$295,000 buys the median home in Chicago right now. With 20% down, that's a $59,000 down payment and a $236,000 loan, set against a $65,000 median household income.
Chicago's 2.08% property tax rate runs above the 1.1% national average. That's $511/month on the median home here, not a rounding error against the mortgage payment.
Unlike the nine no-income-tax states, Illinois taxes wage income. Worth running your actual take-home pay against the $2,172/month payment here before locking in a target price.
Day-to-day expenses in Chicago track at 107 against the national 100 baseline, above average once you look past the mortgage payment itself.
Chicago's median home price runs 5% higher than nearby Aurora: $280,000 there versus $295,000 here.