Longish post alert. I just returned from Chicago this weekend in an attempt to preempt the wave of other students going to the Monday housing event. Here are my reviews of the places I checked out (all studios in Streeterville/Gold Coast, with a soft cap of $1,400/month). Hopefully it may help those of you who are still looking, or those of you who can't make your way out there to inspect.
General observations: all the places I saw had comparable fitness centers, sun decks, and laundry facilities, and all had doormen up front. If you really want the best view, then Onterie and it's 60-floor sun deck is the place for you. But you shouldn't let that be the deciding factor; it's all pretty much the same.
Lake Shore Plaza - convertible: This was by far the largest unit I looked at, and I really liked the illusion of space they create with the convertible layout. The location is great (5-10 minute walk north to get to the law school). Unfortunately, the price was just north of $1,400, but I guess you get what you pay for in terms of square footage (almost 600 sq ft). I feel like there were comparable options (you sacrifice a bit of space, but not much) for cheaper and slightly closer to the school at Onterie or McClurg, but if you really want to avoid feeling like you're in a studio, it's worth a check-out.
1120 N. LaSalle - Some of the units have renovated kitchens, some don't, so a heads up if that's important to you. The units themselves were fine and looked clean (there are two studio floorplans; shoot for the one with the kitchen tucked further away from the entrance, as it felt like it gave more space and options for arranging furniture). The hallway felt a little janky, but how much time do you expect to spend out there anyway? They had a decent unit for $1,200, so the price isn't bad for what you get. The Gold Coast neighborhood seemed like a really cool place to live, though. Lots of bars, restaurants, and stores, all with a clean, friendly vibe. Probably around a 20-minute walk to school, if you're walking comfortably.
14 W. Elm - Like 1120 N. LaSalle, it's in a great neighborhood. But this was definitely the most janky place I saw. Nicked up hardwood floors in tiny studios and unrenovated kitchen units. But if you're looking to save money, you could get a unit for $1,100, but just remember you get what you pay for. Probably around a 20-minute walk to school, if you're walking comfortably.
Onterie - There are tons of opinions about Onterie, including from many law students, so I'll be brief. But there's a reason so many law students live here. It's crazy close (5 minutes to school, tops), it's pretty clean, and the higher up you go, the better views you get. There's a couple units in the 40s and 50s floors that had crazy views of the lake and the Navy Pier, and they're definitely near the top of my list. Those will run you around $1,350. The lower floors with lesser views (ie facing other directions) can drop to mid-$1,200s.
Seneca (Chestnut and DeWitt) - North of the school by about 5-10 minutes, this place used to be a hotel before they converted it to a residence, so the hallways look real nice
The units themselves are pretty spartan, however, feeling more cramped than the others I saw. Hardwood floors if you're into that, but I don't know if it's worth the $1,375 (mostly based on location) they want. This seemed to be the opposite of 1120 N. LaSalle: instead of the hallways being janky and the units being fine, it actually felt like the reverse.
211 E. Delaware - Also north of the school by about 5-10 minutes, this place has a few law students and it seemed like a decent mid-tier option. However, they only had Sep. 1 move-ins, which makes it kind of a non-starter for c/o 2016. But for what it's worth, the units are small but not unlivable, the hallways were dated but not ghetto, etc. It was all just sort of meh, but that's my opinion. I was pretty hungry so was only half there at the time.
Feel free to PM me with any questions, and I'll do my best to answer specifics. As for me, I found a Godfather offer for a privately owned condo studio in the 900 N. Lake Shore complex, a building designed by Ludwig Mies van der Rohe, who I guess is a famous architect, or something. I dunno. Anyways, it's a clean, quiet, and decently spaced end unit with utilities included in the $1,150 price tag, and it comes fully furnished. 3 blocks from the law school, and I'm praying it's not a scam because it just seems too good to be true (for reference, my backup option is one of the $1,350 mega-view units at Onterie, and that doesn't include furniture or utilities). Knock on wood for me, y'all.