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Discover Chicago through a fun, flexible scavenger hunt using an app, with live remote guides, photos, and challenges designed for casual explorers.
Exploring Chicago with Crazy Dash: A Casual, App-Powered Scavenger Hunt
If you’re looking for a fresh way to experience Chicago beyond the typical sightseeing tours, the Crazy Dash scavenger hunt might be just what you need. Priced at a very approachable $10 per person and lasting around two hours, this activity offers a relaxed and interactive way to explore some of the city’s most interesting spots. Using a mobile app, you’ll hunt for objects, take photos, and complete challenges, all while competing in a friendly environment.
What we really appreciate about Crazy Dash is its casual pace — it’s designed for those who prefer discovering at their own speed rather than feeling hurried. Plus, with a remote live host available via chat, you get some guidance without the feeling of being on a regimented tour. One consideration? This isn’t a tour that includes transportation, so you’ll want to be comfortable walking or using your own transport to get between points.
This experience suits travelers who enjoy self-guided adventures, those on a budget, or families seeking a fun, interactive activity. It’s perfect for anyone who loves a bit of competition, wants to explore Chicago’s sights in an unconventional way, or just prefers to see the city through a playful lens rather than a formal guide.
What is Crazy Dash?
Crazy Dash is a mobile app-based scavenger hunt that transforms exploring Chicago into a game. Instead of a traditional tour with a guide leading the way, you’re handed the tools to navigate the city yourself. The app directs you to find specific items, take photos, and complete challenges scattered across Chicago’s most photogenic and interesting spots. The entire activity lasts about two hours, making it a perfect mid-morning or afternoon adventure when you want to enjoy the city at a relaxed pace.
How does it work?
Once you arrive at the meeting point—36 W Wacker Dr—the game begins. You’re given a mobile ticket that grants access to the app, which guides you through your chosen route. The flexibility here is key: you can decide the order of your stops, allowing for a personalized experience. The app notifies you of tasks, points you toward locations, and keeps track of your score. You’ll snap photos of items you find, participate in fun challenges, and collect points along the way.
What about the remote host?
A live remote host is available during your game, accessible through chat. This means if you get stuck or need hints, you can reach out for assistance without disrupting your flow. Reviewers have appreciated this aspect, noting that the host is helpful and responsive, adding an extra layer of support to the laid-back experience.
The route and challenges
While the exact route isn’t specified, the activity’s central starting point at Wacker Drive places you in close proximity to Chicago’s iconic riverwalk, the Loop, and nearby landmarks. The challenges involve finding objects or locations that could include street art, architectural details, or urban scenes, encouraging you to observe your surroundings carefully.
What to expect on the ground
Participants have mentioned that the game is not timed, which is a significant advantage if you prefer a leisurely exploration. You can take photos, stroll, and soak up the city’s vibe without feeling rushed. This makes it especially suited for visitors who want a fun, stress-free experience rather than a hurried sightseeing rush.
The reviews reveal a common theme: the activity is friendly, flexible, and engaging. While some mentioned that it’s not a guided tour with a deep historical narrative, it’s a great way to discover Chicago’s streets through a playful lens.
What’s missing?
Since the tour doesn’t include transportation, you’ll need to plan your own way to get between the starting point and other locations on your list. Public transportation is nearby, and the activity is designed to be walk-friendly. If you’re traveling with children or a group that prefers to move at a slower pace, this is a bonus.
Pricing and value
At just $10, this scavenger hunt offers fantastic value—especially considering all activities are included. It’s a budget-friendly way to add a layer of interactive fun to your day, especially if you’re not keen on traditional tours or large group excursions. It’s more about the experience than about sightseeing facts, which appeals to those wanting a relaxed, engaging outing.
Looking for more options in Chicago? Here are some other experiences worth considering.
This activity suits those who enjoy self-guided adventures and are comfortable exploring an urban environment on foot or via public transit. It’s ideal for families, solo travelers, or groups of friends looking for a casual, inexpensive way to see Chicago’s highlights without the pressure of a guided tour. It’s also perfect if you prefer an activity that adapts to your pace and offers a bit of healthy competition.
If you’re a traveler who values authentic, off-the-beaten-path experiences, Crazy Dash delivers just that—an opportunity to discover Chicago’s streets, architecture, and local flavor in a playful, modern way.
However, if you’re looking for an in-depth historical or architectural tour with a dedicated guide, this probably isn’t the right fit. It’s more of a lighthearted, interactive game rather than a comprehensive sightseeing experience.
Overall, Crazy Dash in Chicago offers a unique, affordable way to explore the city’s streets and sights with a relaxed, playful approach. It’s perfect for travelers who prefer self-led adventures and enjoy a bit of friendly competition. The activity’s flexibility, combined with the support of a remote host, makes it suitable for a wide range of ages and interests—whether you’re solo, with family, or friends.
The price point is hard to beat for two hours of entertainment, and the app-based format means you can tailor your experience to your pace. While it doesn’t include transportation, that’s a minor consideration given how easy it is to access the starting point with public transit.
In short, if you want a fun, flexible, and interactive way to see Chicago without the constraints of a traditional tour, Crazy Dash is a solid choice. It’s especially great for those who value engaging, authentic experiences that are light on formality but heavy on fun.
Is this tour suitable for children?
Yes, it’s a casual, fun activity that can be enjoyed by families, especially if your kids enjoy scavenger hunts and taking photos.
Do I need to bring my own smartphone?
Yes, the activity requires the use of your own smartphone to access the app and participate in challenges.
Can I do this activity in any order?
Absolutely, the activity is designed to be flexible—you’re free to choose the order of your stops and take your time.
Is there a set route I need to follow?
No, you can navigate in any order you prefer, giving you control over your experience.
What if I need help during the game?
You’ll have a remote host available via chat who can assist if you get stuck or need hints.
How long does the activity last?
It lasts approximately two hours, making it a perfect quick activity in your day.
Does it include transportation?
No, transportation is not included, so plan to walk or use public transit to move between locations.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the experience starts for a full refund. Cancellations within 24 hours are not refundable.