Top Chicago Quizzes & Trivia

We’re confident that our quizzes about The Windy City will really blow you away. We’ve have plenty of research about this great city have tons of questions that are both entertaining and informative.There are so many questions we could ask you, for example can you tell us why Chicago is known as the City of Broad Shoulders?

Just what do wild onions and wild garlic have to do with the derivation of the name Chicago? In which year did the St. Valentine’s Day Massacre take place? What was the original name of the Willis Tower?Everyone enjoys the Taste of Chicago and we’re sure they’ll feel the same about our quizzes on the great city. Oh and don’t worry, we won’t set any gangsters on you if you fail to get a high score.

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Chicago Questions and Answers


  • SEARS TOWER IS NEAREST TO?

  • THE MAIN POST OFFICE IS NEAREST TO?

  • THE STATE OF ILLINOIS BUILDING IS NEAREST TO?

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  • allegro hotel?
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  • in of chicago?
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  • An early wake up time means what to you?

  • In your opinion, an ideal first date would be:

  • Where do you buy an outfit for said date?

  • Loyola University Lake Shore Campus to DePaul University , Lincoln Park

  • OHare International to Navy Pier

  • Harrold Washington College to South Shore Cultural Center
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