The pronunciation of "urbe" sounds almost like OR to me; I thought the "u" sound was more like "oo" as in moose. Is this an issue of "classic" versus "ecclesiastical" pronunciation?
No, just a foreign accent probably. I mean, we're all "foreigners", even today's Italians. "Orbe", however, would be something different: a circle.
I have a problem with this American English. For me a city has to have a cathedral, therefore, almost all urbs are towns. Sometimes town is accepted as a translation and sometimes it isn't. Also, there is no option in the reporting list that enables a correct report in such cases.