| No | Nama Bupati | Mulai jabatan | Akhir jabatan | Wakil Bupati | Keterangan |
| 1 | RT. Moh. Iksan | 1950 | 1952 | Tidak ada | Bupati pertama |
| 2 | R. Suharjo | 1953 | 1956 | ||
| 3 | K.H. Achmad Zaini | 1957 | 1959 | ||
| 4 | M. Walihadi | 1960 | 1965 | ||
| 5 | Faudzan Hafidz Suroso, B.A | 1966 | 1971 | ||
| 6 | Joesoef Oenik | 1971 | 1978 | ||
| 7 | Mursim | 1978 | 1985 | ||
| 8 | Makboel | 1985 | 1990 | ||
| 9 | R. Bagus Hinayana | 1990 | 1995 | ||
| 10 | Fadhilah Budiono | 1995 | 2001 | ||
| 2001 | 2006 | ||||
| 11 | Drs. Chusnul Arifin D, MM., MSi | 2006 | 2007 | ||
| 12 | Noer Tjahja | 2008 | 2013 | Fannan Hasib | |
| 13 | K.H. Fannan Hasib | 2013 | 2017 | Fadhilah Budiono | |
| (10) | Fadhilah Budiono | 2017 | 2018 | ||
| 14 | Drs. Ec. H. Jonatan Judianto, MMT | 2018 | 2019 | PJ | |
| 15 | H. Slamet Junaidi | 2019 | 2024 | H. Abdullah Hidayat |
Baca Juga : Angkut Orang, Dishub Kota Probolinggo Akan Sanksi Go-Jek Roda Dua
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