Thanks, Amy, for bringing up Ristorante Roma. I actually have that postcard in my collection. It's one of my favorites so it was fun to look into the restaurant's history.

I had assumed it was completely unrelated to Romas Restaurant at State & Adams but the more I found out, the less sure I became. I still think the two restaurants are not directly related though. Ristorante Roma has an interesting story.
In her impressive website Restaurant-ing through history Jan Whitaker wrote:An early, ca. 1896, graduate of a program at the Armour Institute in Chicago (later the Illinois Institute of Technology) was Ida Foster Cronk, catering director and manager of the Coffee House at Jane Addams’s Hull House. In 1900 Cronk left the settlement house to open her own Ristorante Roma in Chicago’s Loop, shown here ca. 1906 [same postcard].
Ms Cronk's restaurant, referred to as The Roma in its newspaper ads ("Spaghetti, as Cooked in Italy"), was on the top floor of a building on State between Madison and Monroe (remember, Chicago's street numbering system was changed in 1909). The restaurant, or more accurately its successor, is included in John Drury's
Dining in Chicago from 1931.
John Drury wrote:The Roma was not built in a day. It is, on the contrary, the oldest Italian restaurant in Chicago's theatrical district. Signor Virgil Nottoli, the proprietor, even goes further and affirms that it is the oldest Italian restaurant in the downtown district. Picking up a pencil, he will write: five years at State and Monroe Streets, two years at State and Congress Streets, four years at Wabash and Congress Streets, and eighteen years at its present location, 117 North Clark Street. That makes a total of twenty-nine years—more than a generation.
[A discussion of the food and clientele follows.]
In the 1930-31 telephone directory it is listed as The
New Roma Restaurant. I'm not sure of the significance of that change. Regardless of possible ownership changes, it appears The (New) Roma closed during World War II: it is listed in a 1941 telephone directory but is absent in the 1945 edition.
I have been unable to find mention of The Roma from the mid '40s to the early '60s. After pursuing many false leads I finally came upon this snippet from Tower Ticker in the
Chicago Tribune of December 16, 1963.
Herb Lyon wrote:Romas' big restaurant debuts today at State and Adams and seats 750.
So it seems Romas Restaurant opened in 1963 and lasted to about 1975. I'm still stumped by the "Good Food Since 1909" sign, still as clear as can be.

Could that be a completely bogus claim, Romas trying to trace their lineage back to The Roma? Or is there another interesting story waiting to be uncovered?
As I mentioned above, it was reported that Romas was replaced by Adams Restaurant around 1975. I have no information on Adams but Googling the phone number from the Romas matchbook led to a mention of The Court Restaurant, a name that sounds familiar. Does anyone remember The Court at the corner of State & Adams?