Saʿid bin Yazid Al-Azdi: I asked Anas bin Malik whether the Prophet ﷺ had ever, prayed with his shoes on. He replied "Yes."  

سَأَلْتُ أَنَسَ بْنَ مَالِكٍ أَكَانَ النَّبِيُّ ﷺ يُصَلِّي فِي نَعْلَيْهِ قَالَ نَعَمْ