I don't know yet if I can really start to wear leggings this fall (I did already in the 80s) but I really love the look of the long and lean silhouette, especially for dresses and tunics. This Free People Heather Cargo Dress ($118) would work well with a pair of skinny jeans. There seems to be more things coming up this fall that really matches comfort with style (as well as the signature neutral colors) so I've found some of my favorites here.
Ink & Ashes Tunic ($178)
Anthropologie
Cowl Neck Dress ($22.80)
Forever 21
Ruched Tunic ($17.80)
Forever 21
Sweater Knit Tunic ($19.80)
Forever 21