Destination Guide

Chicago: Historic Hotels & Film Locations

From the Drake's haunted eighth floor to the Congress Plaza's sealed rooms — plus the Home Alone filming sites you can actually visit.

Chicago's grand hotel era produced a cluster of properties that have outlasted their original purposes and accumulated unusual histories in the process. The Palmer House, the Drake, and the Congress Plaza each have documented incidents layered beneath the lobby polish. Our guides cover the booking realities, the authenticated lore, and — for film-interested visitors — the real Chicago locations used in the productions that made the city famous on screen.