Studies in Pomeranians as well as other breeds have looked at clinical signs or external features as predictors of Chiari-like malformation (CM) and syringomyelia (SM). The aim of this study is to describe and analyze morphometric factors of the skull of Pomeranians with and without CM/SM by means of CT as well as manual external measurements. Ninety-two Pomeranians >12 months of age were included that underwent both CT and MRI studies of the head and cervicothoracic vertebral column. Two observers independently reviewed the CT imaging studies and performed quantitative measurements. External measurements were taken from the head of dogs when under general anesthesia using a tape measure and a caliper. Externally measured mandible length was associated with the probability of having SM (p = 0.043). Mandible length was moderately correlated with weight (Pearson correlation coefficient = 0.585, p < 0.001). A cutoff for mandible length of 58 mm yielded a sensitivity of 96% (95% confidence interval 89–100%), meaning dogs in this study population with a mandible length shorter than 58 mm were highly likely to have SM. The measurement of the length of the mandible could help to determine the probability of a Pomeranian having SM, especially when combined with the presence or absence of owner reported clinicals signs as shown in previous studies.