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Nigeria’s federalism has been shaped by contrasting experiences under military anddemocratic rule, each leaving distinct yet overlapping legacies. This study examines how both regimetypes have influenced the federal system in Nigeria, focusing on a number of identified popular idealsand goals of federalism in the country, namely, structure and balance, fiscal equity, division of powersand power devolution, and federal character, with the aim of assessing whether the regime typesadvanced or undermined federal stability. This study adopts a qualitative research design that relies onsecondary data. This research methodology utilizes a comparative analytical method to evaluate thepolitical and institutional features of military rule and democratic governance, particularly their impacton each of the above benchmarks. The findings reveal that military rule undermined federalism throughauthoritarian centralization and the imposition of unitary structures which ultimately made federalismin Nigeria very unstable and prone to conflict. Democratic rule though, continues to face challenges ofcorruption, elite domination, and weak institutions that perpetuate structural distortions and instability.Both systems are thus, to a large extent, different sides of the same coin in Nigeria’s federal experience.The study concludes that federal stability in Nigeria requires reforms that strengthen state autonomy,promote equity, and curtail elite manipulation through stronger institutions and deeper democraticpractices.