The cooler temperatures are finally making an appearance in Chicago and if I told you I wasn’t loving them, I’d be lying.

Different office dress ... casual work looks that don’t feel too stuffy or corporate. Many of these outfits incorporate ...

To keep things casual and cozy, pull on an oversized cardigan or dress up the look with a blazer. Wearing a flannel top with corduroy pants is a no-brainer. If you prefer a high-waisted silhouette ...

Dakota Johnson's maxi dress has a ... when paired with baggy pants like Irina Shayk did here. But the possibilities really are endless—pull on some jean shorts for a casual feel or a miniskirt ...