Cost of Living Comparison Between Sheboygan, WI and Chicago, IL
For one person, living is cheaper in Sheboygan, WI: $2,092 a month against $3,037 in Chicago, IL, rent and utilities included – about $11,300 less a year. Rent and utilities account for most of the difference.
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Sheboygan, WI Living Index102Cost of Living Index in Sheboygan, WILearn more -
Chicago, IL Living Index147Cost of Living Index in Chicago, ILLearn more
How much you'll spend in Sheboygan, WI and in Chicago, IL
Real prices from locals and on-the-ground checks – rent, groceries, transit and the daily extras. Here's what a month in Sheboygan, WI and in Chicago, IL actually costs, broken down by who's living it.
A single person spends $2,092 per month in Sheboygan, WI vs $3,037 in Chicago, IL, rent included.
- Sheboygan, WI $2,092
- Chicago, IL $3,037
A couple spends around $2,935 per month in Sheboygan, WI vs $4,518 in Chicago, IL, rent included.
- Sheboygan, WI $2,935
- Chicago, IL $4,518
A family of three spends $3,778 per month in Sheboygan, WI vs $5,999 in Chicago, IL, rent included.
- Sheboygan, WI $3,778
- Chicago, IL $5,999
Sheboygan, WI is about 31% cheaper than Chicago, IL, and outside of rent the biggest gap is in eating out.
Both Sheboygan, WI and Chicago, IL sit above the global median – Sheboygan, WI by 54%, Chicago, IL by 123%.
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Sheboygan, WI: October 26, 2026
Last update for Chicago, IL: October 25, 2026
Categories marked with * are only partly priced – their share counts the items that do have prices.
Categories marked with * are only partly priced – their share counts the items that do have prices.
Cost Breakdown
A central one-bedroom costs $1,203 in Sheboygan, WI versus $2,526 in Chicago, IL. Rent is usually the largest line item in a monthly budget, so the gap here sets the tone for the overall comparison.
Salaries run about 22% higher in Chicago, IL, which partly offsets the higher cost of living there. Purchasing power depends on which expenses matter most to you.
A mid-range dinner for two costs $51 in Sheboygan, WI versus $89 in Chicago, IL. Monthly groceries follow the same trend: $397 vs $447 – making Sheboygan, WI the more affordable choice for daily food spending.
- Sheboygan, WI Chicago, IL 210 km
- Sheboygan, WI
- Chicago, IL
Distances are measured in a straight line. Your location is detected approximately.
City Median Internet Speeds Comparison (Updated April 2026)
How do living costs in Sheboygan, WI and in Chicago, IL compare overall?
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