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I plan on moving to Chicago from a very warm state that does not snow. Everybody I talk to tells me that I’m crazy, and there’s no way I could go from one weather extreme to the other and stay happy. I visited Chicago this past May. Spent the whole time walking neighborhoods that I was interested in, checking out available apartments, and meeting random people at events that I walked past. People are great, walkability is a billion times better than back home, and my job pays double in Chicago with much cheaper housing.
Everything seems perfect, but now I want to spend a week in the absolute worst that your winter has to offer. I want to see if I can actually handle it, and if I can fill my week with fun activities despite the cold.
So… When should I book my flight?
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- 4 months ago
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February and March are just the worst for Chicago because of how long the winter is. But yeah mid-January is going to have the highest odds for the worst weather of winter. 40 degrees is considered a heat wave