If I'm able to go, I'll likely be wearing Japan (Hetalia) around the times of any Hetalia events, Madoka Kaname (Madoka Magica) earlier on Friday and/or Saturday, and Momo Kisaragi (Kagerou Project/Mekakucity Actors) on Sunday.
I'm unsure if I'd switch to any others too, but I also have Shiro Isana (K Project) and am planning to have Hotaru Tomoe's school uniform (Sailor Moon), Serena (Pokemon), and Ib put together by then, too, so I also might bring along any of those.
Animate Miami 2015 [Miami FL] (Sat)
Supercon 2015 [Miami FL] (Sat)
Shadocon 2015 [Tampa FL] (Sat)
Magic City Comic Con 2016 [Miami FL] (Sat)
Otakon 2016 [Baltimore MD]
Japan [uniform ver] (Hetalia)
Madoka Kaname [magical girl ver] (Madoka Magica)
Mami Tomoe [magical girl ver] (Madoka Magica)
Hotaru Tomoe [school ver] (Sailor Moon)
Momo Kisaragi [pink hoodie ver] (Kagerou Project)
Taichi Yagami [school ver] (Digimon 02)