Rolling through Chicago

Outfit details at bottom.

I came out to Chicago over the weekend to spend time with the family and teach my cousin guitar. It’s Kate’s last week living there too, so it was a must that we spend time in the city. We went down on Sunday to visit a few old favorites and try a new one. I wore my favorite Club Monaco short sleeve button down with the sleeves rolled up and J. Crew shorts.


I linked two of my shirt of the same brand, both far under $100 which is awesome for Club Monaco! I linked similar J. Crew shorts and the second are a great deal at $50. And finally I linked two Sperry options that are my favorites, one a steal at $75.

Shirts: Option 1 / Option 2 

Shorts: Option 1 / Option 2

Sperrys: Option 1 / Option 2


Look details: