This is actually more common than one might initially suspect, and Chicago has a host of business-ready hotels that will certainly suit your needs. The Swissotel Chicago and the Hyatt Regency Chicago are the most highly regarded, but the city carries additional offerings in the form of the Hotel Allegro. Call ahead and make sure that their offerings match your needs, however.
I've worked in an LV casino a few years back, and some dealers continue to stay even though they know the big health risk they are exposing themselves to, mainly because they need jobs and insurance.
