May 28, 2025

How to Analyze Rental Property Cash Flow in Chicago

When it comes to rental investing in Chicago, knowing how to analyze cash flow is the key to long-term success. Cash flow tells you how much profit your property brings in each month after expenses—and in a city like Chicago, where neighborhood dynamics and property taxes can vary widely, doing the math right matters.

To start, you’ll want to estimate your monthly rental income, which depends on your property type and location. Sites like Zillow Rental Manager can help you benchmark rental rates, but nothing beats checking out featured listings in the area to see what similar properties are earning.

Next, list your expenses. This includes your mortgage, taxes, insurance, maintenance, vacancy, and property management fees. In Chicago, don’t forget to factor in property tax rates, which can be significant depending on the neighborhood. The Cook County Treasurer’s Office is a reliable source for estimating annual tax costs.

Once you have your income and expenses, the formula is simple:

Cash Flow = Rental Income – Operating Expenses – Debt Service

If your result is positive, your property is cash flow positive, meaning it’s making money every month. For more complex deals or multi-units, use tools like the BiggerPockets Rental Calculator to run projections and ROI.

Also, be sure to factor in long-term growth potential and local market trends. Our Chicago real estate blog regularly shares updates and insights to help you make informed decisions.

Whether you’re analyzing a new property or reviewing your current investment, you can always reach out to our team for expert guidance based on local experience.

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