Hello fellow Chicagoan! Welcome to the Windy City where our weather sucks nuts. Anywho you may not carry an auto EVER and will get in big trouble if caught its it illegal along with the balisongs. To my understanding I really don't know what the difference between like a Benchmade Auto VS. a SOG Aegis that is assisted open because they come out almost about the same speed but Chicago doesn't specify is that is legal or not. Honestly if you are under 2.5 inch, I think it should be fine but if you have anything over a 2.5in you will get in trouble and that depends on what the cop decides what to do. But I mean if you are over 2.5 it wouldn't matter if its open assisted or auto or even just a manual deployment because you just broke a law. But I edc my Sage's, PM2, Aegis and I pretty much have all big knives, as long as you don't do something dumb that draws attention to yourself you should be fine just note that if you were ever pulled over or patted down for whatever reason that may be different. And it varies to cops there are some that I have met and they noticed my clip and asked what I was carrying and I just simply pulled it out and showed them and recommend it to them because I, myself am studying to become a CPD but its just I would love to recommend a product that I have to help them with their jobs or simply cause its an awesome knife! But yea I won't guarantee you will meet cops that are as chill but if you do, cheers to you! and also if you owned it and its just at home locked up or just laying around its fine, just with carrying its different. Hopefully this helps! Let me know if you need anything else!