Hi Mikey! 🙋
Get to The Bean a little after sunrise if you want to see pictures with the bean without too many other people in there.
Do the architecture boat tour. I didn't because I normally don't like doing tours but my cousin did it and said it was really enjoyable. Try to do it during sunset so you can see the build details during the day and see them all light up at night.
Same with the Skydeck. We went right before sunset and just stayed up there until the sunset so we could see all the lights. People have also mentioned to skip the Skydeck and go to the bar above the Skydeck.
Yolk is a breakfast place near the aquarium that Thuy and I really enjoyed.
You won't need a car unless you plan to get out of the city. We mostly walked everywhere. Also used Uber/Lyft. Looking for parking would also be a pain.
Thuy and I went down by the water every morning for the sunrise. It was really nice. Lots of runners. I would recommend doing that for a morning if you guys are morning people. I think the water was Lake Michigan.
Below are the list of places we ate at and went to. There is also a list of places I wrote down that my Uber driver told me about but I didn't get to.
Let me know if you have specific questions! Have fun!!
Architecture boat tour
Millennium Park - The Bean
Maggie Daley Park
Lincoln Park Zoo
Gyu-Kaku Japanese BBQ
Glazed and Infused
Jeni’s Splendid Ice Creams
Wildberry Pancakes and Cafe
Notes from locals
River North area - for dancing and bars
Rush Street - bar strip
Wicker Park - hipsters
Boystown - good eats
Green Bill - capob old park