Originally Posted by
theworm2345
Two doors down from where my grandparents live!
1.) It is colder than Ireland (at least than when I was there in November) but I'm guessing no colder than Toronto. As I mentioned though it was 55 degree Fahrenheit here last New Years Eve. If SkStu is referring to "the wind" due to our nickname I wouldn't worry about it, Windy City does not refer to the gales that blow through, though if you are staying by the lake as Stu was there will be some harsh gusts.
2.) No, winter is not a shut down period. Since the blizzard of '98 the only time there was a citywide closing of anything was last winter when we had a massive blizzard with like two feet of snow. In 2008 I was working at UPS and it was -17 Fahrenheit with -35 windchill and we along with everyone else were still working.
3.) As mentioned above, the only time I remember Lake Shore Drive being closed in recent memory was in the massive blizzard last year. Its usually less crowded in the winter though not as enjoyable a drive...they do a very good job plowing in Chicago especially on the major roads.
4.) I'm not a fan of the suburbs to begin with and especially in the winter I can't see any reason to go out there. As Stu mentioned there is Milwaukee, Indianapolis, Springfield (if you like history), etc.