The orbit is a complex structure, composed of multiple components including bone, muscle, globes, vessels, and nerves. Orbital tumors are uncommon, but unfortunately they frequently are overlooked, especially when the orbits are included as part of a head CT performed for other indications. Orbital tumors vary in type and location. They can be confined within a single structure or cross boundaries to involve multiple structures. The most common clinical presentation of orbital neoplasms is unilateral proptosis. The purpose of this article is to review the anatomy of the orbit and its contents; to describe a systematic search pattern from an anatomic approach that can be used for the detection of orbital tumors; to illustrate the characteristic MR and CT imaging features of a spectrum of benign and malignant orbital tumors; and to discuss their individual clinical presentations, etiologies, and treatments.