Chicago, IL Short-Term Rental / Airbnb Analysis
Analyze rental property cap rates, cash-on-cash returns, and cashflow for short-term rental / airbnb investments in Chicago, IL. Based on 20+ datapoints.
Chicago, IL Short-Term Rental / Airbnb Investment Snapshot
Based on 20+ short-term rental / airbnb datapoints
Median Cap Rate
4%
Avg Cash on Cash
-8.1%
Median Cashflow
-$533/mo
Avg Rent Estimate
$4,051/mo
Avg Price
$385,950
Price Range
$134,999 - $850,000
Rent to Price
1.05%
strong ratio
Positive Cashflow
30%
of analyzed properties
Recent real estate investor listings analysed as short-term rental / airbnb deals in Chicago, IL
Chicago, IL is a premium short-term rental market where property values drive long-term wealth. While cap rates are modest at 4%, the mid-to-upper tier property prices reflect strong underlying demand. STR investors here typically benefit from appreciation alongside rental income.
Across 20+ analyzed properties, Chicago, IL STR investments show a median monthly cashflow of -$533 with an average estimated nightly-rate-adjusted revenue of $4,051/month. These figures reflect real property data, not projections.
2030 W Shakespeare Ave, Chicago, IL 60647
Price
$850,000
Rent
$4,678
CachFlow
-$3,144
CoC
-19.2
Chicago, IL Airbnb Market Insights
- •Median cashflow is -$533/month — careful deal selection is essential here
- •4% median cap rate is typical of appreciation-focused markets
- •At 30% positive cashflow rate, Chicago, IL requires selective property picks
- •Mid-to-upper tier market with properties from $134,999 to $850,000
- •Consider this market if your strategy favors equity growth with rental income covering holding costs