Scavenger Hunts in The Loop

  • private
  • adults
  • outdoor

The Secrets of the Loop Scavenger Hunt

Discover the historic heart of Chicago…

…on a team-building activity that reveals the secrets of the Picasso in Daley Plaza, the Cloud Gate in Millennium Park, humorous gargoyles, marvels of architecture, and much more. You’ll follow a trail of clues in search of answers to tricky, humorous questions about the unusual sights and facts you find.

On this Chicago scavenger hunt your team might discover…

  • A fishy foreigner among presidents 1 and 16
  • A Braille “mini mi” that points to a raging fire
  • A Pope and four Cooks stuck near a fountain
  • A skyline scramble
  • A famous magician who hides between the lions

You’ll play the game on your phone, using our browser-based app. Our Hunt Host will meet you at the start to set you up and meet you again at the end to reveal the final results. Along the way, you might also be challenged to complete team photo challenges and perhaps a surprise bonus challenge.

This group game is perfect for corporate outings, locals or tourists looking for some secret city history, student or alumni gatherings, birthday parties, and any other occasion where you’re looking for an activity that’s unique, fun, and funny.

An International or ESL Edition is also available for groups with players whose first language might not be English.

A Kids Edition is also available.

On select weekends, you can join games for the general public—just click on the calendar button below to see the schedule!

What clients are saying about the Loop Scavenger Hunt

5-star review on Google: “Our group hosted a team retreat with Watson Adventures in Chicago and it was so much fun! Our staff not only enjoyed the experience but were able to work with people across teams to discover each other’s leadership qualities and talents throughout the 1.5 hour scavenger hunt. Our host, Valerie, was very knowledgeable and made sure everyone had an enjoyable time.”

5-star review on Google: “Our group hosted a team retreat with Watson Adventures in Chicago and it was so much fun! Our staff not only enjoyed the experience but were able to work with people across teams to discover each other’s leadership qualities and talents throughout the 1.5 hour scavenger hunt. Our host, Valerie, was very knowledgeable and made sure everyone had an enjoyable time.”

“Our corporate finance team participated in the Secrets of the Loop Scavenger Hunt. We had an absolute blast! The scavenger hunt was extremely engaging with the absolute right scale of challenge. My entire team of 30 people work and live in Chicago, and the hunt brought us into buildings we’ve never been into before and guided our attention to details that we otherwise would have overlooked. Thank you, Watson Adventures!”

Contact us to learn more about this team-building scavenger hunt extravaganza in The Loop—and find more fun in Chicago!


  • private
  • adults
  • outdoor

The Murder in the Loop Scavenger Hunt

The police have made a disturbing discovery…

…and you’re at the center of the crime scene. Help them figure out who killed a Watson Adventures staffer who left behind a startling clue: a star on the ground, drawn with his own blood. As you solve that mystery and many others, you’ll learn the victim’s dangerous secrets and try to head off an international incident that could have deadly and far-reaching consequences.

You’ll also uncover the hidden history of the Loop, as on the Secrets of the Loop Scavenger Hunt, but on this wild whodunit, every answer turns out to be part of a curious code. The world as we know it may depend on your team’s ability to work well together.


  • private
  • kids
  • outdoor

The Thrown for a Loop Scavenger Hunt for Kids

The Loop has never been so…loopy!

Introduce kids to the historic heart of Chicago on a game that will get them learning and laughing. Adventurers ages 7 and up will work with their favorite adults to scour the Loop for answers to tricky, amusing questions. Starring: Daley Plaza’s Picasso, Millennium Park, the Chicago Cultural Center, Marshall Field’s (aka Macy’s), and much more.

You might tackle such questions as…

  • Inside a big room with wood walls in the Chicago Cultural Center’s GAR lobby, you can see the names of Civil War battles. What two battles can you put together to come up with what sounds like a way for five people to eat vegetables? Answer: Five Forks and Pea Ridge.
  • The sign for the historic Chicago Theatre is a landmark in its own right. Go inside but stay sort of outside to find out: what sounds like a bird, a car, and a doorbell? Answer: The organ, as explained by a sign in the foyer.

No knowledge of the Loop or its history is required to win. The hunt is all about paying attention to the details and playing with your team.

Along the way teams will also be challenged to take creative team photos that meet certain requirements, design to prompt creativity and teamwork…and lots of smiles.

The Loop scavenger hunt is great for school field trips, birthday parties, scout packs, and basically any activity where you want a diverse group of kids and adults to collaborate on an adventure.

What delighted hunters are saying

“I have taken students from my high school to four Watson Adventures hunts. Each time, the students have had a wonderful experience. The enthusiasm I have seen, and the teamwork that has been displayed, has been thrilling for me as an educator. My job is to keep students engaged, and Watson Adventures does that with ease. Not only are the students doing something fun—they don’t even realize how much they are learning in the process.”  

“It was great. Thanks so much for everything. The kids had a great time.” —the organizer of an outing for a middle school field trip

“Everyone had a great time. Our host, Valerie, was also terrific. We’ll be sure to think of Watson Adventures for similar programming needs in the future. It was a pleasure working with you, too!” —a teacher at a private school

“Everyone had a fantastic time! The clues were the perfect level of difficulty and it all went seamlessly. Being overseas we don’t have many opportunities for group activities with all our siblings, nieces and nephews so it was great and a perfect activity for a wide age-range group. We’ll keep you in mind if we ever do something like this again!” —a mom who organized a hunt for a family gathering

Contact us to learn more about the Secrets of the Loop Scavenger Hunt—and find more fun in Chicago!


  • private
  • adults
  • outdoor

The Loop Movie Locations Scavenger Hunt

See Chicago through the eyes of Hollywood

One of Hollywood’s favorite back lots, believe it or not, is the Loop—a cinematic chameleon that has even occasionally doubled for New York. This tour takes you to numerous places where famous TV and movie scenes have been shot. You’ll learn their secrets and answer tricky, humorous questions about what you find to lead your team to the hunt equivalent of an Oscar.

Highlights might include…

  • A shocking sight in Daley Plaza (goodbye, Harrison Ford in The Fugitive!)
  • Strange figures outside the City Hall–Cook County Building (watch out, Blues Brothers!)
  • The elegant spot where movie characters dined in Marshall Field’s (OK, call it Macy’s)
  • Lesser-known places made memorable by Batman and other silver-screen luminaries

No knowledge of the movies featured or the Loop is necessary—you just need sharp eyes and comfy shoes. Contact us to learn more—and find more fun in Chicago!


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