Short Term Rental Investment Properties for Sale in Chicago, IL
Airbnb Potential
$ 309,500
ROI
21.4
Cash Flow/m
140- 1 Bed
- 1 Bath
- 800 sft
1400 S Michigan Ave APT 2308, Chicago, IL, 60605
Airbnb Potential
$ 450,000
ROI
27.7Cash Flow/m
991- 1 Bed
- 2 Bath
- 965 sft
303 W Ohio St #3405, Chicago, IL, 60610
Airbnb Potential
$ 124,900
ROI
23.6Cash Flow/m
133- - Bed
- 1 Bath
- 500 sft
2901 S Michigan Ave #2109, Chicago, IL, 60616
Airbnb Potential
$ 359,900
ROI
26.5Cash Flow/m
673- 1 Bed
- 1 Bath
- 900 sft
401 E Ontario St APT 2110, Chicago, IL, 60611
Why Invest in Chicago, Illinois?
Short-term rentals in Chicago offer strong investment potential despite strict 2026 regulations requiring primary residence use and licensing. Tourism drives high occupancy in tourist districts with fewer zoning limits. Average rental yields reach 7-9% amid steady appreciation of 4-5% annually. Renter-occupied units stand at 55%, supporting cash flows around $2,500 monthly. Compliance with BACP registration ensures legal operations in mixed-use zones.
8.5%
Avg. ROI
8.2%
Rental Yield
6.8%
Cap Rate
$2500/mo
Avg. Cash Flow
$2200/mo
Avg. Rent
4.5%
1Y Appreciation
Frequently Asked Questions
Hosts must register with BACP, obtain annual licenses ($250-$500), and provide $500k+ liability insurance. Safety inspections and local contacts are mandatory. Primary residence rule applies in residential zones.
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