Question: Is it permissible to pray with ones shoes on?
Praying with your shoes on is permissible as long as the shoes themselves are free from an excusable amount of filth. This equates to approximately 3-4g of solid filth or approximately 3-4cm in diameter of liquid filth.
It is best avoided, however, because praying in most shoes will not allow you to sit in accordance with the sunna comfortably — with the toes facing the qibla — and discomfort may cause distraction in the prayer.
And Allah knows best.