Of the flats you chose, I see you rocking the Loeffler Randalls the most. They are pretty awesome and I have nothing but good things to say about LR shoes.
For another option, maybe Chanel ballet flats? I believe they would be $450, but 450 that you could wear every day for 50 years and pass on to any potential future children would make for a low CPW.
I like all 3 but the LR are the only ones that I really love and would shell a lot of money out for, yet at the same time I think I could get sick of the snakeskin (part of the reason that I returned my pretty Eileen Shields flats). That might not be a problem for you though. Have you seen them all in person?
I also love these LRs, but to D's original point, I think the satin, while lovely, is really impractical for a city girl.
eta: this weekend I will see if I can find the LR python ones at Bergdorf's and try on the gucci ones as well. I'm not sure if I'll be able to find the Chloe IRL cause I think they might be last season's... (?)