Weird Chicago Tours: Haunted & Historical Adventures in Chicago
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; mainly urban walking with some standing.
Overview
Dive into Chicago’s shadowy past with Weird Chicago Tours, where ghost stories, gangland lore, and hidden history come alive. These unique bus and walking tours offer an unexpected way to experience the city’s colorful, sometimes sinister heritage.
Adventure Tips
Dress for the Weather
Tours include time standing outdoors at multiple stops—layer up and bring weather-appropriate gear for comfort.
Bring a Refillable Water Bottle
Stay hydrated during your tour, especially on walking tours or warmer months when the Chicago heat can be intense.
Use Restroom Before Tour
Facilities are limited during tours; use restrooms at the pickup location to avoid discomfort during stops.
Wear Comfortable Shoes
Walking tours involve urban sidewalks and some uneven pavement—sturdy shoes make the experience more enjoyable.
Local Insights
Wildlife
- Peregrine falcons nesting on downtown skyscrapers
- Urban-adapted squirrels common in street parks
History
Chicago’s Prohibition era, notorious gangland conflicts, and the 1893 World's Columbian Exposition deeply influence the city’s unique historical character.
Conservation
Tour operators encourage sustainable urban tourism by minimizing waste and promoting respect for historic sites during visits.
Frequently Asked Questions
Recommended Gear
Weather-Appropriate Layers
Adjust for temperature fluctuations when standing outdoors or moving between stops.
all specific
Comfortable Walking Shoes
Durable footwear is important for uneven sidewalks and longer walks.
all specific
Refillable Water Bottle
Stay hydrated, especially during warm months or walking tours.
spring|summer|fall specific
Compact Rain Jacket
Pack light protection against sudden Chicago rain showers.
spring|fall|summer specific