Cost of Living Comparison Between Pittsfield, MA and Chicago, IL
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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Pittsfield, MA Living Index125Cost of Living Index in Pittsfield, MALearn more -
Chicago, IL Living Index147Cost of Living Index in Chicago, ILLearn more
How much you'll spend in Pittsfield, MA 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 Pittsfield, MA and in Chicago, IL actually costs, broken down by who's living it.
A single person spends $2,591 per month in Pittsfield, MA vs $3,037 in Chicago, IL, rent included.
- Pittsfield, MA $2,591
- Chicago, IL $3,037
A couple spends around $4,509 per month in Pittsfield, MA vs $4,518 in Chicago, IL, rent included.
- Pittsfield, MA $4,509
- Chicago, IL $4,518
A family of three spends $6,427 per month in Pittsfield, MA vs $5,999 in Chicago, IL, rent included.
- Pittsfield, MA $6,427
- Chicago, IL $5,999
Pittsfield, MA is about 15% cheaper than Chicago, IL, and outside of rent the biggest gap is in clothing.
Both Pittsfield, MA and Chicago, IL sit above the global median – Pittsfield, MA by 90%, Chicago, IL by 123%.
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Pittsfield, MA: October 25, 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 $1,575 in Pittsfield, MA 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.
A mid-range dinner for two costs $96 in Pittsfield, MA versus $89 in Chicago, IL. Groceries tell a different story – $435 in Pittsfield, MA vs $447 in Chicago, IL – so Pittsfield, MA wins on supermarket bills even if dining out costs more.
- Pittsfield, MA Chicago, IL 1,180 km ≈ 2 h nonstop flight
- Pittsfield, MA
- Chicago, IL
Distances are measured in a straight line. Your location is detected approximately.
City Median Internet Speeds Comparison (Updated April 2026)
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How do rents compare between Pittsfield, MA and Chicago, IL?
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Which city is more doable on $3,000 per month?
How does quality of life compare between Pittsfield, MA and Chicago, IL?
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