Lost in the Loop
Take a walk through the heart of Chicago to discover where it all began! Immerse yourself in the stunning architecture and art of Chicago's North Loop while solving head-scratching clues that reward you with fascinating facts about the city around you.
See fragments of ancient and recent history hidden under your nose; learn about how Chicago grew from a humble farm and homestead to home of one of Picasso's strangest public sculptures. Find mosaics and jewel-encrusted timepieces; stumble on sites of tragedy, destruction, and hopeful reconstruction. Which famous mob boss is rumoured to have run a speak-easy from a sky scraper dome? Which famous newspaper got into hot water for revealing WWII secrets?
Discover all this and so much more on our amazing Chicago self-guided tour in the world-famous North Loop!

Plan your day
There are no start time restrictions, start whenever, although we do recommend some daylight!
2 - 2.5 hours across 4.8 km / 3.0 miles
Start Location
Pritzker Park
End Location
near Washington Metro
Communication Methods
Ready? Book your team today
Reviews
The great things our customers have to say about CityDays

FAZZ
It was perfect! I really enjoyed this trail and learned some interest fun facts - makes you notice things you pass by e…

Team Awesome
Great puzzle tour around the London Christmas lights. The puzzles were just the right to stay enjoyable and solvable. T…

APA
Really good fun! Enjoyed the clues and the wording of them that linked to the street names etc. Good day out and walk a…

Fergie
Had a great time, it was really interesting seeing things we normally wouldn't & learning some interesting facts. Our s…

Paul
Great day out

Vivi
We had great time on the Claus & effect! It took us almost 3 hours, and took us around London. Highly recommended.

Nicky
We absolutely loved the Shoreditch Shuffle - so much fun and we look forward to booking another City Days day out soon

BSL
Excellent day, our group learnt things about York we didn’t know before. The food was varied and delicious, and local e…

Sheikh Weatherface & Wife
Amazing day - saw parts of London we never would have otherwise. Booking our next one soon!!!

The Smiths
Great day out, we had fun seeing the city from a different perspective.

2023 London Walkers
What a fabulous day we had. We learnt a lot, found hidden gems & loved solving the clues. The historical facts were rea…

Shrek's Arse
Fun and educational way to learn about a new city!

Kan Sisters
Had such a fun afternoon with my sister doing a citydays trail! It was just the right level of difficulty and we discov…

It's getting to look a lot like Christmas
The treasure hunt to save the city from zombies around Victoria/ Waterloo was incredible!! I'm aged 33 but feel like yo…

Bubini
We had a very good time, it's a good way to learn something new while also having fun and staying active 😀

The Paddy Wagon
So much fun, such a great way to see a different side to the city and very user friendly. Suitable for anyone would hig…

The scared goat
It’s a unique experience that makes you look at York with different eyes. Even if you know the city like the palm of yo…

The rascals
I booked this for my boyfriend and I, we both love the outdoors, so this was the perfect experience! We had an amaziiii…

M&S Neapolitan Squad
It was fantastic experience, my friends and I are from London and we go around Central London a lot but we still found …

Flickens
Loved this hunt. Never boring and completely dog-friendly, we learned so much about Mayfair. It shows you can live in a…
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