- Olalomi (The Olofa himself) 1397 – 1448 (51 Years) hunter Prince of Oranmiyan Descendants Ife to Oyo.
- Olutide 1448 – 1491 (43years) Warred with Nupes. Settled at Offa Esun.
- Olugbensinde 1491 – 1526 (35years) Moved to Offa – Igbolotu.
- Oluwole 1526 – 1567 (41years) Wars with Nupes.
- Okunmolu 1567 – 1624 (57years) Settle on present site – Offa Igbo oro.
- Olusanle 1624 – 1679 (55years) Assisted Alfin to expand Olusanmi 1679 – 1726 (47years).
- Olugbense 1726 – 1786 (60years) Constructed roads in Offa township reported Offa and Erinle Quarrel to Alafin.
- Bamgbola Aremu Agbojojoye 1789 – 1800 (11years) peaceful reign.
- Amodu Agaka 1800 – 1803 (3years) Fulani wars with Oyo affected Offa.
- Olumorin Anilelerin 1803 -1832 (29years) Nupes invaded Offa, moved to Ido-Osun, later moved to Iseyin.
- Alade Alebiosu 1832 – 1844 (12years) Supreme overlord of Ibolo kingdom.
- Ariyi Omolaoye 1844 -1850 (6years).
- Morounhunfolu Okunoye 1850 – 1882 (32 years) With Ilorin warning Jalumi war
- Atoloye Adegboye 1882 – 1886 (4years) Fight to Ido-Osun offa.
- Arokansorisa Otaogbaiye(2nd Reign) 1886 – 1902 (16years) Reigned when Adegboye was in Ido-Osun.
- Atoloye Adegboye (2nd reign) 1902 – 1906 (4years) Returned to Offa from Ido-Osun offa railway line reached Offa.
- Oyeniran Ariwajoye (I) 1906 – 1917 (11years) Train passed Offa; Christian come to Offa. 1st primary school CMS opened Ibolo district stationed in Offa station office withdraw. Offa became 2nd class chief.
- Arojojoye Adeboye 1917 -1920 (3years) Offa Erin-Ile Road constructed.
- Abidoye 1920 – 1926 (6years) Very much liked
- Esuwoye I 1926 – 1936 (10years) Roofed palace with iron sheets
- Wuraola Isioye 1936 – 1957 (21years) Rebuilt Onimoka shrine Adeboye, returned Central Mosque built, O. D. U also founded on Oct. 13th,1935, Went on exile to Ogbomosho, General Hospital built.
- Mustapha Keji 1959 – 1969 (10years) Pipe-borne water & electricity installed. Offa became Administrative Headquarter of Oyun Local Government, St. Clear’s Girls Grammar School founded. Wuraola Isioye came back to Offa as a citizen.
- Mustapha Olawore Olanipekun Ariwajoye (II) 1970 – 2010(40years) Staff of Office returned to Offa. Palace rebuilt to modern structure. Industries and various developments are being established. Upgraded to 1st class Oba, Federal Polytechnic Offa established, Navy Academy was established.
- Muftau Gbadamosi Esuwoye II 2010 to date.