Chicago
Web-to-app city quest

Play the city game of Chicago

An interactive walk along the highlights of Chicago. Follow the route, solve puzzles and play at your own pace.

No app to install, no account — tap and you're playing, right in your browser. The first stops are free.

  • In your browser
  • No download
  • No account
  • First stops free
  • In your language
Early AccessFree to play while this route earns its first reviews.
No download · no account
See all highlights on this walking tourRead how the escape game works

🏅 Finish this walk in 2026 and you're a Founding Explorer — a badge from the early days that stays on your profile forever. What's a Founding Explorer? →

11highlights
4km route
Difficulty: demanding

11 stops · 4 km · ±1.75 h

4.0 km · 1.3 km back to the starting point.

Starts at Museum of Illusions Chicago and ends at The Richard H. Driehaus Museum. You can start at whichever stop is closest to you.

This is what a challenge feels like:

Walk underneath Cloud Gate and look up. You'll notice the seam lines where the stainless steel plates are welded together. How many of these seam lines are visible on the underside of the sculpture, directly below the central 'navel' point?

Read how the escape game works

Note: this route has one longer stretch of ±1350 m, between the end and the start of the route (±18 min walk).

The story

The Order of the Secret Map

Welcome, Explorer. The Order of the Hidden Map has opened a route for you in Chicago that ordinary visitors never fully see. Follow the dance of light on towering glass, the whispers of the wind between grand stone facades, and the deep pulse of the river that shapes the city. This is the beginning of your hidden story.

A glimpse of the story — discover the rest while playing.

About this city walk

Discover Chicago on a self-guided walking tour

Our interactive walking tour of Chicago blends a classic city walk with an escape game. You get a real tour guide in your pocket that takes you past the must-see landmarks of Chicago.

No schedules, no group, no headset. You play the city walk whenever you want, at your own pace. Perfect for things to do in Chicago — solo, with friends, with kids, or as an activity for a city break, bachelor party or team outing.

Along the way you solve puzzles and uncover the mystery of The Order of the Secret Map. A unique way to get to know Chicago — more than a regular walking tour, and a fraction of the price of a live guide.

Why players love CityWalkGems

At your pace

No schedules or groups. Start, pause and resume whenever you want.

Highlights + gems

The must-sees plus spots even locals sometimes miss.

Story in every street

History and mystery woven through the city itself.

A fraction of a guide

A real private guide in your pocket, for a fraction of the price.

Zero hassle

No download, no account, no waiting. Open the link and you're playing.

What you'll see in Chicago

Welcome, Explorer. The Order of the Hidden Map has opened a route for you in Chicago that ordinary visitors never fully see. Follow the dance of light on towering glass, the whispers of the wind between grand stone facades, and the deep pulse of the river that shapes the city. This is the beginning of your hidden story.

Along the way you'll pass Museum of Illusions Chicago, Cloud Gate, Millennium Monument, Chicago Cultural Center, McCormick Bridgehouse & Chicago River Museum and Chicago Riverwalk — the finest highlights of Chicago, in one connected route.

Ready for the adventure?

Start your mission in Chicago

Play right now in your browser — no download, no account.

No download · no account