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
وَحَدَّثَنَا أَبُو كُرَيْبٍ، حَدَّثَنَا أَبُو أُسَامَةَ، عَنْ هِشَامٍ، عَنْ أَبِيهِ، عَنْ عَائِشَةَ، أَنَّ رَسُولَ اللَّهِ صلى الله عليه وسلم دَخَلَ عَامَ الْفَتْحِ مِنْ كَدَاءٍ مِنْ أَعْلَى مَكَّةَ . قَالَ هِشَامٌ فَكَانَ أَبِي يَدْخُلُ مِنْهُمَا كِلَيْهِمَا وَكَانَ أَبِي أَكْثَرَ مَا يَدْخُلُ مِنْ كَدَاءٍ .
A'isha (Allah be pleased with her) reported that Allah's Messenger (ﷺ) entered Mecca during the year of Victory from Kada I. e. from the upper side. Hisham said.. My father entered It from both the Fides, but generally he entered from Kada.