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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

6.8%

Avg Cash on Cash

4.7%

Median Cashflow

$223/mo

Avg Rent Estimate

$3,824/mo

Avg Price

$362,625

Price Range

$42,000 - $757,900

Rent to Price

1.05%

strong ratio

Positive Cashflow

57%

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 6.8% cap rate combined with 4.7% 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 $223 with average furnished rent estimates of $3,824/month. These figures reflect real property data, not projections.

3221 N Pioneer Ave, Chicago, IL 60634

Price

$399,900

Rent

$3,507

CachFlow

-$196

CoC

-2.31

Full Analysis

6700 N Odell Ave, Chicago, IL 60631

Price

$492,200

Rent

$4,446

CachFlow

-$295

CoC

-2.92

Full Analysis

6755 N Washtenaw Ave, Chicago, IL 60645

Price

$585,200

Rent

$4,952

CachFlow

-$546

CoC

-4.65

Full Analysis

2654 W Catalpa Ave, Chicago, IL 60625

Price

$585,600

Rent

$3,256

CachFlow

-$1,537

CoC

-13.08

Full Analysis

8852 S Michigan Ave, Chicago, IL 60619

Price

$135,900

Rent

$3,003

CachFlow

$1,082

CoC

27.9

Full Analysis
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Chicago, IL Mid-Term Rental Market Insights

  • Positive median cashflow of $223/month indicates most investors cover expenses
  • 6.8% median cap rate reflects a balanced risk-return profile
  • 57% 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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