As a resident of Chicago, I invite you to come on over. I'd go to La Unica, rather than Treasure Island though.
Medaglia d'Oro is the "Italian" brand of an espresso that is made by the same company as, and is very similar or identical to, the "Cuban" and "Puerto Rican" brands Pilon and Bustelo. See link (another Cuban emigre makes good). All of the above have an instant version, as does the most "Cuban" one, Llave, I believe (from Gavina, another Cuban-American firm).
Caputo's is a good call, too. If you are out west, the one in Addison might be convenient.
http://www.teaandcoffee.net/0205/coffee.htm