THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Turn Chicago into a playable map with an app-led scavenger hunt that sends you hunting for plaques, art, and local trivia. Self-guided and social, the experience blends architecture, history, and photo challenges across a 1.5–2 hour urban loop.
Turn Chicago into a playable map with an app-led scavenger hunt that sends you hunting for plaques, art, and local trivia. Self-guided and social, the experience blends architecture, history, and photo challenges across a 1.5–2 hour urban loop.
Book with Let's Roam
Book directly with Let's Roam for the best rates and real-time scheduling.
Reserve NowVerified experiences and guided adventures in the surrounding area.
Operated by Let's Roam · Chicago, Illinois
A brisk wind off the Chicago River cuts through the Loop as your group unlocks the first challenge on a glowing screen. You step under elevated tracks, cross plazas where public art dares a double-take, and follow cryptic clues that point to plaques, sculptures, and alleyway murals. The city becomes a gameboard; traffic hums, pigeons wheel, and the river seems to tug at your pace as if eager to reveal its stories.
moderate.
1.5–2 hours.
Moderate—able to walk 2–4 miles on city streets and navigate stairs and curbs
No—this is self-guided and can be started anytime after redeeming your voucher in the app.
Most hunts run 1.5–2 hours and generally cover 2–4 miles depending on chosen route and detours.
Many central routes are wheelchair and stroller accessible, but check specific neighborhood terrain before starting.
Yes—games accommodate groups and are popular for team-building, bachelorette parties, and birthdays; create teams within the app.
Routes highlight Chicago’s post-fire rebuilding, the rise of early skyscrapers, and neighborhood migration patterns tied to industry and transport.
The app emphasizes low-impact urban exploration—stay on sidewalks, respect private property, and dispose of waste properly to keep public spaces welcoming.
Let's Roam operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Let's Roam
Book directly with Let's Roam for the best rates and real-time scheduling.
Reserve Now