When Mrs. Chesterfield throws a roof-top bash and doesn't invite Jessie and the kids, they decide to throw a Halloween party themselves. But their festivities take a haunting turn when Jessie begins to see ghosts and Emma, Luke and Mrs. Chesterfield are overcome by ghoulish spirits. Now, it's up to Jessie, Ravi and Zuri to defeat the ghosts and save the day and the building.

Jessie gets an opportunity to be the understudy for a famous, young actress in an off-Broadway play. Ravi and Luke devise a plan to make sure Jessie gets the chance to perform the role. Meanwhile, Emma and Zuri argue over how best to help Bertram with his new idea for a web based cooking show.