If you didn't have kids I think it wouldn't be a problem for you. Because of Uber having a car downtown is pretty pointless. Hell, even up north. I live in Uptown and I drive my car once a month at most. I just park somewhere and check on it every couple of days. I could uber everywhere I need to go and still save money by avoiding a monthly payment and insurance.it looks nice down there and seems cool. but it's not for me. simple things like running errands are such a hassle because you have to go all the way downstairs and get your car and then go. or go downstairs and find a cab or bus. one of my best friends lived downtown for years. once on waterside where you could see lake shore drive and navy pier from his window. that was sweet. but where he lived had the WORST parking in the city. the only saving grace is, his place had a parking space in the building and I could use it cuz he didn't have a car. and his crib was downtown, but wayyyyy off the beaten path. so even if I took the train, I'd have to take a bus down randolph and still have to walk over 2 blocks to get to the building. it was totally inconvenient. then dude moved to a place on franklin and van buren. that was much better. we mainly kicked it during bears games, and in the financial district (where he lived) there was abundant free parking on sundays, so that was pretty easy to drive to.
I think most of the schools have contingency plans. but I dont even know if I'm comfortable sending them to the school that's not really staffed or equipped to watch kids cuz the teachers aren't gonna be there. there's literally a school across the street from me, and then another one 1 block south. but my kid's school is about 6 blocks away, and I'm not driving up there tomorrow unless school is in session.
my old lady works in downers grove, so she's real spoiled with me working at home cuz I can basically handle any child-related emergency or issue with ease because my schedule is so flexible.
Contemplating moving to Wolf Point West or The Parker next year, if so I'll likely sell my paid off car or get a car lot membership and leave it.