If you dream of wearing woolen clothing in winter, it symbolizes profit and benefits. However, wearing wool in summer indicates stress, sorrow, and misfortune. Such dreams encourage you to adapt to various situations in your life and pay attention to changes in your financial condition.
From Imam Muhammad Ibn Seerin's Dictionary of Dreams According to Islamic Inner Traditions â entry "Wool" (page 480).
Wearing a woolen garment in the winter in a dream means profits and benefits. Wearing it during the summertime represents strain, distress and adversities. Wearing a woolen garment in a dream also means lawful money and prosperity. Sleeping over a sheepskin in a dream means becoming rich from associating with a rich woman, or from a marriage to a rich woman. Burning wool in a dream means religious contempt, or loss of capital. If a man of knowledge sees himself wearing a woolen garb in a dream, it means that he is leaning toward an ascetic life, or that he will become a caller to God's path, teach people to love the eternal comfort of the hereafter and to despise the temporary pleasures of this world. Wearing a woolen cloak with nothing under it in a dream means receiving money from a noble and a well respected person. A dog wearing sheepskin in a dream represents a lowly person who subsidizes his business through a well known and a respected person. If one sees a lion wearing a sheepskin in a dream, the lion here represents a tyrant who confiscates people's money and property. Wool in a dream also represents purity, clarity and asceticism, except if the wool is coarse or unsuitable to wear, then it means poverty or humiliation. (Also see Spinning)
Note: Islamic dream interpretation depends on the dreamer's circumstances and state. This is a general guide drawn directly from the source book.