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I'm from Chicago, and I hate it here. It's too cold, people are too mean, traffic is too horrible, and all the attractions are man made or a collection of things from other places in the world stuck in a building behind glass. I understand why my relatives moved here from other countries many years ago, but I don't see the point in staying here.
I travel with the purpose to find another place that suits me, and my family, better than Chicago does now. You only live once, and there's no purpose to life unless you're happy. Happy travels!