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Price: $300K - 500K
Monthly Cash Flow: $1 - $3k+
Home Type: Single Family
Short Term Rental Investment Properties for Sale in Chicago, IL
Airbnb Potential
$ 350,000
ROI
35.5
Cash Flow/m
1534- 4 Bed
- 4 Bath
- 2500 sft
341 W 30th Pl, Chicago, IL, 60616
Airbnb Potential
$ 465,000
ROI
21.9Cash Flow/m
270- 2 Bed
- 2 Bath
- - sft
1907 W Chicago Ave APT 3, Chicago, IL, 60622
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
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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