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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 50+ datapoints.

Chicago, IL Mid-Term Rental Investment Snapshot

Based on 50+ mid-term rental datapoints

Median Cap Rate

7.8%

Avg Cash on Cash

8.5%

Median Cashflow

$647/mo

Avg Rent Estimate

$3,925/mo

Avg Price

$314,950

Price Range

$42,000 - $740,000

Rent to Price

1.25%

strong ratio

Positive Cashflow

66%

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 50+ analyzed datapoints. A median 7.8% cap rate combined with 8.5% 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 50+ analyzed properties, Chicago, IL mid-term rental investments show a median monthly cashflow of $647 with average furnished rent estimates of $3,925/month. These figures reflect real property data, not projections.

10211 S Eberhart Ave, Chicago, IL 60628

Price

$223,800

Rent

$3,132

CachFlow

$713

CoC

13.16

Full Analysis

5742 S Rutherford Ave, Chicago, IL 60638

Price

$465,000

Rent

$4,088

CachFlow

-$223

CoC

-2.31

Full Analysis

2854 N Natchez Ave, Chicago, IL 60634

Price

$473,300

Rent

$4,935

CachFlow

$373

CoC

3.81

Full Analysis

1502 W Edgewater Ave, Chicago, IL 60660

Price

$1,113,700

Rent

$5,247

CachFlow

-$3,393

CoC

-16.17

Full Analysis

7219 S Wood St, Chicago, IL 60636

Price

$190,800

Rent

$3,735

CachFlow

$1,340

CoC

27.69

Full Analysis
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Chicago, IL Mid-Term Rental Market Insights

  • Strong median cashflow of $647/month — top-tier for mid-term rentals
  • 7.8% median cap rate reflects a balanced risk-return profile
  • 66% positive cashflow rate means roughly half properties are cash-flow positive
  • Mid-to-upper tier market with properties from $42,000 to $740,000

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