Scavenger Hunt in Chicago by Wacky Walks

A Unique Way to Explore Chicago: Wacky Walks’ Scavenger Hunt

If you’re looking for a playful, budget-friendly way to see Chicago’s iconic landmarks, this Scavenger Hunt in Chicago by Wacky Walks offers a fresh take on sightseeing. Priced at just $10 per person and lasting about two hours, this experience is designed for independent travelers who prefer discovering a city at their own pace. Instead of traditional tours, you’ll download an app, set off whenever suits you, and explore some of Chicago’s best-known spots with the help of a remote guide—think of it more as a treasure hunt with a city twist.

What we especially like about this adventure is its personalized and flexible approach—you’re not stuck on a bus or with a large group. The game’s challenges, which include taking crazy photos and solving riddles, add a layer of fun that keeps things lively. Also, the cost makes it accessible for many travelers and provides a way to explore without the fuss of arranging private transportation or expensive tickets.

One possible consideration is that this activity requires a smartphone with internet access, and it’s not included in the price. Travelers who prefer guided walks with a physical guide might find this format a bit too independent, but for those comfortable with using their phones, it’s a rewarding way to learn and explore.

This scavenger hunt is perfect for families, couples, or solo explorers who enjoy interactive experiences, as well as those on a budget or seeking a flexible itinerary. It’s especially appealing if you love playful challenges and discovering city highlights through a more casual, tech-savvy lens.

Key Points

• Personalized Experience: A private, self-paced adventure that’s ideal for small groups or solo travelers.
• Affordability: At only $10, it offers excellent value compared to traditional guided tours.
• Interactive Fun: Challenges and riddles make sightseeing engaging and memorable.
• Flexible Timing: You choose when to start, fitting the tour into your schedule.
• Remote Guide Support: A live host provides hints and encouragement through your journey.
• Key Landmarks: Highlights include the Vietnam Veterans Memorial and the Chicago Loop.

Exploring Chicago by Smartphone: What to Expect

This scavenger hunt begins near Chicago’s Heald Square Monument, with a commanding view of the river. From here, you’ll use a specially designed app that presents you with a list of city objects to find and challenges to complete—think of it like a digital scavenger hunt with a Chicago twist.

The game’s premise is simple: find specific landmarks or objects around downtown Chicago based on riddles, take photos to prove you found them, and perform unique challenges at each spot. For example, you might be asked to snap a picture of a particular monument, perform a silly pose in front of a building, or complete a fun task that tests your creativity.

The remote guide plays a vital role—while you’re on your own to explore, they’re only a message away, offering hints, encouragement, or help if you get stuck. This keeps the experience engaging but not overwhelming, especially for first-time visitors or those unfamiliar with the city.

The Route and Highlights

The activity’s route offers a nice mix of historical, cultural, and modern sights. Starting at Heald Square, you’ll move along the Chicago River, passing by notable architecture and public spaces. The tour includes the Vietnam Veterans Memorial, which is a poignant site, and the bustling Chicago Loop, a hub of activity and iconic skyscrapers.

While the guide doesn’t control your movement, the challenge-based format encourages you to wander and discover at your own pace. You might find yourself stopping frequently to solve riddles or take humorous photos, making the experience lively and playful rather than a strict march through sights.

One reviewer highlighted that it’s a particularly good option for those who want to see many sights without feeling rushed. Since the activity is entirely private and tailored to your pace, it’s perfect for families with kids who love games or travelers who want a relaxed exploration.

What Makes This Tour Stand Out

Unlike conventional walking tours, this scavenger hunt adds a layer of interactivity and independence. The use of a smartphone app means you’re actively engaged in discovering Chicago’s highlights, and the challenges keep the experience from feeling like just “another walk.” Plus, the price point is very attractive for those wanting a low-cost, high-fun activity.

On top of that, the flexibility to start anytime between Tuesday and Sunday from 9 AM to 5 PM means you can slot it into your day whenever it fits. If you’re arriving in the city and want to get a feel for the downtown area without committing to a rigid schedule, this is a wonderful way to do so.

We also appreciate the focus on key landmarks—this isn’t a vague exploration but a curated experience that touches on Chicago’s identity, from its memorials to its architecture.

How It Compares and What Travelers Say

While there aren’t formal reviews yet, the fact that this activity is booked on average 40 days in advance suggests it’s popular with travelers who value unique, customizable experiences. The free cancellation policy adds peace of mind, allowing you to cancel at least 24 hours ahead for a full refund.

Some travelers might find the reliance on smartphone technology a small hurdle, especially if their device isn’t compatible or if they prefer a more traditional guide. However, many reviews note that the interactive chat with the remote host is encouraging and helpful, enhancing the experience rather than detracting from it.

Practical Details and Tips

• Price: At $10 per person, it offers incredible value considering the interactive and private nature of the activity.
• Duration: About two hours, making it a good addition to a morning or afternoon outing.
• Meeting Point: Begins at 36 W Wacker Dr, conveniently located near public transportation hubs, which makes it easy to reach.
• Not Included: The cost of using your phone’s data plan, so check your plan before starting.
• What to Bring: A charged smartphone with internet access, comfortable walking shoes, and a willingness to get playful.
• Accessibility: Service animals are allowed, and most travelers can participate, though it’s best suited for those comfortable with using a smartphone and walking around downtown.

Who Should Consider This Tour?

This scavenger hunt is ideal for adventurous travelers who enjoy interactive experiences and want to explore Chicago in a relaxed, playful way. It suits families with kids who love games, couples looking for a romantic yet fun activity, or solo explorers wanting a self-guided adventure. If you’re on a budget and prefer discovering city highlights without the pressure of a group tour, this is a smart choice.

However, if you prefer a traditional, guided walking tour with a physical guide or dislike relying on technology, you might find this activity less appealing. It’s also best for those comfortable with smartphone-based navigation and willing to walk around the downtown area.

Frequently Asked Questions

Can I start the scavenger hunt anytime?
Yes, you can choose your start time between Tuesday and Sunday, from 9 AM to 5 PM, making it flexible to fit your schedule.

What’s included in the price?
For $10 per person, you get two hours of activity with a remote interactive guide, plus all the challenges and activities. The smartphone app is a separate expense unless you already have one.

Is this activity suitable for children?
Most travelers can participate, and the challenges are playful, so it’s suitable for families with children who enjoy games. However, younger kids should be comfortable walking and using a smartphone.

What landmarks will we see?
Highlights include the Vietnam Veterans Memorial, the Chicago River, and the Chicago Loop, among other key monuments and streets.

Do I need my own smartphone?
Yes, the activity requires a smartphone with internet access. The cost doesn’t include device use, so ensure your device is charged and ready.

Can I cancel if my plans change?
Absolutely. The tour offers free cancellation up to 24 hours before the start time for a full refund, providing peace of mind.

To sum it up, Wacky Walks’ Scavenger Hunt in Chicago delivers a lively, cost-effective way to see the city’s top sights with a playful twist. It’s a fantastic choice for those who enjoy interactive challenges, want the freedom to explore at their own pace, and appreciate authentic, memorable experiences. Whether you’re traveling alone, as a couple, or with family, this activity makes discovering Chicago both fun and personal—an engaging way to turn sightseeing into an adventure.