Chicago is a major city that is full of people, entertainment, sports, tons of restaurants and a beautiful lakefront. There are several places to launch a boat from downtown, however, this is a very populated area. You are most likely going to deal with plenty of traffic and just lots of people in general in the downtown area. When trailering your boat, it is much easier to get around this town in the early mornings on the weekends. Fishing is good within the city limits for salmon and trout. At times, you can also experience very good fishing for smallmouth bass and perch. You will find other fish here too such as northern pike, largemouth bass, carp and more.