Proximal humeral fractures are an exceedingly rare cause of axillary arterial and brachial plexus injury. Neurovascular damage due to these injuries may threaten limb loss. Clinical presentation of these injuries may vary, therefore, a high index of suspicion is essential. The following case report describes a patient involved in a motor vehicle crash with an occult presentation of axillary arterial entrapment and associated brachial plexus trauma due to a proximal humeral fracture. The patient underwent prompt surgical intervention.