To dream about winning represents feelings of achieving success in a situation. Feeling better about yourself or feeling special. Feelings about overcoming challenges or problems. Feelings about defeating enemies. Food good proving yourself or proving you are right. An overwhelming sense of achievement in waking life.
Negatively, winning in a dream may reflect wishful thinking about overcoming problems. An arrogant attitude about showing off with your accomplishments. Jealousy of other people having more success, power, or luck than you.
Winning symbolism may show up in the dreams of people who are successfully confronting addictions or illnesses.
To dream of winning and not liking it may reflect waking a sense of accomplishment that you feel is dangerous. Feeling that overcoming a challenge will only bring more challenges. Problems being satisfied.
To dream of winning at gambling may reflect feelings of success after having taken a risk or uncertain chance at an opportunity.
Example: A woman dreamed of winning. In waking life she had been proved right in an argument when she discovered her ex-boyfriend was cheating on her before they broke up.
Example 2: A girl dreamed of wanting to win the chance to have a date with Brad Pitt. In waking life she was trying very hard to compete with other girls to start a relationship with a very attractive guy