@Jason Albasha Thank you for taking the time to respond: NWI actually has the Southshore train line that cuts through several cities. It's only about an hour train ride, this isn't that much of a time constraint given this is the time you'll be spending in many suburbs in Illinois to get into the city. To your point, I haven't explored the rents in those places, but it does seem that the rents in the suburbs aren't that much drastically cheaper than the city; only slightly. NWI has much cheaper rent than both, and you get more space. NWI is actually listed on several websites as places people from the Chicago land area are moving: https://budgetblog.ctbaonline.... It's the only suburb listed on there. Renters technically do pay taxes in the form of increased rents: If taxes increase, landords increase the rent to offset the taxes. If more people move there though to avoid the taxes, wouldn't the increased demand appreciate property values? Chicago's political/tax climate is very unstable.