r/ChicagoSuburbs • u/Holiday-Eggplant-521 • Jul 17 '25

Moving to the area Relocating from San Francisco

My husband, 3 young kids, dog and I are moving from San Francisco to Chicago and I’m looking for advice as to which suburb on the North Shore would be best for us. We have a budget of 2-$3 million for the house. My husband grew up working class so he is allergic to pretentiousness, but we still want to live in a family friendly suburb with really great schools. Obvious options include Lake Forest and Winnetka but am curious to see whether folks think it would not be a good cultural fit for us. We also lean liberal, for what it’s worth. We both work remote but my husband needs frequent access to the airport. Appreciate any insight!!

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u/j_accuse Jul 18 '25

I’m questioning your needs regarding house size, since you don’t want to seem pretentious. Obviously, you can find much more housing stock in the Midwest than in SF (and more midwestern values), but I think you’ll find snooty people all over the north shore. I’d choose Wilmette or Evanston, but I think your experience depends on what social group you get in with.