Positive Things To Do in Chicago
Turn a walk along Lake Michigan into a guided adventure — past architectural wonders and public art, with prompts that pull your attention off your phone and onto the city in front of you.
Chicago balances soaring architecture with expansive public green space along Lake Michigan. Whether you're walking along the Lakefront Trail, navigating the vibrant Riverwalk, or taking in public art in Millennium Park, the city provides a rich visual backdrop. A RandezVous quest connects these iconic sites into a seamless, self-guided experience.
Highlights in Chicago
Millennium Park
Home to Cloud Gate ('The Bean') and Lurie Garden, offering a blend of design and nature.
Chicago Riverwalk
A continuous multi-use path located right on the south bank of the Chicago River.
Lincoln Park Conservatory & Gardens
A tranquil haven filled with exotic plants and quiet pathways just north of downtown.
Chicago Lakefront Trail
An 18-mile paved path offering unobstructed views of Lake Michigan.
Mindfulness Tips
- Stand under Cloud Gate and look at the distorted reflection of the skyline without taking out your phone.
- Stop along the Riverwalk and watch the water movement against the structural lines of modern bridge towers.
- Take five slow steps through Lurie Garden, taking in the contrast between prairie flora and steel skyscrapers.
More Than a Quest
There's no Chicago-specific quest to unlock — RandezVous is one app for finding and exploring activities in whatever city you're in.
This Month's Platform Quest
The same RandezVous quest runs everywhere, with a new theme each month. Complete it in Chicago using the spots above, or wherever you happen to be.
Companions
Connect with companions and share the adventure with people nearby.
Leaderboard
Compete with your group on the leaderboard and see who racks up the most points.
Daily Challenges
Quick daily prompts built around mindfulness and connecting with your local community and environment.
FAQ
Is there a Chicago-specific RandezVous quest?
Not exactly — RandezVous's platform quest is the same wherever you are, so there's no Chicago-only version. It changes theme every month; this page just points you toward Chicago spots and prompts that work well for tackling whatever's live right now.
How long does it take?
Most self-guided quests run 60–90 minutes, but every stop can be paused and resumed, so it fits an open afternoon in Chicago just as well.
Do I need the app to do this?
You can preview this guide on the web, but completing the platform quest and earning points happens in the RandezVous app. Custom quests organizations build for a specific event can be completed on the web too — it's just the open-ended platform quest that's app-only.