While the real world seems scary enough this year, Halloween still offers a lot of frightening thrills all its own. Plenty of Chicago bars, restaurants, hotels and special pop-ups get into the spooky spirit of the holiday with multiple days of festivities, including costume contests, creepy cocktails, pumpkin carving and frightening decorations. Heck, even your furry four-legged friends can get in on the fun. From a sinfully awesome celebration from a multi-Michelin-starred chef to a spooky carnival with spectacular city views, we have your Halloween activities covered.
RECOMMENDED: The best Halloween events and parties in Chicago
October 14, 2025: No matter what kind of experience you're looking for, there are plenty of Halloween events happening across Chicago. From Michelin-level eats and spooky cocktails to costume contests and pup-friendly events, we've rounded up the most exciting happenings at the best Halloween bars in Chicago.