I'm usually too busy to do this but when I can, getting out to the lakefront at night is truly one of the best things ever. There's something about the night sky, the water, wind and the city behind you that calms everything down.

Chicago has great brutalist architecture but this is one I pass by all the time. It has been burned into my mind and I'm pretty sure it can fly.

The South Gardens at the AIC are magical––go in the middle of the summer when the whole gardens are lush, the flower pots are overflowing, and the leaves have came in on all the trees to form a sun-dappled canopy. Make sure to look at the Fountain of the Great Lakes––each woman in it personifies one of the Great Lakes of the region, and when the water is turned on, their seashell basins flow into one another in the same direction of the real lakes.

The best new/used bookstore in Chicago––and with every sale, they put money towards buying books for classrooms in the neighborhood schools. Great selection, well organized, helpful staff, and they hold occasional events where they'll stay open late.

A nice little spot for some coffee and custom made bagel sandwiches where neighbourhood people hang out with their laptops. Awesome beet juice not to be missed!