A Fun, Affordable Way to Explore Lincoln Square
If you’re looking for a way to experience Chicago’s charming neighborhood of Lincoln Square that goes beyond the usual walking tour, this Self-Guided Puzzle Quest might be just the ticket. Priced at only $8.66 per person, it offers a flexible, engaging adventure that takes you through local shops, murals, and historic landmarks, all while solving puzzles from your phone. The experience lasts around 2 hours, with plenty of time to soak in the sights at your own pace.
What we especially like about this tour is how it combines interactive storytelling with authentic neighborhood charm — imagine wandering from an iconic apothecary to a famous sausage shop, all while uncovering stories woven into the fabric of the area. Another highlight is the self-guided format, allowing you to start whenever suits you and break up the journey as needed, making it ideal for relaxed, unhurried exploration.
One thing to consider is that this isn’t a guided group tour; there’s no live guide to answer questions or provide commentary. If you prefer personal interaction or detailed historical background from a person, this might feel a bit light. However, if you’re comfortable with a bit of independent adventure and enjoy solving puzzles, this tour offers great value. It’s perfect for those who want an authentic, flexible way to discover Lincoln Square on their own terms — especially if you like combining outdoor activity with a little brain-teasing fun.
Key Points
- Budget-Friendly: At just over $8, it’s an inexpensive way to enjoy a Chicago adventure.
- Flexible Schedule: Can start any time, take breaks, and proceed at your own pace.
- Authentic Neighborhoods: Focuses on Lincoln Square’s cafés, murals, and local landmarks.
- Interactive & Engaging: Combines puzzles, storytelling, and outdoor exploration.
- Self-Guided & Safe: Open-air experience that avoids crowds, with 24/7 customer support.
- Suitable for Solo, Couples, or Small Groups: Shares well on a phone, but best enjoyed with a small team for the puzzles.
Exploring Lincoln Square Through a Puzzle Adventure

When considering how to experience Chicago beyond its famous architecture and museums, the Secrets of Lincoln Square self-guided quest offers a truly different perspective. It’s a chance to walk through a lively neighborhood filled with historic gems, local flavor, and public art, all while participating in an interactive game that keeps your curiosity engaged.
This tour is designed for those who enjoy a blend of outdoor activity, storytelling, and puzzle-solving, making it a perfect option for families, friends, or solo travelers who want to tailor their sightseeing experience. The price is modest, and the format is flexible, so it’s easy to fit into a busy day or combine with other activities.
What makes it stand out among Chicago’s many options? First, the use of a mobile app (Questo) means you don’t need a physical guide or group, giving you control over your adventure. Second, the inclusion of local spots like Merz Apothecary, Gene’s Sausage Shop, and the Berlin Wall Monument showcases neighborhood highlights that might be overlooked on traditional tours.
While some travelers might find the lack of a live guide a drawback, others will appreciate the autonomy and comfort. Plus, with 24/7 availability, you can start your journey whenever it suits you, whether that’s a sunny morning or a quiet evening.
Appreciate having local insight? Here are other guided experiences in Chicago we've examined
Detailed Breakdown of the Itinerary
Starting Point: Merz Apothecary
The journey begins at Merz Apothecary, a Chicago institution with roots dating back decades. It’s a charming spot for those interested in traditional remedies and European imports. The clue to get here is puzzle-based, setting the tone for the interactive adventure. Once you arrive, you’re free to explore as long as you like before moving on.
Local Streets & Small Shops (4733 N Lincoln Ave & Gene’s Sausage Shop)
The tour then takes you along Lincoln Avenue to a local deli famous for its sausages and international delicacies, Gene’s Sausage Shop & Delicatessen. The puzzles here are designed to reveal stories about Chicago’s immigrant communities and culinary traditions, making this stop both tasty and educational.
Community Art & Monuments
Next, you’ll reach North Lincoln Avenue & West Leland Avenue with a puzzle guiding you to a Berlin Wall monument—a meaningful reminder of history and freedom. The clues are crafted to encourage reflection on global history while appreciating local expressions of art.
While in Chicago, here are other experiences we've covered
Residential & Park Areas
From here, you’ll explore residential streets and Welles (Gideon) Park, which offers a peaceful green space amid the neighborhood’s bustling streets. It’s a great spot to take a breather and appreciate the lush, mature oak trees that have stood for over 300 years.
Cultural Hubs & Theaters
Your journey also passes past the Old Town School of Folk Music and the Davis Theater, allowing you a glimpse into Lincoln Square’s vibrant arts scene, which fosters community and creativity.
End at Krause Music Store
Finally, the tour wraps up at the Krause Music Store, a longtime fixture for musicians and music lovers. Completing the puzzles here offers a satisfying sense of closure, with a final reward—both in the form of a lovely neighborhood walk and the satisfaction of solving the riddles.
What Travelers Can Expect at Each Stop

