Chap touring both sides of industrial city in Italy (5)
I believe the answer is:
milan
'city in italy' is the definition.
(I've seen this in another clue)
'chap touring both sides of industrial' is the wordplay.
'chap' becomes 'man' (chap can mean a man).
'touring' means one lot of letters goes inside another (tour can mean to go around).
'both sides of' means to remove the middle letters (only the letters on the sides remain).
'industrial' with its centre removed is 'il'.
'man' enclosing 'il' is 'MILAN'.
(Other definitions for milan that I've seen before include "Northern Italian city" , "North Italian city" , "European city" , "province" , "Italian city with La Scala opera house" .)