Discover Chicago’s dark past with this 2-hour guided walking tour exploring gangsters, ghosts, and haunted landmarks in the South Loop district.
Most Popular★ 4.7“Tanner was amazing. Even though we were only two people at our tour, he gave us the full experience. It was fun, interesting and informative. The 1.30 ish hours went by like nothing. One of the best tours we’ve taken.”
★★★★★★★★★★
1,697 reviews2 hoursFrom $36by Chicago Gangsters and Ghosts Tours
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Explore Chicago’s dark side at the Medieval Torture Museum with an audio guide and ghost-hunting app. Learn, touch, and experience 6000 sq. ft. of gruesome history.
★ 5.0“If you're looking for something odd, bizarre, and unique this is a very small intimate but extremely detailed museum of torture macabre. I went a few days before Halloween and it was icing on the cake for me. Perfect for a date where the two…”
★★★★★★★★★★
962 reviews1 hour 30 minutes (approx.)From $35.83by Medieval Torture Museum
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Explore Chicago's dark side with this mob and haunt walking tour. Discover haunted hotels, mob hangouts, and supernatural stories for an authentic experience.
★ 4.5“had Alyssa. She was a great guide. Very knowledgeable and excited to share the information. She was very personable as well. Tour stuck to the theme very well and there were plenty of interesting facts that I was never aware of. The history of Chicago…”
★★★★★★★★★★
383 reviews1 hour 30 minutes to 2 hours (approx.)From $34.00by ExperienceFirst
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Discover Chicago's haunted past on this 2.5-hour ghost pub crawl, exploring historic bars, spooky stories, and hidden city corners with a lively guide.
★ 5.0“Wear comfortable shoes you may have to walk in the grass and dirt. Great time the bars we visited on the tour were great the stories great that were told by our gangster hostess.”
★★★★★★★★★★
266 reviews2 hours 30 minutes (approx.)From $35.87by Nightly Spirits
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Explore Chicago’s spooky side on this 3-hour ghost bus tour. See haunted sites, hear chilling stories, and enjoy a comfortable, informative ride for $59.
“Very informative, really great tour. Tour guide was excellent. Loved hearing some of Chicago history.”
★★★★★★★★★★
147 reviews3 hours (approx.)From $59.00by Chicago Hauntings
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Discover Chicago’s haunted sites on this 1-hour walking tour, featuring ghost stories, spooky landmarks, and historic tales in Lincoln Park for $24.
★ 4.5“Walking, historical tour of Lincoln Park. Dillinger death location, Valentine’s Day massacre location. Several reported haunting locations. Guide Rachael was great.”
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121 reviews1 hour (approx.)From $32.00
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Discover Chicago’s Medieval Torture Museum with an engaging audio guide and ghost hunting app. An immersive experience for history buffs and thrill-seekers alike.
★ 4.7“The Museum of Medieval Torture in Chicago is a real eye-opener! It features a wide range of authentic torture devices and exhibits that give you a glimpse into the darker side of history. The setup is intriguing, and the staff is super friendly, ready to…”
★★★★★★★★★★
96 reviews365 daysFrom $35by Medieval Torture Museum
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Discover Chicago's haunted past and notorious gangsters on this 1.5-hour walking tour, exploring speakeasies, mob sites, and ghostly tales with expert guides.
★ 5.0“This tour was fun and informative. Andre was very engaging and took us to interesting places. Would like to take his other tours.”
★★★★★★★★★★
54 reviews1 hour 30 minutes (approx.)From $35.00by Magnifico Tours
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Discover Chicago’s haunted side on this 1-hour ghost tour through Lincoln Park, led by expert guides sharing spine-chilling stories and eerie sights.
★ 4.5“Guide was very friendly and informative! very enjoyable”
★★★★★★★★★★
48 reviews1 hourFrom $27by US Ghost Adventures
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Discover Chicago's haunted history on a 2-hour Lincoln Park ghost investigation tour, complete with paranormal equipment and captivating stories.
★ 5.0“If you're expecting ghosts, you might want to skip this tour. But if you're looking for a mix of historical tales, gangster escapades, and some downright ludicrous stories, you're in for a treat! This tour, marketed as a haunted ghost investigation walk, took a delightful…”
★★★★★★★★★★
43 reviews2 hours 15 minutes (approx.)From $40.00by Chicago Hauntings
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Discover Chicago’s haunted history on this adults-only ghost tour, exploring eerie sites, chilling stories, and malevolent spirits for a spooky night out.
★ 4.5“This was a fun tour, something that you can do at night when things slow down. I enjoyed the experience and the interesting facts of what makes this city spooky! Joe was a great guide with a lot of knowledge and a fun personality. I…”
★★★★★★★★★★
41 reviews1 hour 30 minutes (approx.)From $34.99by Ghost City Tours of Chicago
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Explore Chicago's haunted past on a 2-hour Segway tour, visiting eerie sites like the Iroquois Theatre fire and the river disaster, all lit up at night.
★ 4.5“Our third Segway and the best! Great tuition and an exciting night time visit of some of Chicago's infamous sites. Not as 'haunted' as we thought but thoroughly enjoyable.”
★★★★★★★★★★
38 reviews2 hours (approx.)From $75.48by Absolutely Chicago Segway Tours
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Explore Chicago's Prohibition-era history and mobster legends on this engaging haunted pub tour, perfect for history buffs and night owls alike.
“Katie was FAB! We loved hearing all of her amazing stories and she truly spooked our group with all the haunted stories about Chicago. Highly recommend!”
★★★★★★★★★★
37 reviews1 hour 30 minutes (approx.)From $34.77by Nightly Spirits
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Explore Chicago's haunted past with this 2-hour walking tour highlighting gangsters, true crime, and ghost stories—perfect for curious adventurers.
★ 5.0“Great way to spend an evening and learn about the city. Scott had lots of information and engaged the group. Great fun being able to enter locations we wouldn’t ordinarily go and find new details. Lots of fun.”
★★★★★★★★★★
26 reviews2 hours (approx.)From $35.00by Inside Chicago Walking Tours
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Discover Chicago’s haunted history on this family-friendly ghost tour, visiting iconic landmarks while hearing spooky, family-appropriate stories at night.
★ 4.0“Loved Joe. He was great. Would have given a much lower star score if he hadn’t been so great. Really rough start. He was told to meet at the bean and we were told to meet at the fountain. We sent messages, left a voicemail…”
★★★★★★★★★★
12 reviews1 hour 30 minutes (approx.)From $29.99by Ghost City Tours of Chicago
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