Chicago Scavenger Hunt
Hunt in the city of big shoulders! AI-generated riddles lead your crew from Millennium Park to Navy Pier — under the L tracks, along the emerald-green river, and past fountains and Cubbie-blue marquees the whole world knows.
Explore the City of Big Shoulders
Skip the bus tour. The AI weaves clues through world-famous landmarks AND the L platforms, deep-dish parlors, and lakefront paths that make Chicago one big playground.
Real Landmarks, Clever Riddles
Every clue is a riddle about an actual Chicago spot — a roaring fountain, a sky-high deck, a drawbridge over green water. Crack it to discover where to head next.
Phones Out, Race On
Teams roam the city, scan a QR code at each landmark, and climb a live leaderboard. First crew to the giant wheel on the pier takes the pennant.
Iconic Stops You'll Explore
Real sights your hunt can weave through — snap a team photo at each one.
Just examples to inspire you! Every hunt is AI-generated from your settings, so your actual stops vary with your theme, location and group — plus a sprinkle of randomness. No two hunts are ever the same.
Neighborhoods to Roam
A Taste of the City
Perfect For
Example Clues
"A steel harbor where music takes flight, ribbons of metal curl over the night. Concerts are free where the lawn crowds grow — your hunt begins where the headliners go."
"I roar like a geyser in a garden of stone, saluting the lake from my pink-granite throne. Every hour on the hour I put on a show — your next clue hides where my waters blow."
"I stretch out to the lake with a wheel in the sky, where fireworks bloom as the boats drift by. March to the end where the seagulls dive — your treasure is docked at pier thirty-nine... plus fifty-five more to arrive!"
How It Works
Choose Your City
We've pre-filled the hunt for this city — tweak the theme, group, or stops, or just hit go.
AI Builds the Hunt
In under 60 seconds, the AI writes clever riddles around real landmarks, cafés, and hidden gems across the city.
Share & Explore
Share the link, teams scan a QR code at each stop, and race across the city while the live leaderboard tracks who's ahead.
Your Hunt Settings
Frequently Asked Questions
Popular City Hunts
Photos: Skyline — King of Hearts (CC BY-SA 3.0) · Millennium Park — Diego Delso (CC BY-SA 3.0) · Buckingham Fountain — Ken Lund (CC BY-SA 2.0) · Willis Tower — w_lemay (CC BY-SA 2.0) · Chicago Riverwalk — Victorgrigas (CC BY-SA 3.0) · Wrigley Field — Wikimedia Commons (CC BY-SA 3.0) · Navy Pier — Moses8910 (CC BY-SA 4.0) · Wikimedia Commons