Chicago is a great place to live and work. We have a diversity of neighborhoods, cultural, sports, and leisure activities. Coming from Miami, you might find our winters fascinating or a bit challenging depending on your outlook on life. I would suggest this: Decide what you can afford for rent. Rent in the most popular areas right now ( South Loop, West Loop, Old Town to name a few) range from about $1200 up depending on your location. Each area has its distinct personality. If you can, visit Chicago, bring a friend with you and check out some of the neighborhoods. Once you have decided where you want to rent, then live there for a year until you get used to Chicago and get more familiar with its neighborhoods. Should you decide to visit, I would be more than happy to spend a few hours with you showing some of the neighborhoods and pointing out the differences so you can make an informed decision. Do give me a call at 312 933 4121 when you are ready.