As soon as the weather warms up, white clothes are a common choice, even in Chicago. I personally would be more likely to go out naked than to wear white - especially a white dress, but I admire many of these choices. They bring a freshness to summer, and color to the streets.
And note that there are, indeed, a pair of leggings in the mix here. Worn, modestly, with a tunic that covers all of the anatomically graphic bits...
Pink cardigan – L.K.Bennett, Earrings-Shanny Alon, White pique dress- Damsel in a dress, Pink ballet flats-Ras, White sheath – Dorothy Perkins, Purple belt – Ralph Lauren, Purple tote – Lacambra, Purple jacquard sandals – Missoni
Wrap shirt – Mango, Blue sandals – Maison Martin Margiela 22, Denim skirt – Gerard Darel, Tote bag – TSM, Pearl earrings – Blue Nile, Dotted tee shirt – Armani Jeans, White linen pants- East, Green flats- Nine West