Anyway to estimate how much insurance would be without signing up? I would want 100% of what Medicare doesn't cover.
IDK about Illinois, but I don't see why it would be different than NY. Medicare eligible people cannot purchase individual plans on exchange.
There's Medicare, Medicare supplements or Medicare Advantage. Those are via CMS (or a Broker/Rep that deals with Medicare plans). I made a conscious decision several years ago not to get into this field, as it is a field one should specialize in if they choose to serve that market.