Here are the important parts:
1. You're in the hood, so avoid walking around by yourself past 10pm if avoidable.
2. The beds are comfortable but you'll be sleeping in the same room as two other people.
3. Get the Ventra app and add a CTA pass and add it to your mobile wallet. Don't kid yourself about Ubering everywhere, there's reason you're couch-surfing.
4. If you're flying into O'Hare after 10pm, just use Nonya's shuttle. I got into my first real altercation on the red line at 1am. Not worth it.