Roaming free in check garment (11)
I believe the answer is:
neckerchief
'garment' is the definition.
(neckerchief is a kind of garment)
'roaming free in check' is the wordplay.
'roaming' indicates an anagram.
'free'+'in'+'check'='freeincheck'
'freeincheck' with letters rearranged gives 'NECKERCHIEF'.
(Other definitions for neckerchief that I've seen before include "18 [BANDANNA]" , "Piece of ornamental cloth" , "cloth square" .)