Why choose this Chicago tour ?

A historic walk that tells the story of Chicago’s emergence from the ashes of the Great Chicago Fire. Your stroll takes you from the heart of downtown north across the river. 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!!

Enjoy a uniquely crafted story brought to you by our top-notch and talented writers. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Ready for an adventure?

After your booking, you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.



Make the most of your Chicago adventure

What makes Gangster Story Quest Experience in Chicago a unique experience ?

Start the exploration at The Exchequer Restaurant & Pub has been a fixture in Chicago’s dining scene since 1969, and its longevity speaks to its enduring appeal. Situated in a bustling area of downtown Chicago, the restaurant is easily accessible and a great choice for a meal during your city exploration. Once here, you can spend as much time as you wish until starting to follow the next directions.

The Palmer House, a Hilton Hotel, is an iconic landmark in Chicago, dating back to its original opening in 1871. It has been a favorite destination for travelers seeking a blend of timeless elegance and modern comforts. As you approach the hotel, you’ll be struck by its stunning exterior, featuring ornate details and classic architecture that harkens back to the Gilded Age. Once here, you can spend as much time as you wish until starting to follow the next directions.

Pendry Chicago stands tall as a sleek and elegant addition to the city’s skyline. As you approach the hotel, you’ll be greeted by its striking architecture and inviting entrance, setting the stage for a memorable stay. Once here, you can spend as much time as you wish until starting to follow the next directions.

The Jewelers Building, a timeless and majestic structure, stands tall as a symbol of Chicago’s architectural heritage. With its distinct neo-Gothic design and intricate detailing, it captures the imagination of all who encounter it. Once here, you can spend as much time as you wish until starting to follow the next directions.

Harry Caray’s Italian Steakhouse offers a unique and inviting dining experience, where guests can savor a delectable fusion of Italian flavors and premium steakhouse fare. Once here, you can spend as much time as you wish until starting to follow the next directions.

DuSable Bridge stands as a magnificent symbol of Chicago’s architectural and engineering prowess. This iconic double-deck bascule bridge showcases a beautiful blend of Beaux-Arts and neoclassical architectural styles, adding to the allure of the city’s skyline. Once here, you can spend as much time as you wish until starting to follow the next directions.

Tribune Tower stands as a magnificent symbol of Chicago’s architectural legacy and journalistic history. As you approach the building, you’ll be immediately struck by its grandeur and unique façade, inspired by European Gothic architecture. The tower’s design features flying buttresses, pointed arches, and detailed stonework, evoking a sense of medieval majesty in the heart of a modern metropolis. Once here, you can spend as much time as you wish until starting to follow the next directions.

InterContinental Chicago Magnificent Mile offers a timeless blend of elegance, sophistication, and modern comfort. As you approach the hotel, you’ll be greeted by a majestic historic building, dating back to the 1920s, which exudes the grandeur of classic Chicago architecture. Once here, you can spend as much time as you wish until starting to follow the next directions.

The Old Chicago Water Tower District is a captivating enclave that transports visitors back in time to the late 19th century. At its heart stands the famous Chicago Water Tower, an enduring symbol of the city’s strength and survival. Once here, you can spend as much time as you wish until starting to follow the next directions.

The Holy Name Cathedral Rectory is a significant building that complements the grandeur of the nearby Holy Name Cathedral, one of Chicago’s most recognizable religious landmarks. Once here, you can spend as much time as you wish until starting to follow the next directions.

Tour Description & Additional Info:

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • • Bring a charged phone. • Open the Questo app and follow the instructions. • You must have downloaded the app and created an account first, using the same email you made the purchase with.


Options To Choose for Your Trip:

  • Gangster Story Quest Experience in Chicago
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Gangster Story Quest Experience in Chicago Inclusions:

Included with Your Ticket

  • 24/7 customer support.
  • Full availability: 24/7, every day of the year.
  • A city exploration game available on your phone (Questo app).
  • Safety: It’s self-guided, open air and you will avoid crowds.
  • Flexibility: start, take a break and continue at your own pace.

Trending Chicago Nearby Tours Likely To Sell Out

Special Instructions:

    – Unlock your city game in the Questo app using this link: https://questoapp.com/unlock
    – Download the Questo app using this link (it’s free): [onelink.to/questo](http://onelink.to/questo)
    – Head to the starting point and enjoy your city game!

    Please be advised..

  • This Tour is Provided by Questo.
  • Tour Timezone & Starts at America/Chicago.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • This Tour is Rated 3 Stars based on 2 valid reviews on VIATOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 15 Travelers is accepted for booking.