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Chicago, IL Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Chicago, IL. Based on 30+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 30+ long-term rental datapoints

Median Cap Rate

4%

Avg Cash on Cash

-7.3%

Median Cashflow

-$635/mo

Avg Rent Estimate

$2,685/mo

Avg Price

$381,525

Price Range

$70,000 - $1,050,000

Rent to Price

0.7%

low ratio

Positive Cashflow

29%

of analyzed properties

Recent real estate investor listings analysed as long-term rental deals in Chicago, IL

Chicago, IL is primarily an appreciation-driven market for long-term rental investors. Cap rates average 4%, typical of premium markets where property value growth complements rental income. Investors here build equity through appreciation while rental income covers holding costs.

Based on 30+ analyzed properties, the median monthly cashflow in Chicago, IL is -$635 with average rents of $2,685/month. Properties range from $70,000 to $1,050,000, offering entry points across multiple investment budgets.

6131 S Honore St, Chicago, IL 60636

Price

$70,000

Rent

$1,833

CachFlow

$929

CoC

75.84

Full Analysis

6528 S Kildare Ave, Chicago, IL 60629

Price

$357,400

Rent

$2,185

CachFlow

-$638

CoC

-10.2

Full Analysis

1825 N Wilmot Ave, Chicago, IL 60647

Price

$1,307,500

Rent

$5,589

CachFlow

-$4,299

CoC

-18.79

Full Analysis

1658 W Nelson St, Chicago, IL 60657

Price

$1,200,000

Rent

$9,300

CachFlow

-$1,049

CoC

-5

Full Analysis

9738 S Greenwood Ave, Chicago, IL 60628

Price

$175,000

Rent

$2,133

CachFlow

$521

CoC

17.01

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$635/month — careful deal selection is essential here
  • 4% median cap rate is typical of appreciation-focused markets
  • At 29% positive cashflow rate, Chicago, IL requires selective property picks
  • Premium market with properties from $70,000 to $1,050,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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