Chicago Valentine’s Day Scavenger Hunt

🎷 Roaring Streets: Experience the jazz-filled nightlife and the power dynamics of 1920s Chicago.

🧩 Solve Mysteries: Find clues and challenges along the route.

🔫 Gangster Lore: Get a glimpse into the lives of the mobsters who shaped The Windy City’s underworld.

🎩 For History Enthusiasts & Adventure Seekers: Perfect for those fascinated by historical figures and tales of old-school crime.

Storyline – The Mob’s Confession

You find an old diary belonging to a once-feared gangster who ruled Chicago’s streets. Decrypt his accounts, follow his shadowy path, and reveal a hidden truth that could change history.

Join the 20,000+ duos who’ve ditched dinner and a movie for something unforgettable! 💐

Step into your own love story with a romantic adventure that combines the thrill of an outdoor escape room, the excitement of a scavenger hunt, and the charm of a walking tour!

1. Buy your tickets & check you email 🎫

2. Download the Questo app 📲

3. Head to the starting point & start your adventure📍

💡New to Questo? Check out our Player’s Guide for everything you need to know before you start!

Questo is your ticket to real-world adventure, blending storytelling with thrilling exploration! 🌍✨ Powered by local creators, our immersive, self-guided games are available in over 500 cities worldwide. Join the 400,000+ explorers who’ve turned ordinary walks into epic quests! 🗺️🔎 Discover hidden gems, solve fun puzzles, and create unforgettable memories along the way.

Ready to start? Begin your adventure now at ! 🚀

Event Venue & Nearby Stays

Merz Apothecary, 4716 North Lincoln Avenue, Chicago, United States