This is pretty much my take, as well. Wicker Park has some great spots, but as Krauser mentioned, it's basically Wrigleyville at this point.
Ukrainian Village is great. If there was a closer L stop, it'd be one of the most popular neighborhoods in the city. The Blind Robin on Western is one of my favorite bars in the city, and Fatso's has the best "basic" burger in town. No frills, no fried chicken tenders and bacon and 80 pounds of cheese. Just an old-fashioned grease bomb delight.
Humboldt is great, and honestly, I don't even feel unsafe in the park at night. I feel like the danger around there might have been legit a few years ago, but these days, especially now that the nearby 606 trail is up and running, you're more likely to see a yoga mom jogging through that park than a drug dealer.
Agreed on Milwaukee being a hotspot, as well. It's buzzing pretty much every night, and most of the stuff there is quality. Even Chicago Distilling Co, which I will never patronize again for its godawful service, has good stuff. And apparently The Slippery Slope is the de facto hookup bar now? Back when I was single, it was The Owl, but things change, I suppose haha.