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Chicago, IL

Property Management Software For Chicago Landlords.

Free for landlords. Rent collection, tenant screening, e-sign leases, accounting, and a permanent rental record — built around Illinois requirements.

Rental units
1.1M
Across the Chicago metro
Median rent
$1,950
2BR, metro average
Cost to landlord
$0
No subscription, ever

Why Chicago Landlords Choose Oscar

Chicago's Residential Landlord Tenant Ordinance (RLTO) imposes strict notice and disclosure requirements — a digital paper trail is your best defense in a dispute.

Illinois Compliance, Built In

RLTO requires specific summary disclosures attached to every lease and interest payments on security deposits. Our lease templates include the current RLTO summary.

Everything A IL Landlord Needs.

Run rent, leases, screening, maintenance, and accounting from one place. Free for landlords — tenants and applicants cover pass-through processing and screening fees.

ACH rent collection with autopay
Credit card rent (tenant-paid pass-through)
E-sign leases with state-compliant templates
FCRA-compliant tenant screening ($35/yr, reusable)
Mobile move-in / move-out inspections
1099-NEC generation and e-file
Maintenance ticketing with vendor dispatch
Permanent tenant rental record

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