City Cost Report
Chicago skyline
Chicago
Windsor skyline
Windsor
VS

Windsor is 26% cheaper than Chicago overall.

ChicagoWindsor
Rent (1BR City Centre)$2,937.48 CAD$1,500.00 CAD
Rent (1BR Outside Centre)$2,377.96 CAD$1,300.00 CAD
Groceries Index10599
Monthly Transit Pass$104.91 CAD$105.00 CAD
Utilities (monthly)$202.83 CAD$145.00 CAD
Gas (per litre)$1.33 CAD$1.58 CAD
Mid-range Meal$33.57 CAD$23.00 CAD
Gym Membership$69.94 CAD$45.00 CAD
Childcare (monthly)$2,238.08 CAD$1,050.00 CAD

Each city is shown in your selected currency (toggle CAD/USD in the header); cheaper values are highlighted after converting to a common currency. Updated June 2026.

Salary Equivalence Calculator

If you earn $in Chicago...

You would need $44,684 in Windsor to maintain the same lifestyle.

Frequently asked questions

Is Chicago cheaper than Windsor?

Windsor is 26% cheaper than Chicago overall.

How much is rent in Chicago vs Windsor?

A one-bedroom in the city centre averages $2,100 USD per month in Chicago and $1,500 CAD in Windsor. Outside the centre, it is $1,700 USD in Chicago and $1,300 CAD in Windsor.

What salary do I need to move from Chicago to Windsor?

On average, you need about 74% of your current salary — for example, $60,000 in Chicago is roughly equivalent to $44,684 in Windsor.

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