How Chicago Boards Can Choose from 286 Property Management Firms in 2026

2026-11-08 · PropertyManagementSearch · powered by evyAI

Understanding the Chicago Property Management Market

If you volunteer on a HOA, condo, or co-op board in Chicago, you know how important it is to find the right property management company. Chicago has a large market of firms to choose from, but with 286 property management companies tracked locally, it can feel overwhelming to start a search.

This report breaks down what the numbers mean and how you can develop a focused shortlist to find the best fit for your community.


What the Numbers Tell Us

  • 286 property management firms serve the Chicago market.
  • None hold an active Florida community association management license, which is expected since this is Illinois.
  • The average Google rating across the market is 3.64 out of 5 stars.
  • 54 firms have 100 or more Google reviews.
  • 238 firms maintain their own website, making them easier to research online.

Top Firms by Public Data Score (Google Stars and Reviews)

Firm Name Google Rating Number of Reviews License Match
Kairos Living 4.6 2431 No
GC Realty & Development 4.6 1061 No
Westward360 4.4 2910 No
Daniel Management Group 4.4 744 No
Hales Property Management 4.5 618 No

Note that Google reviews often come from residents, providing insight into customer satisfaction but not always the full picture of management quality.


How to Build Your Shortlist

With hundreds of firms available, it helps to approach this task in steps.

1. Define Your Community’s Needs

  • Are you a HOA, condo, or co-op? Your needs will differ in terms of services.
  • Decide on must-haves like financial reporting, maintenance coordination, communication tools, and fee structures.

2. Use Online Resources for Preliminary Research

3. Consider Client Feedback Carefully

  • Google ratings give a quick snapshot of resident satisfaction but read reviews for details.
  • Higher numbers of reviews help balance one-off negative or positive comments.

4. Narrow Your Options

  • Start your shortlist by selecting firms with:
    • Google ratings near or above the 3.64 average
    • A large number of reviews, ideally over 100
    • Clear website information matching your community’s needs

5. Check for Licensing and Qualifications

  • Unlike some states, Illinois does not require licensed community association managers for all firms.
  • Confirm any relevant licenses or certifications directly with firms.
  • Always review details with your association attorney.

Requesting Proposals

After identifying 3 to 5 firms, you can request proposals. Use this process to get comparable information on services and pricing.

Steps to Request Proposals:

  • Visit request proposals to learn how to structure your RFP.

  • Ask firms to provide:

    • A list of services offered
    • Sample management agreements
    • Fee schedules
    • Client references, preferably from similar communities
  • Evaluate proposals for clear communication and responsiveness.

  • Consider interview or meeting opportunities to ask questions.


Quick Checklist for Chicago Boards

Step Action
Define Needs Identify community type and must-have services
Research Firms Review websites and directories
Review Ratings Check Google reviews and note overall satisfaction
Shortlist Firms Pick top 3-5 based on ratings, reviews, and fit
Verify Licensing Confirm any licenses or qualifications with legal help
Request Proposals Use request proposals page to invite bids
Evaluate & Interview Compare proposals and meet final candidates

Chicago’s property management market is large and full of choices. Taking a deliberate approach will help community volunteers like you find a company that fits your specific association’s needs. Start by researching, use ratings thoughtfully, and lean on proposal requests to clarify options.

For more details on firms serving your community type, explore the links above and visit PropertyManagementSearch.com (powered by evyAI) to get started.

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How Chicago Boards Can Choose from 286 Property Management Firms in 2026 | PropertyManagementSearch Blog