Chicago , United States

Chicago Haunts and Hooligans Tour

Active

(37 reviews)

For a full refund, cancel at least 24 hours before the scheduled departure time.

Instant confirmation

Mobile or paper ticket accepted

About this experience

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain.

Tours begin at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago. A costumed guide will lead tour goers on a walking journey exploring the creepy past of one of Chicago’s most famous bootleggers, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home.

Available options

Chicago Haunts and Hooligans Tour

What's included

Local guide

Tour escort/host

Detailed itinerary

Your costumed guide will meet you at the infamous Harry Caray's Italian Steakhouse, once home to the notorious Frank Nitti, who served as Al Capone’s trusted enforcer and eventual successor of the Chicago Outfit. You will get the change to purchase your own libations while you hear spooky stories and tales from Chicago’s Gangster past.

What's not included

Alcoholic drinks (available to purchase)

Gratuities

Available languages

Guide guide

Reviews breakdown

Tripadvisor 5.0

37 reviews

5★

4★

3★

2★

1★

Important information

Travelers should have at least a moderate level of physical fitness

Minimum age is 21 years

Operates in all weather conditions, please dress appropriately

Meeting point

Harry Caray’s Italian Steakhouse

Meet the guide inside Harry Caray’s Italian Steakhouse. They will be wearing a Roaring 20s costume and standing near the front.

Important notes

Your tour begins at Harry Caray's Italian Steakhouse, 33 West Kinzie Street. Your guide will meet you INSIDE. Just look for the flapper or gangster near the famous bust of Harry Caray. Please try to arrive 10-15 minutes prior to your reservation time, in order to allow time for check-in.

How do we get there?? Parking in this area is extremely limited so we strongly recommend using ride-share or public transportation. Click this link for a list of transportation recommendations.

Running Late for the tour?? We will wait 5 minutes for everyone, then the group will be at the starting location for approximately 15-20 minutes. If you are later than that, please reach out to us by phone, 844-678-8687, and we will do our best to catch you up to the group.

Tours beginning at 7:30pm or later are for guests 18+ only!!

About Chicago

Chicago is a vibrant city known for its stunning architecture, rich cultural heritage, and world-class cuisine. Situated along the shores of Lake Michigan, it offers a unique blend of urban excitement and natural beauty, making it a must-visit destination for travelers from around the globe.

Top Attractions

Millennium Park

Millennium Park is a famous public park in downtown Chicago, known for its modern art and architecture. It's home to the iconic Cloud Gate sculpture, also known as 'The Bean'.

Park 1-2 hours Free

Art Institute of Chicago

One of the oldest and largest art museums in the United States, the Art Institute of Chicago houses an impressive collection of artworks from around the world.

Museum 2-3 hours $25 (adults), Free for children under 14

Skydeck Chicago

Located on the 103rd floor of the Willis Tower, Skydeck Chicago offers breathtaking views of the city and Lake Michigan. Visitors can step out onto The Ledge, a glass balcony extending out from the building.

Observation Deck 1-2 hours $28 (adults), $20 (children 3-11)

Navy Pier

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Entertainment 2-4 hours Free to enter, individual attractions have varying costs

Wrigley Field

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Sports 2-4 hours (game duration varies) Ticket prices vary depending on the game and seating

Must-Try Local Dishes

Deep-Dish Pizza

A thick, buttery crust filled with layers of cheese, toppings, and tomato sauce. It's a Chicago classic and a must-try for pizza lovers.

Dinner Contains gluten and dairy. Vegetarian and vegan options are available at some restaurants.

Chicago-Style Hot Dog

A steamed or grilled all-beef hot dog topped with yellow mustard, chopped white onions, bright green sweet pickle relish, a dill pickle spear, tomato wedges, pickled sport peppers, and a dash of celery salt, all served on a poppy seed bun.

Snack Contains gluten and dairy. Vegetarian and vegan options are available at some hot dog stands.

Italian Beef Sandwich

Thinly sliced beef cooked in its own juices and served on an Italian roll. It's typically dipped in the juices and topped with sweet or hot peppers.

Lunch/Dinner Contains gluten and beef. Vegetarian and vegan options are available at some Italian beef restaurants.

Chicago-Style Popcorn

A sweet and savory snack made with caramel and cheese-flavored popcorn, often sold in colorful boxes at street corners and ballgames.

Snack Contains dairy. Vegetarian and vegan options are available at some popcorn stands.

Popular Activities

Kayaking on the Chicago River Biking along Lake Michigan Rock climbing at First Ascent Picnicking in Millennium Park Yoga in the park Spa treatments at The Peninsula Chicago Visiting the Art Institute of Chicago Attending a performance at the Chicago Symphony Orchestra

Best Time to Visit

May to September

This is the best time to visit Chicago for outdoor activities, festivals, and sightseeing. The weather is warm and pleasant, making it ideal for exploring the city's parks and attractions.

15°C to 30°C 59°F to 86°F

Practical Information

Language

Official: English
Widely spoken: Spanish, Polish, Chinese
English: Widely spoken

Currency

United States Dollar (USD)

Time Zone

Central Time Zone (CT) (GMT-6)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Chicago is generally safe for tourists, but visitors should be aware of their surroundings and take precautions to protect themselves and their belongings. Some areas of the city have higher crime rates, and visitors should research their destinations before traveling.

Important Precautions:

• Be aware of your surroundings and keep valuables secure
• Use licensed taxis or ride-sharing services
• Avoid walking alone in isolated or poorly lit areas, especially at night

Getting there

By air

O'Hare International Airport • 27 km (17 miles) from city center
Midway International Airport • 13 km (8 miles) from city center

By train

Union Station, Ogilvie Transportation Center

By bus

Greyhound Station, Megabus Terminal

Getting around

Public transport

The 'L' is a convenient and affordable way to get around Chicago. It consists of eight color-coded lines.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

The Loop Lincoln Park Wicker Park Magnificent Mile Pilsen

Day trips

Navy Pier

2 km (1.2 miles) • Half day to full day

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Wrigley Field

10 km (6.2 miles) • Half day to full day

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Museum Campus

3 km (1.9 miles) • Half day to full day

The Museum Campus is a 57-acre park located on the southern tip of Grant Park in Chicago. It's home to several world-class museums, including the Field Museum, the Shedd Aquarium, and the Adler Planetarium.

Festivals

Lollapalooza • Early August (4-day festival) Chicago Jazz Festival • Late August to early September (weekend festival) Chicago Food Festival • Early September (weekend festival)

Pro tips

Visit popular attractions early in the morning or late in the afternoon to avoid crowds and long wait times
Use the Ventra card for easy and convenient payments on public transportation
Explore the city's diverse neighborhoods and culinary scene to get a true sense of Chicago's character and culture
Take an architecture river cruise to see the city's stunning skyline and learn about its architectural history
Visit the city's many parks and outdoor spaces to enjoy nature and outdoor activities, even in the heart of the city