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Chicago, IL Mid-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for mid-term rental investments in Chicago, IL. Based on 100+ datapoints.

Chicago, IL Mid-Term Rental Investment Snapshot

Based on 100+ mid-term rental datapoints

Median Cap Rate

7.9%

Avg Cash on Cash

5.3%

Median Cashflow

$348/mo

Avg Rent Estimate

$3,675/mo

Avg Price

$330,967

Price Range

$50K – $750K

approximate

Rent to Price

1.11%

strong ratio

Positive Cashflow

65%

of analyzed properties

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

Chicago, IL presents a balanced mid-term rental profile across 100+ analyzed datapoints. A median 7.9% cap rate combined with 5.3% average cash-on-cash returns make this a solid market for investors blending furnished-rental yield with the operational simplicity of monthly stays at a mid-to-upper tier price point.

Across 100+ analyzed properties, Chicago, IL mid-term rental investments show a median monthly cashflow of $348 with average furnished rent estimates of $3,675/month. These figures reflect real property data, not projections.

8433 S State St, Chicago, IL 60619

Price

$179,500

Rent

$3,256

CachFlow

$954

CoC

20.55

Full Analysis

3110 W Jarvis Ave, Chicago, IL 60645

Price

$468,500

Rent

$4,845

CachFlow

-$15

CoC

-0.15

Full Analysis

5843 W Patterson Ave, Chicago, IL 60634

Price

$566,700

Rent

$3,864

CachFlow

-$1,280

CoC

-11.21

Full Analysis

8931 S Bennett Ave, Chicago, IL 60617

Price

$256,800

Rent

$3,244

CachFlow

$366

CoC

6.11

Full Analysis

8326 S Indiana Ave, Chicago, IL 60619

Price

$272,695

Rent

$4,582

CachFlow

$1,210

CoC

19.29

Full Analysis
1–5 of 100+
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Chicago, IL Mid-Term Rental Market Insights

  • Positive median cashflow of $348/month indicates most investors cover expenses
  • 7.9% median cap rate reflects a balanced risk-return profile
  • 65% positive cashflow rate means roughly half properties are cash-flow positive
  • Mid-to-upper tier market with properties priced about $50,000 to $750,000

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