Fashionable to travel round a windy city (7)
I believe the answer is:
chicago
'windy city' is the definition.
(Chicago is nicknamed the Windy City)
'fashionable to travel round a' is the wordplay.
'fashionable' becomes 'chic' (chic means stylish or fashionable).
'to travel' becomes 'go' (synonyms).
'round' is an insertion indicator.
'chic'+'go'='chicgo'
'chicgo' enclosing 'a' is 'CHICAGO'.
(Other definitions for chicago that I've seen before include "Illinois port" , "US city - musical featuring All That Jazz" , "A Windy City in Illinois" , "3 city in the US" , "Type of bridge" .)