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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 75+ datapoints.

Chicago, IL Mid-Term Rental Investment Snapshot

Based on 75+ mid-term rental datapoints

Median Cap Rate

6.9%

Avg Cash on Cash

5.2%

Median Cashflow

$310/mo

Avg Rent Estimate

$3,877/mo

Avg Price

$352,187

Price Range

$42,000 - $757,900

Rent to Price

1.1%

strong ratio

Positive Cashflow

58%

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 75+ analyzed datapoints. A median 6.9% cap rate combined with 5.2% 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 75+ analyzed properties, Chicago, IL mid-term rental investments show a median monthly cashflow of $310 with average furnished rent estimates of $3,877/month. These figures reflect real property data, not projections.

8411 S Knox Ave, Chicago, IL 60652

Price

$288,700

Rent

$4,062

CachFlow

$827

CoC

12.62

Full Analysis

3141 N Richmond St, Chicago, IL 60618

Price

$548,400

Rent

$4,054

CachFlow

-$945

CoC

-8.52

Full Analysis

8638 S Keeler Ave, Chicago, IL 60652

Price

$395,000

Rent

$3,532

CachFlow

-$146

CoC

-1.74

Full Analysis

5058 W Wrightwood Ave, Chicago, IL 60639

Price

$523,300

Rent

$4,648

CachFlow

-$178

CoC

-1.67

Full Analysis

2701 W Fitch Ave, Chicago, IL 60645

Price

$632,400

Rent

$4,410

CachFlow

-$1,252

CoC

-9.96

Full Analysis
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Chicago, IL Mid-Term Rental Market Insights

  • Positive median cashflow of $310/month indicates most investors cover expenses
  • 6.9% median cap rate reflects a balanced risk-return profile
  • 58% positive cashflow rate means roughly half properties are cash-flow positive
  • Mid-to-upper tier market with properties from $42,000 to $757,900

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