Chronic Obstructive Pulmonary Disease (COPD) exacerbations are potential medical emergencies treated with bronchodilators, glucocorticoids and supplemental oxygen. However, in extreme cases, adequate treatment requires mechanical ventilation via endotracheal intubation to correct the acid-base imbalance created by the disease process. We present a case of a 52-year-old female with COPD exacerbation requiring intubation who failed extubation multiple times while concurrently being treated with lorazepam, for agitation. Based on the evidence for increased carbon dioxide retention associated with benzodiazepine use, we weaned the patient off the lorazepam which in turn allowed the patient to be successfully weaned off the ventilator.