220 W Illinois St: $2,000/month
The Jones offers a variety of layouts depending on one's budget. Units start at around $2,000, but can obviously increase the closer you get to the top floor. The rooftop space includes an open-air pool and the positioning of the recreation room, complete with a pool table and kitchen, offers a southward view for one of the most enjoyable vantage points of the Chicago skyline.
Though a bit on the pricey side, River North is one of a handful of Chicago neighborhoods where rents aren't currently skyrocketing. Since 2012, rents have increased in almost every single Chicago neighborhood. River North hits the sweet spot close to the median—there's deals, there's good prices and luxury abounds—just don't expect to find a steal-worthy apartment like one might find elsewhere in the city.