Has Istikhãra any basis in the Shari‘a? Is there a problem in repeating the Istikhãra [for the same intention] by paying alms [before it] in order to get a guidance that is to one’s liking?
Answer
One may resort to Istikhara in situations where he is confused and cannot prefer one side [of the issue] to the other, after having pondered over it and having consulted [those who know about it]. It is not Haram to go against the Istikhara, though it may cause one to be regretful. Repeating the Istikhara is not right, unless it is for a different issue, similar to if one pays alms (Sadaqa) and continues with the same situation.