السلام عليكم ورحمة الله وبركاته Ustadh, may Allah reward you. A man traveled to Jeddah, then stayed in Mecca for a week (intending to worship and leisure but not umrah immediately). Then he went to Medina and intended umrah from there. Did he unknowingly leave off the obligatory ihram when entering

Ustadh AbdulAziz al-Haqqan

If he decided it only then, then no he didn't otherwise yes.