Chicago, Illinois
Chicago stacks Illinois' flat 4.95% income tax (there's no city income tax) with the highest combined sales tax of any major U.S. city — 10.25% (6.25% state + 1.75% Cook County + 1.25% city + 1.00% RTA transit) and some of the country's higher property-tax rates. Income-light, consumption- and property-heavy.