
Chicago Gangsters and Ghosts Late Night Halloween Special
Traveler rating
Not yet rated
No traveler reviews have been published for this experience yet.
Quick answer
Is Chicago Gangsters and Ghosts Late Night Halloween Special worth booking?
Chicago Gangsters and Ghosts Late Night Halloween Special is a 2-hour experience in Chicago, United States, from $46 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- Not yet rated
- Duration
- 2 hours
- From
- $46 per person
Uncover the chilling history of Chicago's gangsters and ghosts on this thrilling late-night Halloween walking tour. Delve into the dark secrets of the South Loop, once a vice district, as your historian guide shares captivating tales of Al Capone and the city’s infamous past. Explore haunted locations like the Palmer House and the Chicago Theatre, and hear eerie stories of spirits that linger in Death Alley and along the Chicago Riverwalk. This tour culminates at the Congress Hotel, renowned for its ghostly sightings, making it the perfect way to experience Chicago's haunted history at midnight. - Late-night Halloween walking tour through Chicago's South Loop, ending at midnight. - Hear true stories about notorious gangsters like Al Capone - Visit haunted spots including the Chicago Theatre and Palmer House - End your tour at the Congress Hotel, one of Illinois' most haunted locations
What you get
About this experience
Uncover the chilling history of Chicago's gangsters and ghosts on this thrilling late-night Halloween walking tour. Delve into the dark secrets of the South Loop, once a vice district, as your historian guide shares captivating tales of Al Capone and the city’s infamous past. Explore haunted locations like the Palmer House and the Chicago Theatre, and hear eerie stories of spirits that linger in Death Alley and along the Chicago Riverwalk. This tour culminates at the Congress Hotel, renowned for its ghostly sightings, making it the perfect way to experience Chicago's haunted history at midnight. - Late-night Halloween walking tour through Chicago's South Loop, ending at midnight. - Hear true stories about notorious gangsters like Al Capone - Visit haunted spots including the Chicago Theatre and Palmer House - End your tour at the Congress Hotel, one of Illinois' most haunted locations
What's included
Included
- Guided walking tour
- Late night Halloween special walking tour
- Historian guide
Not included
- Gratuities
What you'll see and do
Chicago Riverwalk
As we cruise along the historic Chicago Riverwalk, look down at the dark waters that hold some of the city's deepest secrets. During the roaring 1920s, this waterfront was the lifeblood of Al Capone’s bootlegging empire
20 minutes here
The Chicago Theatre
Snap a photo under one of the most iconic landmarks in the United States—the glowing, six-story-high "CHICAGO" marquee
20 minutes here
Palmer House Hilton Historic Lobby
step inside the breathtaking, gold-leafed lobby of the Palmer House, a masterpiece of Gilded Age opulence. While it looks like a royal palace today, this historic hotel holds a dark and legendary past
20 minutes here
Cloud Gate
Stand beneath the gleaming, liquid-mercury surface of Cloud Gate—Chicago’s iconic center piecing sculpture
20 minutes here
The Art Institute of Chicago
Guarded by its two famous bronze lions, The Art Institute of Chicago is world-renowned for its masterpieces—but it also holds a few spectral secrets.
20 minutes here
Prepare yourself as we approach the imposing facade of the Congress Plaza Hotel, widely known as one of the most haunted buildings in Illinois. During the height of Prohibition, notorious mob boss Al Capone practically made this hotel his headquarters
20 minutes here
Where it starts and ends
Meeting point
Chicago
Please meet your guide outside "Hoyt's Tavern" 15 minutes before the start time.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Fri, Sat
- Group size
- Up to 30 travelers per booking
- Operated by
- Empire Tours - Chicago
Know before you go
- Specialized infant seats are available
- Service animals allowed
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- All areas and surfaces are wheelchair accessible
- Transportation options are wheelchair accessible
- Wheelchair accessible
- Suitable for all physical fitness levels
Photos






Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Fri, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Empire Tours - Chicago, who run 3 experiences we rank across 1 city, with an average Outty Ranking of 72.0.
See everything Empire Tours - Chicago runsWhy this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Chicago Gangsters and Ghosts Late Night Halloween Special: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Chicago.
How much does Chicago Gangsters and Ghosts Late Night Halloween Special cost?
+
Prices start at $46 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Chicago usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Chicago Gangsters and Ghosts Late Night Halloween Special take?
+
Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Chicago is not rushed.
Is Chicago Gangsters and Ghosts Late Night Halloween Special worth it?
+
It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Chicago, and how flexible the cancellation terms are.
Can I cancel or reschedule Chicago Gangsters and Ghosts Late Night Halloween Special?
+
Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Chicago Gangsters and Ghosts Late Night Halloween Special suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Chicago Gangsters and Ghosts Late Night Halloween Special?
+
Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Chicago can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Chicago and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Chicago Gangsters and Ghosts Late Night Halloween Special start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central Chicago within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Chicago?
+
Chicago's signature experience is still the architecture boat cruise, and the difference between the docent-led originals and the party-boat imitators is the single biggest quality gap in the city. Beyond the river: gangster history walks, Art Institute access, deep-dish and hot-dog crawls, and skydeck timed entry. Outty Ranking leans on guide credentials and how consistently the promised route runs. On Outty we rank every Chicago experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Original Chicago Architecture Interiors Tour: Dazzling Interiors, Chicago Favorites Ultimate Food and Walking Tour, Chicago Murder Mystery Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Chicago?
+
May to October. Winter cruises stop running when the river ices. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Chicago?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Chicago Gangsters and Ghosts Late Night Halloween Special?
+
Included: Guided walking tour; Late night Halloween special walking tour; and Historian guide. Not included: Gratuities. Always check the voucher for the final list before you travel.
Where is the meeting point for Chicago Gangsters and Ghosts Late Night Halloween Special?
+
Please meet your guide outside "Hoyt's Tavern" 15 minutes before the start time. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Chicago Gangsters and Ghosts Late Night Halloween Special offered in?
+
It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Chicago Gangsters and Ghosts Late Night Halloween Special?
+
Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Chicago Gangsters and Ghosts Late Night Halloween Special wheelchair or stroller accessible?
+
The operator notes: Specialized infant seats are available; Infants and small children can ride in a pram or stroller; All areas and surfaces are wheelchair accessible; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Chicago Gangsters and Ghosts Late Night Halloween Special if the weather is bad?
+
It generally runs rain or shine, so dress for the forecast in Chicago. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Chicago Gangsters and Ghosts Late Night Halloween Special.
Pick your date




