Winging it is a phrase used to describe a situation in which someone is improvising or making decisions without any prior planning. The term is often used in relation to the aviation industry, and can be seen in the crossword solutions AIRBORNE (8 letters), INFLIGHT (8 letters), and ALOFT (5 letters). All three of these words refer to the act of flying, and together they provide a vivid image of someone who is taking off without any preparation.