I picked up these flats at Urban Outfitters in Union Square (14th St).
Easily tucked into your satchel when you're wearing wellies, or thongs, to acclimate on your commute- they look nice enough for the office, and casual enough for denim & blazer for a neighborhood apertif.
Comfort level: Like buttah.
The icing on the cake? They are only twenty-eight dollars.