On the night of December 30, with most of the jail staff on Christmas break and nonviolent prisoners on furlough with their families, Bundy piled books and files in his bed, covered them with a blanket to simulate his sleeping body, and climbed into the crawl space. He broke through the ceiling into the apartment of the chief jailer—who was out for the evening with his wife—changed into street clothes from the jailer's closet, and walked out the front door to freedom.
After stealing a car, Bundy drove eastward out of Glenwood Springs, but the car soon broke down in the mountains on Interstate 70. A passing motorist gave him a ride into Vail, 60 miles (97 km) to the east. From there he caught a bus to Denver, where he boarded a morning flight to Chicago. In Glenwood Springs, the jail's skeleton crew did not discover the escape until noon on December 31, more than 17 hours later. By then, Bundy was already in Chicago.