Chicago Highlights: Story of a Gangster
You'll see world-famous landmarks while learning answers to the city's most compelling questions: Where was the world's first skyscraper? Why are there two Wacker Drives stacked on top of one another?
What's the real reason it's called "The Windy City"? And lest we forget – GANGSTERS!!
Highlights
Take in the most interesting sights of the biggest city in America's heartland
Hear the story of the most infamous of Chicago sons, Al Capone
Starting in the the city's famed Loop, you'll visit iconic sights like the Tribune Tower and the Chicago River
Take in the Magnificent Mile and end up in a place where you can still see bullet holes from the city's violent past
Storyline
ince your father died unexpectedly, it’s up to you to support your family. You heard that Al Capone’s criminal “business” is always looking for help.
Game route
Starting point Exchequer Restaurant & Pub
226 S Wabash Ave, Chicago, IL 60604, USAFinish point Holy Name Cathedral Rectory
730 N Wabash Ave, Chicago, IL 60611, USAPlaces you will visit
10
It will take you
57-87 mins
You will walk
5250 steps
Total distance
4 km
Points of interest
You will get to discover interesting places along the game route.
Holy Name Cathedral Rectory
Old Chicago Water Tower District
DuSable Bridge
Tribune Tower
- Not for kids
- Don’t enter the places, not part of the experience
Ratings and Reviews
27 ratings
What does a Questo Experience look like?
Walk and explore the Real World
Download the Questo app and choose your experience. Walk with your team as you follow clues and solve puzzles, unveiling new locations and stories along the way.
Visit new cities with Travel Quests
For your next trip, choose to explore by going on a quest without a guide. Start and stop whenever you want, without the fear of missing out on the best places to visit or the best stories to learn.
Make your date memorable
Invite your partner for a romantic quest, and go together on a fun adventure around the city. This is perfect for first dates, but also for couple’s therapy.
Role-play in your city
Attend a Questo City Event, and put yourself in the shoes of your favourite fictional characters. Dress up in a costume for extra fun.