Best in Hood
Menu

5 Best Property Management Companies in Chicago (2026)

Independently ranked by our review of ratings, reviews and reputation · How we chose

Lorian Hartfield
By Lorian Hartfield, Real Estate and Financial Expert · ✓ Data verified August 2026 · 8 min read

A property manager who returns calls fast during a slow month can turn invisible the moment a pipe bursts at 11pm, and that gap is exactly what separates the property management companies in Chicago below. They manage everything from single condo associations to portfolios of thousands of units, and review volume swings hard, from 312 reviews to 817, so scale alone does not predict which one will actually show up when something breaks.

Short answer: For property management in Chicago, Landmark Property Management holds the highest rating at 4.8 stars across 312 reviews, working with residential investors and multifamily owners. Hales Property Management (4.5, 628 reviews) is the strongest pick specifically for condo and HOA associations, with the deepest track record in that niche.
Jump to a business

Chicago Property Managers, Compared

# Business Rating Reviews Best for
1 Daniel Management Group (DMG) 4.4 743 Multifamily investment properties View ›
2 Hales Property Management 4.5 628 Condo & HOA association management View ›
3 Landmark Property Management 4.8 312 Residential rental investors View ›
4 Evernest Property Management Illinois 4.1 817 Large multifamily portfolios View ›
5 HomeRiver Group Chicago Property Management 4.4 426 Single-family rental homes View ›
5 Best Property Management Companies in Chicago (2026)

Our top picks, reviewed

Daniel Management Group (DMG) logo
#1 Overall🕑 Open 5 days/wk↩ Responds to reviews

Daniel Management Group (DMG)

4.4743 Google reviews

Daniel Management Group (DMG) is a Chicago-based real estate firm focused on multifamily investment and property management, combining what it describes as boutique-style personal service with institutional-level protocols and technology. The company manages resident-facing tools including online rent payment, package delivery tracking and a work-order system, and reviewers frequently name specific leasing agents and property managers by name.

What people praise

  • Named leasing agents and property managers get consistent individual praise
  • Online resident portal for rent, packages and maintenance requests
  • Responsive to touring and application questions, per reviewers
  • Combines boutique management with larger-scale technology systems

Worth knowing

  • A meaningful share of reviews are critical, so ask current residents about maintenance response times before signing
  • Experience appears to vary by which property and manager you're assigned
Reputation scorecardrank in Chicago
Rating4.4 / 5
Review volume743 · 93rd
Confidencehigh
Recency7 weeks ago
Info completenesssite · phone · hours
Rating breakdown84% 5-star
✓ VerifiedSource: Google

Our take: A strong pick for multifamily rental management with genuinely well-reviewed individual staff, though the overall review mix is more varied than some others on this page, so ask pointed questions before committing.

112 S Sangamon St Ste 105, Chicago, IL 60607

Hales Property Management logo
#2🕑 Open 5 days/wk↩ Responds to reviews

Hales Property Management

4.5628 Google reviews

Hales Property Management is a Chicago condo association management company operating since 2003, handling board support, budgeting, vendor selection and maintenance for condo and HOA communities across the city. The company also runs a brokerage arm for association-related real estate sales, and reviewers who serve on their own building's board describe multi-year, ongoing relationships with named property managers.

What people praise

  • Deep specialization in condo and HOA association management specifically
  • Long-tenured relationships, some board members cite a decade or more
  • In-house brokerage for association-related sales adds convenience
  • Named property managers get consistently strong individual praise

Worth knowing

  • One reviewer, while praising their individual property manager, noted broader company-level challenges at times
  • As with any large firm, service quality can depend on which manager is assigned to your building
Reputation scorecardrank in Chicago
Rating4.5 / 5
Review volume628 · 88th
Confidencehigh
Recency6 weeks ago
Info completenesssite · phone · hours
Rating breakdown83% 5-star
✓ VerifiedSource: Google

Our take: The strongest pick here specifically for condo and HOA boards, with more than two decades of Chicago-specific association experience behind it.

1411 W Chicago Ave Apt 1, Chicago, IL 60642

Landmark Property Management logo
#3🕑 Open 5 days/wk

Landmark Property Management

4.8312 Google reviews

Landmark Property Management is a Chicago-based company managing residential rental properties for individual investors, marketed by PropertyManagement.com as a top performer by data-driven metrics including rent collection and vacancy. The company handles onboarding, tenant placement, maintenance dispatch and market analysis for landlords, including out-of-state owners managing Chicago properties remotely.

What people praise

  • Highest rating on this page at 4.8
  • Transparent onboarding process with no surprise terms, per reviewers
  • Strong communication and follow-through cited by multi-year tenants
  • Handles remote owners and out-of-state investors well

Worth knowing

  • Fees run slightly higher than some competitors, per one reviewer, though described as worth it for the service level
  • Does not yet operate in the suburbs, so confirm coverage for your property's location
Reputation scorecardrank in Chicago
Rating4.8 / 5
Review volume312 · 78th
Confidencehigh
Recency3 months ago
Info completenesssite · phone · hours
Rating breakdown94% 5-star
✓ VerifiedSource: Google

Our take: The highest-rated pick on this page, especially strong for individual rental investors who want responsive, detail-oriented management without hand-holding.

