The Prophet ﷺ performed four Umras. The Umra of Hudaybiyyah, the second Umra the following year, the Umra of fulfillment in Dhul-Qadah, the third Umra from Jiranah, and the fourth which was joined with his Hajj.
حدثنا قتيبة حدثنا داود بن عبد الرحمن العطار عن عمرو بن دينار عن عكرمة
أن النبي ﷺ اعتمر أربع عمر عمرة الحديبية وعمرة الثانية من قابل وعمرة القضاء في ذي القعدة وعمرة الثالثة من الجعرانة والرابعة التي مع حجته
[Its chain of transmission is sahih] Abu Dawud transmitted it in the Book of Rites of Hajj, chapter on Umrah, no. 1993, from Qutayba through the same route, and Ibn Hibban graded it sahih (al-Ihsan): 3935. There are also narrations on this subject from Anas [Bukhari, no. 1778, and Muslim, no. 1253], Abdullah bin Amr [Ahmad: 2/180], and Ibn Umar [Bukhari, no. 1775, and Muslim, no. 1255].