2. Sawada Coffee- inside Green Street
3. High Five Ramen- below Green Street
4. Afternoon tea at the Allis (inside Soho House)- make reservations!
7. Whiskey at Chicago Athletic Association- it's the most beautiful athletic association turned hotel I've ever seen
5. Van Gogh's Bedrooms at the Art Institute
6. Or, even better, you can stay in Van Gogh's Airbnb bedroom for $10 a night (I would have if I'd known about it while I was there)
8. Wine and dessert at Maude's Liquor Bar- owned, apparently, by the same people as (you guessed it!) Green Street
9. Craft cocktails at the Broken Shaker inside the Freehand Hotel (my Miami peeps know about this)
10. The Skydeck (because I still haven't had the patience to wait in line for it)
There are lots of other things I think you should do in Chicago, and I wrote about them after my previous/first trip. Read those suggestions here.