Side-by-side cost of living comparison for 2026
Median Income: $76,298
Population: 675,647
Median Income: $65,781
Population: 2,693,976
When comparing Boston and Chicago, the overall cost of living differs by 34.9%. Boston carries a cost index of 172 compared to Chicago's 112, meaning your dollar stretches 35% further in Chicago.
Housing is where the most significant gap appears between these two cities. Chicago has a housing index of 118 compared to Boston's 210. This 92-point difference translates to substantial monthly savings on rent or mortgage payments in Chicago.
Chicago is more affordable across all categories.
Chicago is more affordable for: Housing, Food & Groceries, Transportation, Healthcare, Utilities, Entertainment, Taxes.
If you earn $60,000 in Boston, you would need $39,070 in Chicago to maintain the same standard of living. For a $100,000 salary, the equivalent would be $65,116.
The median household income in Boston is $76,298 compared to $65,781 in Chicago. While Boston has higher incomes, the higher cost of living may offset this advantage.
Safety: Boston scores 6/10 while Chicago scores 4/10 in our safety assessment.
Weather: Both cities score similarly for weather at 4/10.
Job Market: Boston's job market (9/10) is stronger than Chicago's (7/10).
Chicago is the more affordable option overall, but cost is just one factor in deciding where to live. Consider your career opportunities, family needs, and lifestyle preferences alongside the financial comparison. Boston may justify its higher costs with a thriving job market that many residents find worthwhile.
