In Oddball Illinois: A Guide To Some Really Strange Places, by Jerome Pohlen, page 52-53, 2 odd submarines, sunk in Chicago waters, are mentioned.
One was salvaged with the skeletons of a man & a dog inside it, circa 1915-1918. Dubbed the Foolkiller, it was put on public display. Does it still exist? Is there more information on it?
The second was/is a 31 foot long, hotdog shaped, wooden item, banded with iron straps, with a pipe running end to end. It was found in the Chicago River, and its status as a submarine was uncomfirmed , as it had not been salvaged by publication, circa 2000.
Was this in fact a submarine? What was it? Has it been salvaged?
Old Tribune stories shed a little light on the Foolkiller. In 1904, a fellow named Peter Nissen built a sort of balloon intended to roll on the water’s surface. Imagine a canvas bag shaped like a lemon, with an axle inside from tip to tip. Suspended from the axle, a bench where the inhabitant could sit or sleep. A Tribune story says “Nissen’s plan is to ‘roll’ to the north pole in the bag after testing it by crossing the lake.”
He made a successful short test in August 1904, but drowned in November attempting to cross Lake Michigan in *Foolkiller No. 3.
The submarine mentioned by Bosda was found in 1915 by a diver laying cable near the Rush Street Bridge. When raised, it was found to contain the bones of a man and the skull of a dog. This submarine was very possibly a craft built by one Lodner D. Phillips There are great photos at that site to which I just linked.