I know there are major differences in terms of the racial/ethnic composition and general vibe of each city, but I do find SF and Boston to feel similar. They feel similarly sized and the populations of both skew very well educated. You have the Cal and Stanford research powerhouses outside, but close to, SF, which is similar to the MIT/Harvard dynamic in Cambridge. Both cities feel somewhat boutique-y. Idk...the last time I was in Boston I kept feeling the SF comparison.
Cleveland and Baltimore are literally nothing alike at all. Not in built form, industry, demographics...nothing really. I think Baltimore and Philly could be a decent comparison. Pittsburgh and Cincinnati is another one. Detroit and Cleveland.
There are parts of St. Louis that look VERY similar to inner Cleveland burbs of Cleveland Heights and Shaker Heights.
St. Louis
https://www.google.com/maps/@38.6364...7i16384!8i8192
https://www.google.com/maps/@38.6496...7i13312!8i6656
Cleveland Heights
https://www.google.com/maps/@41.5079...7i16384!8i8192
https://www.google.com/maps/@41.5102...7i16384!8i8192