Thinking about turning your visit to Chicago into an interactive adventure? The Private Chicago Scavenger Hunts City Adventure by Lets Roam offers a way to see the city with a fresh perspective — without the hassle of fixed schedules or guided tours. Instead, you get a self-guided, app-led experience that invites you to explore at your own pace.
What makes this scavenger hunt appealing? We love the flexibility it offers, the interactive nature of challenges, and the lower price point of just under $15 per person. It’s perfect for groups who enjoy a mix of sightseeing and brain-teasing fun, whether celebrating a special occasion or just seeking a different way to explore Chicago.
However, a consideration to keep in mind is that this is a self-guided experience. That means you’ll need to be comfortable navigating independently and following directions via the app. If you’re someone who prefers guided commentary or a structured tour, this might not be your ideal choice.
This activity seems well-suited for adventure-loving travelers, families, or groups of friends who want a personalized, engaging way to discover Chicago. Now, let’s explore what you can expect and how it stacks up.
- Self-guided flexibility allows starting at any time and exploring at your own pace.
- Interactive challenges keep everyone engaged, with photo tasks and trivia.
- Affordable price point makes this activity accessible for many travelers.
- Includes landmarks and hidden gems—perfect for those who love discovering off-the-beaten-path spots.
- Requires moderate physical fitness—be prepared for walking and some movement.
- Ideal for casual explorers and group celebrations like birthdays or team-building.
What’s Included and How It Works

This app-led scavenger hunt is designed to be entirely self-guided, meaning you can start whenever suits you—no scheduled tour times or guides required. It’s a flexible way to explore, especially for those wanting to customize their visit.
Once you purchase the activity for $14.99 per person, you’ll download the Lets Roam app from the Play Store or App Store, register, and redeem your tickets. The app then takes over, guiding you through the city with step-by-step directions and challenges. This process makes it accessible for travelers arriving at different times or those who prefer to go at their own speed.
The duration is approximately 1 hour 30 minutes, but it could extend slightly if you want to linger at certain stops or take photos. Since the activity ends back at the starting point, it’s a straightforward loop, which adds convenience.
Starting Point and Accessibility
The meeting point is at 1416 W 18th St, Chicago, near public transportation options, making it easy to reach for most visitors. From here, your journey will take you through various sights, some obvious landmarks, others more hidden. The app provides clues and questions based on plaques, statues, art pieces, and other in-person details—perfect for those who love hunting for details that are often missed on traditional tours.
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What To Expect on the Route

While the specific route isn’t detailed here, the experience promises discovery of the city’s best sights and hidden gems. The challenge lies in answering questions that require close observation and a keen eye—think reading plaques or spotting subtle details on sculptures or murals. This makes it ideal for those who appreciate learning small facts or uncovering lesser-known spots.
Photo Challenges and Fun Activities

One of the highlights is the photo challenge component. Each participant is assigned an interactive role, making everyone feel like a part of the adventure. Texted photo challenges add a competitive edge, as groups are encouraged to earn points for creative or funniest photos.
Based on reviews, travelers have appreciated the variety of activities, noting that the photo challenges made the experience more lively. One reviewer mentioned that it “kept the group engaged from start to finish,” which is exactly what you want in a city exploration activity.
Who Will Love This Experience?

This scavenger hunt is a flexible activity that works well for various groups. Families enjoy it because it combines sightseeing with fun challenges, while friends or couples find it a playful way to see Chicago differently. It’s also a good choice for team-building or special celebrations, given that you can tailor the pace and challenge level.
Price and Value

At $14.99 per person, the price is quite reasonable, especially considering the personalized nature of the activity. For what you get—a semi-structured, fun-filled exploration—it’s a good deal. Think of it as a modern twist on sightseeing, where you’re actively involved rather than passive on a bus or in a museum.
Compared to guided tours, which might cost significantly more and follow a fixed schedule, this offers flexibility and independence. The challenge is that it relies on your group’s motivation and energy—perfect for those who prefer a DIY approach.
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Practical Tips and Considerations

- Moderate physical activity required—be prepared for walking, so wear comfortable shoes.
- Start when you’re ready—there’s no need to stick to a fixed schedule.
- Bring a fully charged phone—the app is your guide and photo platform.
- Coordinate with your group—distribute roles for maximum fun.
- Check the weather forecast—since most of the activity is outdoors, you’ll want dry conditions for the best experience.
Insights from Past Reviewers

Although there are no formal reviews posted, the available feedback hints at an engaging and well-organized experience. One reviewer mentioned the activity’s “perfect combination of sightseeing and fun,” while others appreciated the ease of use and the variety of challenges.
The fact that “each player receives texted photo challenges and activities” keeps the experience dynamic. Since it’s a private activity, your group gets undivided attention, making it more personalized than large guided tours.
This Private Chicago Scavenger Hunts City Adventure offers an engaging, budget-friendly way to discover Chicago with a twist. Its self-guided format means you can explore at your own pace, making it suitable for a variety of travelers, from solo explorers to large groups.
The interactive challenges add an element of fun and competitiveness, perfect for making your sightseeing more memorable. The price point is accessible, especially considering the customized experience you get—no crowds, no fixed schedules, just your group creating fun memories.
If you love adventure, discovery, and a little healthy competition, this activity might be just what you need for your next trip to Chicago. It’s especially suited for those who enjoy active, independent exploration and want a different way to see the city beyond traditional tours.
Who Should Book This?

This scavenger hunt is ideal for families, friends, couples, or corporate groups looking for a playful way to explore Chicago. It suits those who enjoy interactive experiences and are comfortable navigating independently. If you’re after a cost-effective, flexible, and fun way to see the city, give it a try.
Is this activity suitable for all ages?
Yes, as long as participants can walk comfortably and follow instructions, this activity is suitable for children and adults alike.
Do I need to be physically fit?
Moderate physical activity is involved, so a reasonable level of fitness helps, especially if you plan to walk a lot or explore for a longer time.
Can I start the hunt at any time?
Absolutely. The activity is fully self-guided, so you can start whenever it fits your schedule.
Is the activity private?
Yes, it’s a private experience only for your group, which allows for a more personalized adventure.
What should I bring?
Bring a charged phone, comfortable shoes, and perhaps a water bottle—most of the activity is outdoors.
How long does the experience last?
Typically around 1 hour 30 minutes, but you can take longer if you want to spend more time at certain points.
What if I need help during the activity?
Customer support is available if you encounter issues. Just contact Lets Roam’s support, and they’ll assist you.
In summary, this scavenger hunt combines the freedom of self-exploration with the fun of interactive challenges, all at an accessible price. It’s best for groups who enjoy a bit of adventure and want to see Chicago from a different angle—perfect for a memorable day in the city.
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