Great breakfast/brunch spot in Fulton Market - Oh and excellent coffee bar.
No Chicago trip is complete without Deep Dish.
Hop around multiple shops on Randolph Street - just blocks away from the hotel.
If you're craving something sweet, Levain is a must-try. Their cookies are top notch.
Fun fact - We based our first apartment search around this bar/area.
Up scale breakfast diner serving Southern inspired Mexican dishes. Strongly recommend making a reservation as the diner is on the smaller size.
Rent a bike - or if you're anything like Jake, go for a run ;) - and cruise along Lake Michigan for stunning skyline views.
The #1 tourist activity for a reason - amazing views and history long the river.
Kid friendly activity, and free too.