You absolutely do not need any experience being a landlord in order qualify for a mutli-unit property.
Before I got into residential real estate brokerage, I owned several mult-unit buildings in Lakeview, Bucktown and Roscoe Village. You should talk with a mortgage broker to see if you qualify for a 2-4 flat loan and then contact a realtor who has a background in multi-unit property. You want to hire a realtor who has dealt with multi-unit properties, understand and can explain-gross income vs-net operating income, cap rates, leases, and other investment analysis solutions.
Let me know if I can be of any assistance.