It is recommended to enter Makkah from the Upper Mountain Pass and to leave from the Lower Mountain Pass; Entering a city via a route different than the one by which you leave it
حَدَّثَنَا مُحَمَّدُ بْنُ الْمُثَنَّى، وَابْنُ أَبِي عُمَرَ، جَمِيعًا عَنِ ابْنِ عُيَيْنَةَ، - قَالَ ابْنُ الْمُثَنَّى حَدَّثَنَا سُفْيَانُ، - عَنْ هِشَامِ بْنِ عُرْوَةَ، عَنْ أَبِيهِ، عَنْ عَائِشَةَ، أَنَّ النَّبِيَّ صلى الله عليه وسلم لَمَّا جَاءَ إِلَى مَكَّةَ دَخَلَهَا مِنْ أَعْلاَهَا وَخَرَجَ مِنْ أَسْفَلِهَا .
'A'isha (Allah be pleased with her) reported that when Allah's Messenger (ﷺ) may peace be upon him) came to Mecca he entered from its upper side and came out from its lower side.