Chicago , United States

Chicago Gangsters and Movies Tour

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(29 reviews)

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About this experience

Mobsters and Movies takes you through the real haunts of Capone, Dillinger, and The Outfit—then shows you how the very same streets turned into movie magic. Walk the same corners seen in 'The Untouchables' and 'Public Enemies,' and hear how Chicago wrote the script for American gangster history. This isn’t just another sightseeing tour—it’s a front-row seat to crime, cinema, and the city that made them both.

Your guides aren’t just storytellers—they’re trained true crime historians, film buffs, and Chicago insiders who bring every scene to life. Step inside exclusive interiors where real mobsters plotted and Hollywood crews once brought the Windy City to the Silver Screen. We take you deeper into the story than any other tour can. Expect vivid tales, insider trivia, and behind-the-scenes stories that make Chicago’s gangster past feel as real as the movies it inspired.

Available options

Chicago Gangsters and Movies Tour

What's included

Souvenir Photos

Detailed itinerary

The Chicago Riverwalk is one of Chicago's most famous and filmed landmarks. Hear you will explore a few mob stories and movie locations that still stand along the famous riverwalk.

Discover underground tunnels used by the Chicago Outfit, and visit where John Dillinger saw his girlfriend for the very last time. Movie locations will include 'The Dark Knight' and 'The Fugitive.'

Stop 3

This icon of the city is also the filming location for some of Chicago's most famous movies. We will revisit those scenes from 'The Fugitive,' 'The Blues Brothers,' and 'Ferris Bueller's Day Off' as we also explore true crime legends that have lurked in this corridor of power.

Stop 4

Chicago's business district is also the backdrop for some of the most exciting Chicago movie scenes, ranging from 'The Dark Knight' to 'The Untouchables.' We will see beautiful architectural interiors as we uncover famous Chicago mob characters along the way.

Stop 5

We will talk about the history of the Art Institute and Chicago's cultural mile as it relates to some of the most famous crimes in Chicago history. We will also talk about how to make the most out of a visit to the Art Institute to visit art pieces used in famous movies.

Stop 6

This city landmark has rich Al Capone history, as well as the filming location for countless live music and comedy albums. As a filming location it has also captured audiences in 'Public Enemies,' and 'The Dark Knight.'

Stop 7

We end the tour at the filming location of the climactic scene for 'The Untouchables,' a perfect blend of Mobsters and Movies. We visit the architectural wonders inside the former Chicago Public Library, including the largest Tiffany glass dome in the world, and other art exhibits.

What's not included

Tip/Gratuity for Tour Guide

Available languages

Guide guide

Reviews breakdown

Viator 5.0

5 reviews

5★

4★

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1★

Tripadvisor 5.0

24 reviews

5★

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Important information

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Transportation options are wheelchair accessible

All areas and surfaces are wheelchair accessible

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

This is a walking tour—no vehicles are provided. The route is fully accessible, and we welcome all guests who can comfortably join at a walking pace.

Meeting point

Corner of State Street and Wacker Drive. Your host will be standing in front of Chase Bank.

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