Orbital cellulitis is a rare life-threatening condition secondary to underlying nasal and brain infection. Encounter with orbital cellulitis patients in the emergency department is very rare due to the rapid disease progression and fatal outcomes. The role of radiological investigations like computed tomography (CT) and magnetic resonance imaging (MRI) plays an important role in the disease diagnosis and progression. Intracranial extension with septic emboli complicates the disease further hidering the success of the treatment. In this case report, we discuss the challenging condition of concomitant occurrence of these conditions in a patient, the diagnostic challenges, the therapeutic challenges faced in the management of this patient.