge crosses Peterson. They had a Jefferson Ice vending machine outside. I remember hearing people use it during the night from my bedroom window.
There is an old ice factory next to our church at Chicago and Sangamon. Empire Ice Company. It’s still in operation. I don’t know how long it’s been there or who it serves. Here’s a photo of the building and one of their trucks: