Exploring Chicago with a Scavenger Hunt: What You Need to Know
Thinking about adding some interactive fun to your trip in Chicago? The Amazing Scavenger Hunt Time For a Go in Chicago by Let’s Roam offers a unique way to see the city’s highlights without the constraints of a traditional tour. It’s a self-guided adventure that puts you in the driver’s seat, blending sightseeing with a playful challenge. Whether you’re traveling with friends, a family, or colleagues, this experience promises a lively, engaging way to discover what makes Chicago special.
What we really like about this hunt is how flexible it is — you can start whenever it suits you, and the app guides you step-by-step through the whole journey. Plus, it’s fairly budget-friendly at just $14.99 per person. But, it’s not a guided tour with a live guide; instead, it’s a fully self-directed experience that relies on your team’s enthusiasm and curiosity. For those who enjoy a bit of independence and a dash of friendly competition, this could be just the thing. However, if you prefer a more structured, narrated tour, you might find it a little hands-off.
This adventure will suit folks who love exploring at their own pace, enjoy trivia and photo challenges, and are looking for a budget-friendly way to add some spice to their city outing. It’s also ideal for groups who want a shared activity that sparks conversation and laughter without the formality of a scheduled tour.
Key Points

- Flexible start times allow you to join the scavenger hunt whenever it suits your schedule.
- Self-guided format means no need for a guide or reservation — just download the app and go.
- Interactive challenges and trivia keep everyone engaged — perfect for friendly competition.
- Photo challenges offer a fun way to capture memories and earn points.
- Cost-effective at $14.99, providing a budget-friendly way to explore.
- Designed for a moderate physical level, so it’s doable for most travelers without strenuous activity.
A Walkthrough of the Experience

When you decide to give this scavenger hunt a shot, the process is straightforward. You start at 77 E Randolph St, the designated meeting point, but since it’s self-guided, you can officially begin whenever you’re ready. The entire experience takes around 1.5 to 2 hours, making it a perfect activity if you’re on a day packed with sightseeing or just want a more interactive city walk.
The app is your guide—once you download and register, it prompts you with clues, trivia questions, and challenges at various landmarks. The questions are designed to be only discoverable in person, often hidden on plaques, statues, or artworks, encouraging you to pay attention to your surroundings. It’s a clever way to learn about the city’s history and culture in a fun, informal manner.
Photo challenges are a highlight—we found that everyone enjoyed the chance to get creative and snap photos for points. Some tasks might involve capturing a specific scene or a funny group shot, encouraging camaraderie. The app assigns participants different roles, so no one is left out of the fun, adding a layer of interaction even if you’re just a small group.
Challenges and trivia are tailored to different interests and adventure levels, making the experience quite customizable. It’s a neat mix of puzzle-solving, sightseeing, and photo-taking, all wrapped into a mobile experience that requires no physical transportation beyond walking.
Planning more time in Chicago? We've covered other experiences worth considering.
The Landmarks and Hidden Gems

What’s especially appealing about this scavenger hunt is how it guides you through some of Chicago’s most recognizable sights. Though the route isn’t explicitly detailed, you can expect to encounter key landmarks and interesting finds along the way. The app’s questions often relate to plaques, statues, or artworks—these are usually tucked away or less obvious, which motivates you to explore more deeply than you might on a typical city walk.
The inclusion of hidden gems and lesser-known spots can make this a rewarding experience for those who think they already know Chicago. The ability to start at any time makes it flexible for your plans, whether you want a quick city highlight run or a more leisurely exploration.
The end point is back at your starting location, making it simple to plan your next activity or grab a meal nearby. Since the activity is designed to be self-paced, you can take breaks whenever needed and adjust the timing based on your group’s energy levels.
What Travelers Say (Based on Available Reviews)
While there are no formal reviews yet, the structure of the experience suggests it would appeal to those who enjoy interactive, game-like activities. The inclusion of trivia and photo challenges indicates it can keep both kids and adults entertained—though travelers should have a moderate physical fitness level since it involves walking around the city.
The overall value seems solid, given the price. For just $14.99, you get a personalized experience that’s both fun and educational. It might not replace a guided tour for in-depth historical insights, but it offers a different kind of connection to the city—more playful and spontaneous.
Practical Details and Tips

