Is it boleh to perform more than one Umrah during a single trip to Mekkah?

This is a matter of scholarly difference. The common practice among many jamaah haji is to exit Mekkah to the nearest boundary of the Haram — usually Masjid Aisha at Tan'eem — to enter a new state of ihram and perform another Umrah. This practice is widespread and permitted by many scholars, including Sheikh Ibn Baz, who considered it a virtuous deed and a form of drawing closer to Allah.

However, a number of scholars, including Sheikh al-Islam Ibn Taymiyyah and Sheikh Al-Albani, held that performing repeated Umrahs by exiting to Tan'eem is not from the Sunnah and was not practiced by Nabi (shallallahu alaihi wa sallam). Nabi performed four Umrahs in his lifetime, each in a separate journey. He never exited to Tan'eem for a second Umrah during the same trip. The only instance of Umrah from Tan'eem was when Nabi instructed Aisha's brother to take her out to perform Umrah because she had entered Haji without performing a separate Umrah, and she was distressed about it. This was a specific case, not a general recommendation.

Sheikh Ibn Uthaymeen took a middle position, stating that performing Tawaf around the Kabah, praying in the Haram, reciting Al-Quran, and making dhikr are better uses of time in Mekkah than repeatedly exiting for additional Umrahs. He acknowledged the permissibility of repeated Umrahs but preferred focusing on other acts of worship that are more established from the Sunnah.