Chicago Loop Highlights: Battle the Supernatural
🔒 Instant Access: Book now and start immediately. No need to wait for a guide.
⏱️ Total Flexibility: Start, pause, and resume whenever you want.
🧩 Gamified Discovery: Solve 10 location-based puzzles to unlock hidden stories and secret spots.
📍 Starting Point: The Untitled Picasso, 50 W Washington St, Chicago, IL 60602, USA
🛡️ Free Cancellation: Cancel up to 24 hours before your planned start for a full refund.
🌐 Available In: 🇬🇧 English
Places you will visit
10
It will take you
27-57 mins
You will walk
4470 steps
Total distance
3.4 km
Route you will explore
Starting point The Untitled Picasso
50 W Washington St, Chicago, IL 60602, USAFinish point The Chicago Board Of Trade Building
141 W Jackson Blvd, Chicago, IL 60604, USAAbout this quest
Walking from the heart of downtown to Grant Park, you'll see 19th century bronze statues and buildings constructed in the heyday of the City Beautiful movement, along with avante-garde monuments made by groundbreaking artists!
What to Expect
This self-guided walking tour in Chicago combines exploration, storytelling, and puzzle-solving into one unique experience. As you navigate through the city, you will discover 10 carefully selected locations, each revealing a piece of the story.
The entire quest takes approximately 2520 minutes to complete and covers 3.4km on foot. You will move at your own pace, with the freedom to pause whenever you want to take photos, grab a coffee, or simply soak in the atmosphere.
Each location features a challenge or puzzle that unlocks the next chapter of your story. These challenges are designed to be fun and engaging while teaching you about the history, culture, and hidden gems of Chicago.
No tour guide needed – your smartphone becomes your guide. The Questo app provides directions, shares stories, and presents challenges along the way.
Highlights
Say hi to the lions at the Art Institute
Spot the secret statue on the Board Of Trade building
Learn the storied history of the beautiful Chicago Cultural Center
Figure out just what Picasso's statue on Daley Plaza is supposed to represent
The mission: Your story in Chicago
Long ago, a One-Eyed Witch taught you the art of Second Sight – how to see and talk with the spirits of things.
Then she made you promise this: to go to Chicago one day, meet the Spirit of Daley Plaza, and ask her to help you catch “The Nuck.”
You’d all but forgotten that oath until the dreams started: visions of Chicago in flames, of monsters in the streets.
So you’ve come to the Windy City, hoping your nightmares will end when you catch “The Nuck” (whatever that is) and keep your promise.
Landmarks & Hidden Gems Included
The Art Institute of Chicago
Buckingham Fountain
The Miró's Chicago Sculpture
The Untitled Picasso
- Best during the day
- Kid friendly
- Best for couples
- Recommended activity for families
- Best in the morning to avoid the heat
Tips & Recommendations
Wear Comfortable Shoes
You will be walking throughout the city, so comfortable footwear is essential for enjoying the experience.
Charge Your Phone
Make sure your smartphone is fully charged. The quest runs through the Questo app, and you will be using it throughout.
Check the Weather
This is an outdoor activity. Bring an umbrella or sunscreen depending on the forecast.
Bring a Camera
You will discover photogenic locations and hidden gems perfect for capturing memories.
Stay Hydrated
Bring water, especially during warmer months or longer quests.
Play with Friends
While you can play solo, quests are more fun with friends or family. One ticket works for a group.
Important Information
Duration
Approximately 2520 minutes
Distance
3.4km walking
Group Size
Unlimited
Difficulty
Easy to Moderate
Accessibility
Not wheelchair accessible (stairs and uneven surfaces)
Cancellation Policy
Free cancellation up to 24 hours before your scheduled start time
Need to Know Before Booking
- •You will need the Questo app on your smartphone (iOS or Android)
- •Each ticket can be used by a group (share one device or play separately)
- •Internet connection required to download the quest initially
- •Once downloaded, you can play offline if needed
Ratings and Reviews
11 ratings
Compare Questo vs. Guided Walking Tours
| Feature | Regular Guided Tours | Questo |
|---|---|---|
| Flexibility | Fixed schedules & no pausing | Start, pause, and resume anytime |
| Privacy | Crowds of up to 30 strangers | Private experience for your group only |
| Pricing | $30-$40 per person | Affordable per-group pricing |
| Availability | Requires advance booking | Instant access 24/7/365 |
| Experience | Passive listening to a guide | Active gamification; you solve the mystery |