At every location, the core experience revolves around solving puzzles guided by storylines curated to connect historical facts, local stories, and neighborhood highlights. You can spend as much time as you wish at each stop; the clues merely direct your next move.
The stops are free to explore beyond the puzzles, meaning you can linger over a mural, peek into a shop, or take photos without feeling rushed. The emphasis on outdoor exploration means you’re able to enjoy fresh air and avoid crowded indoor spaces.
Authentic Local Flavor
Many reviewers mention that the tour’s best part is how it introduces you to hidden gems—whether it’s the historic apothecary or the murals that adorn alleyways. One reviewer noted, “It was charming to wander around, solving puzzles and discovering nooks I’d never seen before.”
Flexibility & Self-Pacing
The ability to start whenever you want, take breaks, and control your pace is a real advantage. “It’s flexible enough that we stopped for coffee and still finished in just under two hours,” said a recent participant.
The Puzzle Element
The puzzles are crafted to be engaging but not overly complex, making the experience accessible for a variety of ages and puzzle enthusiasts.
The Value of This Experience

At just $8.66, this tour offers an attractive price point for an activity that combines urban exploration, light exercise, and storytelling. It’s especially appealing if you’re on a budget, want a personalized experience, or are traveling with children or a small group eager for a fun challenge.
The full availability 24/7 means you can plan your adventure around your travel schedule. Plus, the inclusion of customer support ensures you’re not left stranded if you run into issues with the app or puzzles.
Compared to guided tours that may cost significantly more and follow a set schedule, this option allows you to absorb the neighborhood at your own pace while still discovering the essential sights and stories.
Who Should Consider This Tour?
This experience best suits travelers who enjoy interactive activities, neighborhood walking, and solving puzzles. It’s perfect for solo explorers, couples, or small groups who want to customize their day. If you prefer a guided narrative with a guide present, this might not be ideal, but if you’re comfortable with self-led adventures, it’s a great choice.
It’s also a wonderful pick for those who want to explore Lincoln Square’s local shops and murals without joining large crowds or following a rigid schedule. It’s a unique way to see a side of Chicago that many visitors overlook, making it suitable for those interested in authentic, off-the-beaten-path experiences.
FAQ
Is this tour suitable for children?
Since the puzzles are designed to be engaging and approachable, children who enjoy riddles and outdoor exploration will likely enjoy it. However, adult supervision might be necessary for younger kids.
Do I need to book in advance?
Booking is recommended, especially since it’s booked 9 days in advance on average. You can start the game at any time, but securing your ticket beforehand ensures availability.
What should I bring?
Just your phone (with the app installed), a bit of curiosity, and comfortable walking shoes. You might want to bring water and sunscreen depending on the weather.
Are there any entry fees at the stops?
No, the stops are free to explore. You only pay for the puzzle experience via the app.
Can I do this tour alone or with a group?
You can do it solo, or share a phone with friends or family. Several people can share, but for the best puzzle experience, small groups are ideal.
Is the tour accessible for people with mobility issues?
Most stops are on accessible streets and parks, but it involves outdoor walking, so consider your mobility needs.
What if I get lost or have technical issues?
The tour provides 24/7 customer support, so help is available if you encounter any problems.
To sum it up, the Secrets of Lincoln Square self-guided puzzle quest offers an affordable, flexible, and engaging way to uncover the neighborhood’s hidden stories and local treasures. Perfect for independent explorers, puzzle lovers, and those seeking a more personal Chicago adventure, it combines outdoor fun with a touch of storytelling magic. Whether you’re a first-time visitor or a seasoned local, it gives you a fresh perspective on one of Chicago’s most charming areas—one puzzle at a time.
More Self-Guided Tours in Chicago
More Guided Tours in Chicago
- Chicago Riverwalk & Millennium Park Self-Guided Audio Tour Bundle
- Michigan Avenue Rendezvous Mobile App Self-Guided Walking Tour
- Chicago : Art Institute Skip the Line 2H Guided tour
- Chicago River: 1.5-Hour Guided Architecture Cruise
- Chicago: Art Institute Skip-the-Line Tour with Guide
- Chicago: Art of a City, Downtown Chicago Guided Walking Tour
More Tour Reviews in Chicago
More Chicago experiences we've covered
- One-Way Private ORD Airport Meet and Greet Transfer by Sedan
- Chicago’s Ultimate City Bike Tour
- Chicago By Night River & Lake Cruise
- Yucatan Delights by a Michelin Star-Trained Chef in Chicago
- Chicago Scavenger Hunt Adventure
- Chicago to Milwaukee:Day Trip with Brewery Tour & City Highlights
- Chicago Crime and Mob Bus Tour
- Private Arrival Transfer from Chicago Airports (ORD) (MDW)
- Marvels & Feats: An Engineer’s Tour of Chicago Architecture
- Chicago Riverwalk & Millennium Park Self-Guided Audio Tour Bundle
- Haunted Chicago Booze and Boos Ghost Walking Tour
- Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago
