Near West Side
Who wouldn't want to live a hop, skip and a jump away from the house that Jordan built, or, as it's now being called, the Madhouse on Madison?
No surprises here. For much of the year, the area is chock full of Bulls fans, Blackhawks fans, and concertgoers. Living this close to the largest arena in the country, residents know what they're getting. The population is a healthy mix of students, young professionals, and families. Malcom X College and UIC are nearby. There's also Union Park on the eastern border, where the indie Pitchfork Music Festival is held every summer, and Touhy park, too. Exclusive to United Center Park is the only food joint in the city that employs 75% ex-offenders. Once the catchy name hits your ear, you'll know it. The area is a tad sparse on other dining options, but that's nothing a bus ride or quick drive to the West Loop can't fix. Apartments range from gut-rehabbed duplexes to vintage greystones to lofts in complexes.
It's not the most accessible section of Near West Side. There's only one el stop (green line, Ashland/Lake) on the eastern edge, so it's a bit of a trek for those who live closer to Western Avenue. Buses are the way to go.