Look associated with cunning jumbo? (8)
I believe the answer is:
aircraft
'jumbo?' is the definition.
(I've seen this before)
'look associated with cunning' is the wordplay.
'look' becomes 'air' (something might have a certain air or look).
'associated with' says to put letters next to each other.
'cunning' becomes 'craft' (cunning can mean craftiness).
'air'+'craft'='AIRCRAFT'
(Other definitions for aircraft that I've seen before include "High-flier" , "Planes" , "Flying vehicle" , "Flying machine" , "Aeroplane, helicopter etc" .)