Here is a 1961 video of Chicago called “City of Necessity” that is worth watching.
I know most people don’t watch longer videos online, but despite the 22 minute length, this one is a must for the serious urbanist. Among other things, it fills in part of the historical gap that exists in a lot of people (often including myself) about how our cities actually evolved to where they are today. This film was produced by local religious institutions in order to showcase the benefits of city living, while calling for a more fair and inclusive urban sphere. It’s shot in Chicago but is really about cities generally.