Ok, so.... that wasn't easy!
Each and every single cover looks absolutely magnificent and I wish I could just let you all be the winners, because the level of professionalism in some of these covers is, as usual, beyond any actual Vogue edition. From direction, fonts, colors, image choice... you guys are awesome!!!
That being said, I have to pick one. I've narrowed it down to four personal favorites and....
@Kite you're a winner baby!!! Congratulations 
Not only did you make one, but
four beautiful covers (not using that September issue with Florence as a main entry.... that was a choice). But both your official entries looked spectacular and I simply had no other choice.
As much as I loved all the other entries, I must give a shoutout to
@dontbeadrag for my beloved Anna Ewers,
@vogue28 for that wonderful cover with amazing Othilia,
@Conbothsides for Fei Fei and Meisel which is something I would've done (excellent image choice!) and my runner-up,
@fluxxx with Irina Shayk! All such spectacular covers, it was a great round and I'm really glad everyone participated, especially the two new competitors - excellent job on your first covers!