Chicago Lakefront Trail is, as advised, the trail that follows the Lake Michigan Shoreline. It's…read morebeen around forever.
This walkway covers a nice section of the lakefront. What you get to see is not only a great view of Lake Michigan, but stunning views of the city, as well.
In the summer, you can find a few places to grab a quick drink or a snack. During the winter months, pretty much all of those places are closed down for obvious reasons. But, no matter what time of the year you go there, what you can experience is a great place to get your steps in, as well as a really beautiful view of the lake and the city.
The overall maintenance on this lakefront walk is a bit sketchy. In some places, it's really well maintained, whereas other places, not so much. But, as long as you keep your eyes open, you should have no trouble, and you won't fall flat on your face as I have seen some people do due to the concrete either being cracked, risen, or just a little too old to be where it exists.
The type of people you encounter along this walkway are as expected: the joggers, the power-walkers, those that are taking a stroll, and a few of the, for lack of better term, less desirable. Yes, occasionally you'll see somebody smoking some crack out along the shoreline, or perhaps having a little too much alcohol to drink. But, that's just all pardoned parcel of the city.
Overall, it's a fun place to take a walk, to get between two destinations, and/or just to enjoy nature flanked by the city of Chicago.