Chap touring the Italian city (5)
I believe the answer is:
milan
'city' is the definition.
(Milan is an example)
'chap touring the italian' is the wordplay.
'chap' becomes 'man' (chap can mean a man).
'touring' means one lot of letters goes inside another (touring can mean going round).
'the italian' becomes 'il' ('the' in Italian).
'man' enclosing 'il' is 'MILAN'.
(Other definitions for milan that I've seen before include "North Italian city" , "Italian industrial city" , "Capital of Lombardy" , "Doorstep deliverer" , "City of northern Italy" .)