Illustration of a guide with a lantern and a small ghost on a cobblestone street with pumpkins and ghosts at dusk (Chicago Gangsters and Ghosts Walking Tour)

Chicago Gangsters and Ghosts Walking Tour

Visitors take a 1.5-mile guided walking tour through the Chicago Loop vice district to explore haunted locations and century-old crime scenes. Historians share real stories of 1920s and 1930s gangsters, speakeasies, bootleggers, and ghost legends. Notable stops along the route include the Congress Hotel, Death Alley, and the Palmer House.

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Plan Your Visit

Tickets

Adult (13–64): $36; Senior (65+): $34; Youth (7–12): $26; Child (0–6): Free.

Hours

11 AM, 1 PM, 4 PM and 8 PM daily; seasonal schedules can be different.

Ages

All ages

Neighborhood

Chicago Loop Vice District

Food & Drink

The tour includes a refreshment break.

Going?

Location

Royal Sonesta Hotel · 71 E. Upper Wacker Drive, Chicago, IL 60601 Get Directions

Local Insight & Ratings

Scare Factor

👻 👻 👻 👻 👻 (2/5)

Family Friendly

👶 👶 👶 👶 👶 (4/5)

Best For

History fans and families with older children

Vibe

Historical and spooky

Energy Level

Moderate

Photo Friendly

High

Weather Sensitivity

High

Tips & Advice

  • Bring a camera to capture photos at the various haunted stops.
  • The tour route includes scheduled refreshment and restroom breaks.

Special Events & Promotions

  • Tours run at listed departure times; seasonal schedules may vary.

Links & Contact

Run by Gangsters and Ghosts Tours

Halloween Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.

Frequently Asked Questions

How long is the walking tour?

The tour lasts 2 hours and covers a walking distance of 1.5 miles.

Is the tour suitable for children?

Yes, the tour is family-friendly and permits children, with kids ages 6 and under admitted for free.

What sites are featured on the tour?

Notable stops along the route include the Congress Hotel, Death Alley, and the Palmer House.

Is this a theatrical tour?

No, the tour is led by historians who share real, spooky historical tales in an intimate setting rather than a theatrical performance.

Browse Halloween in Chicago

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Halloween Events Near Me is an independent guide and isn't affiliated with the events we list.

Contributors & Updates

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