Cost of Living Comparison Between Chicago, IL and Pittsfield, MA
For one person, living is cheaper in Pittsfield, MA: $2,591 a month against $3,037 in Chicago, IL, rent and utilities included – about $5,400 less a year. Rent and utilities account for about half of the difference.
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Chicago, IL Living Index147Cost of Living Index in Chicago, ILLearn more -
Pittsfield, MA Living Index125Cost of Living Index in Pittsfield, MALearn more
How much you'll spend in Chicago, IL and in Pittsfield, MA
Real prices from locals and on-the-ground checks – rent, groceries, transit and the daily extras. Here's what a month in Chicago, IL and in Pittsfield, MA actually costs, broken down by who's living it.
A single person spends $3,037 per month in Chicago, IL vs $2,591 in Pittsfield, MA, rent included.
- Chicago, IL $3,037
- Pittsfield, MA $2,591
A couple spends around $4,518 per month in Chicago, IL vs $4,509 in Pittsfield, MA, rent included.
- Chicago, IL $4,518
- Pittsfield, MA $4,509
A family of three spends $5,999 per month in Chicago, IL vs $6,427 in Pittsfield, MA, rent included.
- Chicago, IL $5,999
- Pittsfield, MA $6,427
Chicago, IL costs about 17% more than Pittsfield, MA, and outside of rent the biggest gap is in clothing.
Both Chicago, IL and Pittsfield, MA sit above the global median – Chicago, IL by 123%, Pittsfield, MA by 90%.
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Chicago, IL: October 25, 2026
Last update for Pittsfield, MA: 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 $2,526 in Chicago, IL versus $1,575 in Pittsfield, MA. Rent is usually the largest line item in a monthly budget, so the gap here sets the tone for the overall comparison.
A mid-range dinner for two costs $89 in Chicago, IL versus $96 in Pittsfield, MA. Groceries tell a different story – $447 in Chicago, IL vs $435 in Pittsfield, MA – so Pittsfield, MA wins on supermarket bills even if dining out costs more.
- Chicago, IL Pittsfield, MA 1,180 km ≈ 2 h nonstop flight
- Chicago, IL
- Pittsfield, MA
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 Chicago, IL and in Pittsfield, MA compare overall?
What salary covers living expenses in Chicago, IL compared to Pittsfield, MA?
How do rents compare between Chicago, IL and Pittsfield, MA?
Which city has cheaper restaurants?
Which city has cheaper grocery shopping?
Which city is more doable on $3,000 per month?
How does quality of life compare between Chicago, IL and Pittsfield, MA?
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