Explore Chicago on an app-led scavenger hunt that sends your group hunting for clues among landmarks, public art, and hidden plaques. This private, self-guided audio tour runs about 1.5–2 hours and rewards close observation and collaborative photo challenges.
Explore Chicago on an app-led scavenger hunt that sends your group hunting for clues among landmarks, public art, and hidden plaques. This private, self-guided audio tour runs about 1.5–2 hours and rewards close observation and collaborative photo challenges.
You start at the plaza with the city breathing around you — traffic hums, the river glints, and the app pings like a companion nudging you down the next block. The scavenger hunt unfurls across downtown Chicago: public art demands a close look, plaques whisper historical clues, and sculptures dare you to answer questions found only in person.
Verified experiences and guided adventures in the surrounding area.
Operated by Let's Roam · Chicago, Illinois
You start at the plaza with the city breathing around you — traffic hums, the river glints, and the app pings like a companion nudging you down the next block. The scavenger hunt unfurls across downtown Chicago: public art demands a close look, plaques whisper historical clues, and sculptures dare you to answer questions found only in person.
Chicago’s story is visible in stone and steel. Walk routes trace a rebuilt grid after the Great Chicago Fire of 1871, pass riverbanks engineered to reverse water flow, and skirt a lakefront carved by glacial retreat. Architecture here reads like a living museum: Prairie School facades, Burnham-era boulevards, and modern glass towers arguing with the sky. Culture is immediate — theater marquees, food carts selling Italian beef and deep-dish slices, and neighborhood accents that mark the city’s immigrant past.
The app-led format is practical: download, redeem, and begin whenever your group is ready. Expect 1.5–2 hours of walking with photo challenges, trivia that rewards observation, and interactive roles that keep everyone engaged. It’s private and self-paced, so plan for weather, set a start time that fits transit, and choose shoes that handle sidewalks and short park trails.
For planning: charge your phone, bring a power bank, and use public transit to reach the starting point. Start early to avoid peak pedestrian crowds along Michigan Avenue, and remember this is a walking game — pace your group, hydrate, and keep respect for public art and memorials. The city pushes you forward; the hunt gives you reasons to look closely.
moderate.
1.5–2 hours.
Moderate — able to walk continuously for up to 2 hours with short stops
Download the app from the App Store or Play Store, register, redeem your ticket, and begin any time — it’s self-guided and private.
The provider notes wheelchair and stroller accessibility, but individual streets and parks can have uneven pavement; plan a smooth route in advance.
Yes — photo challenges and team roles work well for older kids; younger children may need supervision for reading clues and walking the route.
Full refund available if canceled at least 24 hours before the scheduled start time; no refund within 24 hours.
The route passes sites shaped by the Great Chicago Fire (1871) and the city’s late 19th-century rebuilding, which defined its grid and grand boulevards.
Use public transit and carry out trash; heavy foot traffic can stress planting areas in parks, so stick to paths and respect public art and memorials.
Let's Roam operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You start at the plaza with the city breathing around you — traffic hums, the river glints, and the app pings like a companion nudging you down the next block. The scavenger hunt unfurls across downtown Chicago: public art demands a close look, plaques whisper historical clues, and sculptures dare you to answer questions found only in person.
You start at the plaza with the city breathing around you — traffic hums, the river glints, and the app pings like a companion nudging you down the next block. The scavenger hunt unfurls across downtown Chicago: public art demands a close look, plaques whisper historical clues, and sculptures dare you to answer questions found only in person.
Chicago’s story is visible in stone and steel. Walk routes trace a rebuilt grid after the Great Chicago Fire of 1871, pass riverbanks engineered to reverse water flow, and skirt a lakefront carved by glacial retreat. Architecture here reads like a living museum: Prairie School facades, Burnham-era boulevards, and modern glass towers arguing with the sky. Culture is immediate — theater marquees, food carts selling Italian beef and deep-dish slices, and neighborhood accents that mark the city’s immigrant past.
The app-led format is practical: download, redeem, and begin whenever your group is ready. Expect 1.5–2 hours of walking with photo challenges, trivia that rewards observation, and interactive roles that keep everyone engaged. It’s private and self-paced, so plan for weather, set a start time that fits transit, and choose shoes that handle sidewalks and short park trails.
For planning: charge your phone, bring a power bank, and use public transit to reach the starting point. Start early to avoid peak pedestrian crowds along Michigan Avenue, and remember this is a walking game — pace your group, hydrate, and keep respect for public art and memorials. The city pushes you forward; the hunt gives you reasons to look closely.