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Discover Chicago with Crazy Dash's lively scavenger hunt using an app, featuring flexible gameplay, a remote host, and fun challenges for $10 per person.
Exploring Chicago becomes an exciting adventure with Crazy Dash’s scavenger hunt designed for casual explorers and puzzle lovers alike. For just $10 per person, this 2-hour experience offers a relaxed, flexible way to see the city’s sights through an engaging digital game. Starting at 36 W Wacker Dr, participants use an app to hunt for items, take photos, and complete challenges at their own pace, all while competing against others nationwide. The tour’s live remote host provides chat support throughout, ensuring help is available if needed.
Since it’s not timed and is described as the most easy-going scavenger hunt, it’s perfect for those seeking a laid-back way to enjoy Chicago’s neighborhoods, architecture, and urban vibe. However, it’s important to note that use of a smartphone is necessary, and private transportation isn’t included. Still, the tour’s affordability and flexible format make it a compelling choice for a fun, interactive city outing.


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This tour kicks off from 36 W Wacker Dr, located conveniently near public transportation options. The starting point ensures easy access for everyone, whether arriving by train or walking. Since the activity ends back at this location, it offers straightforward logistics for planning your day in Chicago.
The meeting point is clear, and the entire experience is designed to be straightforward, with no complicated check-in process. The flexibility of starting at your convenience within the operating hours—Tuesday to Sunday, 9:00 AM to 5:00 PM—means you can fit it into your schedule comfortably.
Participants explore Chicago using an interactive app that provides all instructions for the scavenger hunt. The app allows you to find objects around the city, take photos, and complete fun challenges. You have the freedom to choose the order of your stops, making this experience adaptable to your interests and energy levels.
Since it’s not timed, there’s no rush to finish; it’s about enjoying discovery at your own pace. You can spend as much time as you like at each location, taking in the sights without feeling pressured by a clock.
The tour features a live remote host who is accessible via chat during the activity. This support ensures that if questions or technical issues arise, assistance is only a message away. The remote host enhances the experience by providing guidance and ensuring the game runs smoothly, despite the lack of an in-person guide.
It’s a modern way to add interaction and help without the need for physical presence, making this activity suitable for a variety of group sizes and preferences.
The core of the adventure involves hunting for items that can be found around Chicago’s streets and landmarks. You’ll be prompted to take photos of these objects within the app, earning points for each find.
Along With locating specific objects, fun challenges are included to keep the experience lively. These may involve tasks like capturing creative photos or completing simple puzzles, adding variety and engagement to the exploration.
Compared to traditional guided tours, this scavenger hunt offers more freedom and casual pacing. The app-based approach makes it accessible for tech-savvy participants and those who prefer self-directed exploration.
On top of that, the cost-effectiveness—at only $10—makes it a budget-friendly activity, especially considering the all-included 2 hours with a remote guide. It’s a great way for families, friends, or solo travelers to see Chicago in a fun, interactive way without the need for a large group or expensive guided tour.
Since the activity requires a smartphone and use of the app, participants should ensure their devices are charged and have a good internet connection. Although private transportation is not included**, the starting point near public transit makes it simple to reach.
The tour is described as being suitable for most travelers, including those with service animals. Its casual pace ensures that even those with limited mobility can join in with appropriate planning.
Booking this experience comes with a free cancellation policy, allowing full refunds if canceled at least 24 hours in advance. This flexibility supports spontaneous plans or last-minute changes, adding peace of mind to your booking.

Unlike many guided tours or city excursions, this activity is not timed, emphasizing relaxed sightseeing. Participants can linger at favorite spots or speed through areas they’re less interested in, making it ideal for leisurely discovery.
The inclusion of challenges alongside the traditional scavenger hunt adds extra engagement. Taking creative photos and completing tasks brings a playful element to exploring Chicago’s streets, architecture, and neighborhoods.
The live chat support from a remote host ensures that participants aren’t left to navigate the app alone. This feature introduces a layer of guidance that enhances confidence and enjoyment, especially for those unfamiliar with digital scavenger hunts.
At a modest $10 per person, this activity offers excellent value for a two-hour, interactive experience. Its easy logistics and broad accessibility make it suitable for families, couples, or solo adventurers seeking a fun, low-pressure way to explore Chicago.

This scavenger hunt appeals most to casual explorers, young adults, or families looking for an affordable and flexible activity. It’s well-suited for those who enjoy urban exploration, photo challenges, and games but prefer a laid-back pace over structured guided tours. Its remote guide support makes it accessible even for first-time visitors or those unfamiliar with Chicago’s layout.

What is the starting point for the Crazy Dash Chicago tour?
The tour begins at 36 W Wacker Dr, a central location accessible via public transportation.
How long does the scavenger hunt last?
The experience lasts approximately 2 hours, providing ample time to explore without feeling rushed.
Is this activity suitable for children?
Yes, most travelers can participate, including families with children, especially since the pace is casual and challenges are fun.
Do I need to bring my own smartphone?
Yes, use of a smartphone is required to access the app and participate in the scavenger hunt.
Can I cancel my booking if plans change?
Yes, there is a free cancellation policy if you cancel at least 24 hours before the scheduled activity.
Is transportation included in the tour?
No, private transportation is not included, but the starting point is near public transit options for easy access.
This Crazy Dash Chicago scavenger hunt provides an engaging, budget-friendly way to see the city, combining digital fun with relaxed exploration. Its app-guided format and remote host support make it a flexible choice for anyone eager to uncover Chicago’s sights without the constraints of a traditional tour.