Where should I take my girlfriend in Chicago?
Hey everyone, I am getting flown out for a work event in Chicago for most of next week (9-12). My partner and I are looking to have a good time while also seeing and exploring the city. I am looking to move to Chicago (hopefully a job offer arrises while here), and we want to see more than just touristy spots. We are looking for food recommendations, places to go, nice dates spots, anything helps! I am also a lifelong bears fan even not being from Chicago, if there's anything interesting to see!
For context budgeting about $400 combined, we are both 20 with no dietary restrictions. We will have a car but also willing to take public transportation.
TLDR: Need recommendations on places to take my girlfriend in Chicago.