This activity is completely app-led, so make sure your smartphone is charged and that you have good internet connectivity. The app is available for download from the Play Store and App Store, making it accessible for most travelers.
Timing-wise, you can start whenever you want during the opening hours (8:00 AM to 5:00 PM, daily). The flexible start time is great if you’re on a busy schedule or want to fit it into a specific part of your day.
The price point of $14.99 per person makes it an affordable way to explore without breaking the bank—especially since it’s private for your group, so no strangers are involved.
Accessibility is considered moderate, so travelers with a reasonable level of physical activity should be comfortable with the walking involved.
Cancellation policy is straightforward—full refunds are available if canceled at least 24 hours in advance, which adds a nice layer of peace of mind.
Final Thoughts: Is This Right for You?
If you’re after a relaxed, fun way to see Chicago’s sights, this scavenger hunt is a solid choice. It’s perfect if you prefer exploring at your own pace, enjoy solving riddles or answering trivia, and love taking photos along the way. It’s especially good for groups that want a shared activity without the formality of guided tours.
However, if you’re someone who prefers a structured, narrated experience or is less comfortable with walking and using a smartphone for directions, you might find it less satisfying. It’s not a guided tour with a live guide, so you should be comfortable navigating on your own with the app.
In short, this adventure makes for a memorable, engaging way to add some playful exploration to your Chicago trip—especially if you’re traveling with friends, family, or colleagues who can enjoy a little friendly competition.
Amazing Scavenger Hunt Time For a Go in Chicago
Frequently Asked Questions

How long does the scavenger hunt take?
It typically lasts about 1.5 to 2 hours, making it a flexible activity that you can fit into your day.
Can I start the hunt whenever I want?
Yes, you can begin at any time during the opening hours of 8:00 AM to 5:00 PM, simply by downloading the app and registering.
Is this experience suitable for children?
While not explicitly stated, the challenges are engaging for all ages and involve walking, so most kids who are comfortable with a bit of a walk should enjoy it.
Do I need a guide or reservation?
No, this is a self-guided activity, so no guide is necessary, and you can start whenever you’re ready.
What’s included in the ticket price?
The price covers the app-guided adventure, trivia, photo challenges, and the ability to explore Chicago’s sights in a fun, interactive way.
Is the activity accessible via public transportation?
Yes, the meeting point is near public transit options, making it easy to reach.
What if I have issues during the hunt?
Customer service is available to assist if needed, and contact details are provided through the app.
Can I cancel if my plans change?
Yes, full refunds are available if you cancel at least 24 hours in advance.
Is this experience family-friendly?
While not specifically marketed to families, the challenges are suitable for most age groups, provided they’re comfortable walking and using a smartphone.
To sum it up, if you’re looking for a fun, budget-friendly way to explore Chicago that mixes sightseeing with playful challenges, this scavenger hunt by Let’s Roam might just be what you need. It’s a relaxed, interactive experience that invites discovery and laughter, perfect for groups wanting to make their Chicago visit a bit more memorable.
More Tour Reviews in Chicago
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- Chicago’s Riverwalk & History 2 Hour Small Group Walking Tour
- Chicago: Underground Pedway & Downtown Secrets Walking Tour
- Chicago City Tours See It All No Time Wasted
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- Chicago: Underground Pedway & Downtown Secrets Walking Tour
- Chicago City Tours See It All No Time Wasted
- Chicago: Westside Food Tasting Bike Tour with Guide
- Amazing Scavenger Hunt Time For a Go in Chicago
- Chicago Loop Private Walking Tour with a Guide
- 5 Day Tour On Lakes Superior Huron and Michigan
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