Whether it’s for a big city break or a place to live, many people wonder if they should go to Chicago or New York. If that’s your dilemma, I’ve written this guide to help you decide. I was ...

The Chicago Tribune cautioned Democratic New York voters about mayoral candidate Zohran Mamdani on Monday, comparing his policies to those of left-wing Chicago Mayor Brandon Johnson.

It may be hard to believe, but for one shining moment, Chicago had a chance to shed its Second City status and take the mantle of America’s greatest city. New York wouldn’t have it.