I am not sure this resolve all of your cities, but anyways.
Remove "City"s geographic role.
Now instead of City, City(group) becomes primary matching field for "cities on map dictionary"
City Grouping Test_SM_10.5.twbx 566.5 KB
Hi Shin - thank you very much! That fixed the issue and it seems now that I can group cities, have the group naming show up and still keep other cities (like Philadelphia) from falling out. I didn't even notice the map locations was defaulting to the original city dimension and doesn't allow you to change that unless you remove the geographic role. Thank you again!