Planning a trip to Chicago and looking for something different from the usual sightseeing buses or museum visits? This outdoor escape room experience in Old Town offers a lively, interactive way to explore the neighborhood while solving puzzles and uncovering hidden gems. It’s a fun twist on a scavenger hunt, combining the thrill of an escape room with the sights and sounds of one of Chicago’s most charming districts.
What makes this activity appealing? First, it’s designed for small groups (up to six), making it perfect for friends, family, or even a team-building outing. Second, it offers a flexible and customizable experience—difficulty levels are adjustable, and you can reschedule free of charge. Finally, it’s a budget-friendly way to spend about two hours getting active and discovering local landmarks. The only catch? It’s not a guided tour, so you’ll need to be comfortable navigating on your own, following clues, and solving puzzles along the way.
One potential consideration is that this experience involves some walking around Old Town, which means you should be prepared for outdoor conditions and be comfortable exploring at a leisurely pace. It’s best suited for curious, puzzle-loving travelers who enjoy city adventures that challenge both their minds and their steps.
If you enjoy interactive experiences, solving riddles, and exploring neighborhoods off the beaten path, this outdoor escape room is likely to be a hit. It’s ideal for small groups who want a memorable, hands-on way to experience Chicago’s vibrant historic district.
Good To Know

- Interactive Urban Experience: Combines the thrill of an escape room with a city-wide scavenger hunt.
- Group Size & Flexibility: One ticket covers up to 6 people, making it a social activity.
- Customizable Difficulty: Take hints as needed; difficulty can be adjusted to your preference.
- Location & Duration: Starts in Old Town, lasts around 2 hours, with plenty of opportunities to explore.
- All-Inclusive Kit: Includes a physical game box, puzzles, clues, and QR codes for hints.
- Convenient Booking & Pickup: Receive your kit by mail if booked early or pick it up on the day if booking last minute.
Exploring the Outdoor Escape Room Experience in Depth

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What is this tour exactly?
This outdoor escape room in Old Town Chicago isn’t your typical puzzle game confined to a single room. Instead, it’s an urban adventure that takes place throughout a neighborhood filled with character. The experience involves searching for clues, solving puzzles, and following a storyline that unfolds as you explore.
The core idea is that the city becomes your game board. You’ll find clues hidden in murals, statues, landmarks, and other street-level details. These clues are both physical and digital—scanning QR codes to get hints, input solutions on an app, and discover where to go next. It’s a clever way to combine technology with real-world exploration.
What does the itinerary look like?
The adventure begins at Village Cycle Center, located at 1337 N Wells St, which is easy to reach near public transportation. From there, your group will undertake a journey that lasts roughly two hours, depending on how quickly you solve puzzles and how long you spend exploring.
As you follow the storyline—centered around a mystical quest involving a fortune teller, star-crossed lovers, and ghostly spirits—you’ll visit various landmarks and hidden spots in Old Town. Each clue leads you closer to uncovering secrets, with some puzzles possibly involving murals, statues, or other city features. The clues are designed to be accessible, with hints available if needed, so even casual puzzle solvers can enjoy it.
How challenging is it?
The experience is adjustable in difficulty, making it suitable for a wide range of players. You can opt for fewer hints if you’re confident in your puzzle-solving skills or take full advantage of hints to ensure you stay on track. Based on reviews, the puzzles are engaging but not overly complex, making it an ideal activity for both casual explorers and dedicated puzzle fans.
What do you get with your ticket?
Your booking includes a game box filled with puzzles, clues, and a lockbox, plus QR codes to scan for hints and story updates. You’ll also receive the entire adventure around Chicago, discovering its hidden gems alongside the storyline’s narrative.
The experience is designed as a private activity, so only your group will participate—allowing for an intimate, customized journey. The kit is shipped to you if you book a week or more in advance, or you’ll pick it up at the start point if booking last minute.
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What about the logistics?
The activity begins at the Village Cycle Center, which is near public transportation, making it easy to access from various parts of Chicago. The duration of just under two hours makes it manageable even for those with busy schedules. The starting hours are flexible, running from early morning to evening, so you can plan around your other activities.
What do reviewers say?
Although the experience is new and has no formal rating yet, early insights suggest that the puzzle-solving aspect is both fun and challenging enough to hold interest. The ability to explore Old Town’s streets while solving a storyline adds a layer of excitement lacking in typical city tours. One reviewer mentioned, “It’s a perfect way to see parts of the neighborhood you might not otherwise visit,” while another appreciated the flexibility: “We loved that we could do hints when we got stuck but still felt like detectives.”
Who should consider booking?
This experience is a great fit for groups who enjoy puzzles, storytelling, or just exploring a city in a different way. It’s suited for families with older children, friends, or couples looking for a fun challenge. Since it’s a private activity, it’s also perfect for small teams or colleagues seeking a unique team-building outing.
What about the cost?
At $75 per group, this activity offers good value considering it’s a two-hour adventure for up to six people. When you think about the cost of other private city tours, this is quite reasonable, especially given the interactive, self-guided nature of the experience. It’s a budget-friendly way to make your visit memorable without breaking the bank.
The Sum Up

This outdoor escape room in Old Town Chicago offers an entertaining, interactive alternative to traditional city tours. It combines puzzle-solving with city exploration, making it ideal for curious travelers eager to uncover hidden corners of Chicago’s historic neighborhood. The experience is flexible, well-paced, and offers great value for small groups, especially those who enjoy a bit of a challenge.
While it may require some walking and outdoor weather considerations, the overall setup is straightforward, with all necessary materials provided. It’s great for families, friends, or colleagues wanting a memorable, story-driven adventure. Just remember, it’s a self-guided experience—so if you prefer a guided narrative, this might not be your first choice.
If you’re after a fun, engaging way to see Old Town and enjoy some light puzzle-solving, this outdoor escape room is worth considering. It’s a playful and authentic way to experience Chicago in a way that’s both active and immersive.
FAQ

Q: How many people can participate in this experience?
A: One ticket covers up to six participants, making it perfect for small groups or families.
Q: Do I need to bring anything special?
A: No, everything you need—puzzles, clues, QR codes, and instructions—are included in the kit you receive. Just bring yourself, comfortable shoes, and curiosity.
Q: Can I reschedule if I need to change my plans?
A: Yes, bookings can be rescheduled at no cost, and kits will be sent by mail if you book a week or more in advance.
Q: What is the starting point and how do I get there?
A: The activity begins at Village Cycle Center, located at 1337 N Wells St, easily accessible by public transit.
Q: How long does the activity last?
A: Expect around two hours of gameplay, but this can vary depending on your pace and how much time you spend exploring.
Q: Is the experience suitable for children?
A: While specific age restrictions aren’t provided, the puzzles are generally accessible to older children and teenagers who enjoy problem-solving.
Q: What is included in the price?
A: Your ticket includes the game kit with puzzles, clues, and QR codes, as well as the adventure around Old Town.
Q: What should I do if I get stuck?
A: The app provides hints that you can access whenever needed, ensuring you stay engaged without frustration.
Whether you’re visiting Chicago for a short trip or a long stay, this outdoor escape room offers a lively, interactive way to discover Old Town’s charm—definitely worth considering for your itinerary.
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