1212 N Ashland Ave #202, Chicago, IL 60622

Evernest Property Management Illinois logo
#4🕑 Open 5 days/wk↩ Responds to reviews

Evernest Property Management Illinois

4.1817 Google reviews

Evernest Property Management Illinois, formerly known as 33 Realty, is a Chicago-based property management company managing thousands of rental units alongside leasing, brokerage and construction services. The company describes managing roughly 3,500 units with a team of over 100, and reviews include both long-term residents praising specific staff and tenants describing serious maintenance disputes, including a mold complaint that took months to resolve.

What people praise

  • Large scale with dedicated resident-services staff for portfolio-wide support
  • Individual staff members named in reviews get consistent praise for responsiveness
  • Recent merger restored ACH payment options that had been removed
  • Broad service menu including leasing, brokerage and construction

Worth knowing

  • Reviewers describe slower resolution on serious maintenance issues like mold, so document requests in writing
  • Rent increases with limited property updates were flagged by at least one long-term tenant
Reputation scorecardrank in Chicago
Rating4.1 / 5
Review volume817 · 98th
Confidencehigh
Recency5 weeks ago
Info completenesssite · phone · hours
Rating breakdown75% 5-star
✓ VerifiedSource: Google

Our take: A large-scale option with real strengths in staff responsiveness for day-to-day issues, but the review history shows some serious maintenance disputes worth asking about directly before signing a lease or management contract.

357 W Chicago Ave #100, Chicago, IL 60654

HomeRiver Group Chicago Property Management logo
#5🕑 Open 5 days/wk↩ Responds to reviews

HomeRiver Group Chicago Property Management

4.4426 Google reviews

HomeRiver Group Chicago Property Management is a Chicago-based property manager focused on single-family rental homes, offering owner services including tenant screening, maintenance coordination and listing optimization for vacation and long-term rentals. The company is part of a larger national HomeRiver Group network, and Chicago-area reviews are split between owners praising specific market guidance and tenants describing frustrating maintenance and communication experiences.

What people praise

  • Owners describe help improving listing quality and adjusting rental rates competitively
  • Regional management responds directly to escalated complaints by name
  • Handles vacation-rental style bookings alongside traditional leasing
  • National network backing for a locally managed portfolio

Worth knowing

  • Multiple tenant reviews describe slow resolution on maintenance issues including reported mold and water damage
  • Communication experience varies significantly depending on which representative is assigned
Reputation scorecardrank in Chicago
Rating4.4 / 5
Review volume426 · 83rd
Confidencehigh
Recency7 months ago
Info completenesssite · phone · hours
Rating breakdown83% 5-star
✓ VerifiedSource: Google

Our take: Best suited to owners who want a national network's resources with local management; tenants and owners alike should get response-time commitments in writing given the mixed maintenance feedback in the reviews.

600 W Cermak Rd Unit BC1, Chicago, IL 60616

6

Your business here

Get listed on this page, in front of local customers already searching for you.

Claim this spot ›

How we score

Every number on this page comes from public Google data on the date shown, not from opinion or payment. Rating is each company’s live Google star average. Review volume measures how many clients or residents have rated them, ranked against other Chicago property managers. Confidence weighs the rating by that volume, so a 4.8 from hundreds of reviews carries more weight than a 4.8 from a dozen. Recency reflects how recently people are still leaving reviews. No business can pay to change these numbers.

How much does property management cost in Chicago? (2026)

Property management fees typically run as a percentage of collected rent plus leasing fees for new tenant placement, and the exact structure varies by company and portfolio size. None of the companies above publish specific dollar or percentage figures in the reviews or site text we could verify, so we are not listing numbers here.

Serving Chicago and the surrounding region

The property managers above cover the city of Chicago, with several extending into the wider metro for single-family and multifamily portfolios. Searching for property management near me? Every listing below shows a live phone number and directions so you can reach the closest office fast.

What to ask before you hire a property manager

  • What is your management fee, and what does it include versus bill separately?
  • What is your typical response time for urgent maintenance requests?
  • Do you specialize in condo/HOA associations, single-family rentals, or large multifamily portfolios?
  • How do you handle tenant screening and vacancy marketing?
  • Can I speak with a current client or board member as a reference?
  • Who is my dedicated point of contact, and how do I reach them after hours?

Frequently asked questions

How did you choose these property management companies?

We started from every property management company in Chicago with a public Google presence, then ranked by rating, review volume, consistency and recency. See How we score above.

Are these rankings paid?

No. Rankings come from the public Google data in the scorecard. A business can pay to be a Featured Partner, which adds a badge and top placement, but that never changes another business’s score or position on the underlying data.

How often is this updated?

The data carries a verified date (August 2026 on this page). We refresh listings periodically so ratings and review counts stay current.

Which Chicago property manager specializes in condo associations?

Hales Property Management has the deepest track record specifically with condo and HOA boards, operating in that niche since 2003.

Should I worry about maintenance complaints in the reviews?

A few companies on this page have tenant reviews describing slow resolution on serious issues like mold. Ask any property manager directly about their maintenance response process and get commitments in writing before signing.

The bottom line

Landmark Property Management is the highest-rated overall pick, while Hales Property Management is the strongest choice specifically for condo and HOA boards. Whichever company you choose, ask pointed questions about maintenance response times given the mixed feedback some of these firms have received.

Own one of these businesses, or want to be here?

Claim your spot on this page: Basic listing $50 or Premium $100 for the top spot, held a full year. Both include a permanent link to your site.