TDLR: I had fun for the most part, meet a lot of chill people (plus Nick from TRNTIPS), got my car towed first night, did some dancing, raided in the rain, tried some good food, caught some legendaries.
1) Went solo, Team Instinct so I'm the odd guy that thinks he made friends but may not have (XD Don't care had fun).
2) Started drive at 0330, (started late needed to leave at 0230 to have lunch in Lafeyette (sp?)). Had White Castle, I enjoyed some people it's the Eww Gross. Got in Thursday with a prepaid parking spot reserved (This was actually pretty cool I thought) to get early access band. This took about 15 minutes after things started, meet some Instinct, Valor, and Mystic in line, all locals were all pretty chill. Went to the Adler After Dark and realized how little I knew about science. Meet people explaining about a blind person baseball league (None blind people play as well but with a blind fold). Didn't realize till I was walking away the lady I was talking to was blind, her walking stick was folded up on the table by her display. This explain lack of eye contact while we were talking and I didn't have a stain on my shirt like I thought. Lured pokestops and spun, couldn't get cell reception from the lower level basement area or theater (minor Boo since star show and being easily amused/distracted by shiny lights). Ended up watching sports mascot dance battle halfway through the event and listened to music... a song came on, stated 'Oh Snap, that's my jam.' proceeded to dance like a fool until about 15 minutes before the event closed. Realized dancing for 2 hours like a fool/mad man isn't the best of ideas when you have a 30 minute walk back to your hotel room. Mistakes were made but I had fun. Was supposed to go to the aquarium and field museum the next day, made it to the breakfast spot I was looking at trying and veered off to a gym to raid... then another, then another. 2 hours later I finally got to my breakfast destination that was 10 minutes from my hotel.
Tried to check out the nests by the Art Institute, Millineum Park, and Lake Shore East Park. Got distracted by raids and getting close to the Blue Cross Blue Shield of Illinois building got my game not loading up. Started walking back sudden heavy rain so found shelter. Walked out when it was done/light rain and noticed other people fast walking and slowing down for raids as well. Did raids beneath trees during the rain like a goon talking smack to the weather.
3&4) Found out early access also started at 6am. Got ready for event, checked parking on my car (got towed first night). Noticed the rain and didn't want to stand in it so I waited till around 8am to walk over from hotel (not far). Save General access line. DX Walked the length of it to get to early access line. Looks way shorter, turn corner, dang... turn next corner. T_T they're the same length. Finally get to the end of the line and I think I'm about where the end of the general access line is at the other side of the park is (in hind sight I was about 1/4 of the way from the start of the other line). Eventually line moves, been people watching cool shirts with pokemon themes. See the occasional folding chair you can't bring in and umbrella. Get closer to the front and see piles of soda/water bottles. Start to feel a bit bad, see piles of donut boxes, coffee cups and plastic bags from convenience stores full of wrappers. See garbage bags of trash and silver lined 'these people policed their trash and put it all in one spot' saw a small pile of maybe 20 umbrellas by the front. Got searched opening up all my pockets on my pack and letting them rifle through trying to get whatever I need to do afterwards done after I'm over the line when they're done. Get through and QR code in. I'm in. It's 945 so I run around. Realized an hour later why Geodude was spawning in the area with Rock flags (Don't judge never said I was always quick on the uptake). Was in line with two girls from Minnesota I think, get over to stage and walking towards the Instinct Lounge, Heracross spotted. Can't log in. One of the girls I was wondering around with didn't get it so I dubbed her Hera Crossless. Eventually able to log in but manually catching is rough and locks up. Turns out she actually caught it so I couldn't call her Hera Crossless, Hera Crossible gets a worse look. People still funneling in during the first challenge window, people chanting fix your game, I can't play, can't log in. Spend most of the 1st challenge window over by the valor tent since the swag tent had small lines I got in line. Valor shirt is maroonish, instinct shirt looks orange... I buy two toys. No Scyther toy though. PGo+ works just fine I guess even if the app up manually is rough at best. Spend the rest of the event catching with PGo+ unless an unown or heracross comes up. Lost the girls I was with around lunch time. Wander around catching feeling like this is the mad max version of a Pokémon Go Fest event (1st world problem I know). Ended up taking a nap on the side of the Instinct lounge while charging my phone (fun fact used one of the chargers I had brought since I didn't spend a lot of time in the game) never needed the rain coat or poncho since it was nice and hot the entire time.
5) Crowd was mostly calm. A few people stated if the crowd off the path didn't start moving they were going to start swinging or shoving their way through. 2k eggs were a mix, I got normal 2k hatches to snorlaxes, larviatar, porygon, dratini, mareep (nothing like saying in your face sucka aloud to your phone while you point on it, everyone realized I had a different problem then connectivity).
6&7) stayed till the end of the event, went to hotel took a shower, went to triple lure my hotel's stops and saw lugio and articuno raids in a towel. Get dressed and get downstairs to see people in the streets around gym points. First time seeing over 100 people at a raid point. Hearing people screaming since they caught their first legendary. Powerwalk down street to next legendary raid run up on people battling. Jump in and notice I'm standing next to Hera Crossible and her friend (I still don't know their names DX). They mentioned they lost me in the morning since I wandered off and I shrugged and asked if they mostly had fun. I am now, seemed to be the answer from them as other people we were in the raid with. City dance going on with a patrol of people marching to other raids. Meet a guy who was still green... for a team at 30+ he'd have to choose if he wanted to get a legendary. Recruited a new Instinct player. Didn't get in a lot more raids since his phone died, I had a battery charger but not his cable type. Went back to his place (local) got a cable, chilled and walked around. Caught another lugia, and a ttar. Unfortuntaely since he hadn't been to the event I walked off at random while running around downtown to catch a heracross, unown, also porygon, chansey, abra, machop (Don't judge we don't get them around me that much). Explained to some Black Hawk fans we weren't there for their convention and a little about the game. Went to bed around midnight which was the earliest I had gone to sleep since getting to Chicago Thursday (usually before sunrise though).
8) The event didn't go as planned Niatic was in the end opted to go transparent with what they were dealing with. I kind of wished I knew legendary raids were coming because I would have left earlier and formed up a raid hunting squad earlier to get going when they start like an hour after the event ended. I guess I could be salty and go that route but, I've never been to Chicago and it was humid hot (like muggy I'm make you sweat and you're still hot). The event could have gone better but it's kind of nostalgic in a bad way to when the game came out. Seeing people flooding places to get into raids. Some people asking "What's good against this!!!" actively trying to do their part and a lot of smiles was nice. Meet some people from Spain that brought their father (they were older than me), a couple that were around my parents age and both played, a guy with one arm throwing nonstop curved excellent (T_T), a lot of people really from all over that loved the game. Yes all were a mad about the event not going on without a hitch but they were still smiling and likely are still playing. Definitely room for improvement. But I still this the event ended more like I Got a Feeling by Black Eyed Peas.
Legendary Raids (I think this is all early access hopefully) will be done by Gen Con. I'm curious if there's going to be anyone raiding Wednesday evening to knock around downtown with.