Chicago Tonight Puzzle: May Challenge


Watch the short video above to play the seventh installment of the Chicago Tonight Puzzle. (Yes: The video itself is the puzzle.) Send us your answer by Monday, May 16 for a chance to win our puzzle prize!

Hint: The category for the puzzle is Chicago history. More details below from our puzzle pro on how to approach this, er, puzzling situation.

So, how do I solve this thing?

You’ve reviewed the puzzle and are left scratching your head. Don’t worry! Solving these puzzles takes a different kind of thinking than the puzzles you see in the newspaper every day.

You’re breaking a code. Look for patterns.

You need to play the role of a detective. You’re breaking a code. Look for patterns. Start by paying close attention to what is being shown or said in the video clips and figure out what they have in common. If you can’t find anything, the solution might not have anything to do with the content of the videos. Think about what else is being shown, or heard. Think about the metadata of each clip. (That is, information about the clip, not in it.)

Look for patterns across all clips—or look for a lack of commonality where you might expect it. Be patient, flexible, and creative in your approach and you’ll eventually crack the code!

And the winner is ...

Steve Orlove. Congratulations, Steve! You were randomly selected from all of our correct answers and have won a prize package from WTTW and "Chicago Tonight."

Thank you to all of our puzzlers who submitted answers to this month's challenge!

Spoiler alert! Watch the video below to discover the puzzle answer.


Try more Chicago Tonight Puzzles: April challengeMarch challenge | February challenge | January challenge | December challenge | November challenge

About our puzzle crafter

Sandor Weisz is the commissioner of The Mystery League. He’s built puzzles for the likes of the Chicago Architecture Foundation, The University of Chicago, The House Theatre of Chicago, Marbles Game Store and Cards Against Humanity. He has been making puzzles and puzzle hunts since he was a teenager. You can often hear them on the NPR Sunday puzzle, or read them on his blog. His previous career was designing for the web. He lives in Chicago with his wife and two kids, with whom he records The ZED Show podcast. Find him on Twitter at @santheo and @pzlr.


Watch this month's puzzle segment on "Chicago Tonight" and meet our puzzle pro Sandy. Spoiler alert: Sandy will talk about the solution to the April puzzle. If you don't want to know what the answer is to last month's puzzle, don't watch!


Before you go ...

A bonus puzzle from Sandy: Each image below represents a Chicago-based food or beverage company. Can you figure out which company is represented? To see the answer, click on the image to see the full picture, where the answer is revealed!












Please note: We have disabled the comments section so viewers resist the temptation to shout out their answers and inadvertently spoil the puzzle for others. Thanks for playing, and keep those answers coming!