Best Tax Preparer in Chicago: Who to Trust with Your Return

Amelia Carter
Aug 27, 2025
3 min read

When tax season hits, the search begins. You want someone who knows the laws, spots the deductions you missed, and most of all—gets it done right. So who’s the best tax preparer in Chicago? Let’s cut through the noise.

Why Picking the Right Tax Preparer Matters

A good tax preparer can save you money, time, and stress. A bad one? They can result in fines, audits, and more significant headaches down the line. Whether you're a freelancer, business owner, or salaried employee, you need someone who knows their stuff and has your back.

What to Look for in a Great Tax Preparer

Before you hand over your W-2s and receipts, here’s what you should check:

PTIN (Preparer Tax Identification Number): Required by the IRS for anyone who gets paid to prepare returns.
Credentials: Look for a CPA (Certified Public Accountant), EA (Enrolled Agent), or tax attorney. These pros are licensed and can represent you if the IRS comes calling.
Transparent Fees: Avoid anyone who charges based on a percentage of your refund. That’s a red flag.
Audit Support: Will they help if the IRS questions your return? They should.
Up-to-date Knowledge: Tax laws change. Your preparer should be keeping up.

Top Tax Preparers in Chicago (2025 Edition)

Here are some of the highest-rated and most trusted tax professionals in the city:

1. Gordon Law Group – Skokie & Downtown Chicago

Best for: Complex returns, IRS issues, business owners Combining tax law and accounting under one roof, Gordon Law is a go-to for high-income individuals, freelancers, and entrepreneurs. If you have crypto, multiple income streams, or back taxes, they can handle it.

2. Lewis CPA – Lincolnwood

Best for: International taxes, personal returns, expats With over 39 years of experience, Lewis CPA is known for reliable service and long-term client relationships. They specialize in both individual and business filings, including for international clients.

3. Stenger Tax Advisory – Near West Side

Best for: Proactive planning, year-round support Stenger is more than just a seasonal shop. They help with tax prep, retirement planning, and business strategy—all with transparent pricing and solid communication.

4. John Joseph Griffin, CPA, P.C. – Lakeview

Best for: Small businesses and self-employed professionals Griffin’s firm offers personalized attention and specializes in helping freelancers, real estate professionals, and small companies optimize their tax strategy.

5. Top Independent Preparers on Tax

If you're looking for a local expert with glowing reviews, check DuPage Tax Solutions Chicago for verified client ratings. Names like Ulysses Prifti, Gregory Holcomb, and Dean Roupas consistently appear.

Free and Low-Income Tax Help

If you're a student or low-income earner, you may qualify for free help:

Center for Economic Progress (CEP): Offers free tax prep through the IRS’s VITA program for individuals making under $25,000 or families under $50,000.
Ladder Up Tax Assistance Program: Another Chicago-based nonprofit offering free help during tax season.

How to Choose the Best Tax Preparer for You

Ask yourself:

Do I have a simple return or something more complex?
Do I need help planning for next year, too?
Am I willing to pay more for expert advice and long-term support?

Then, get on the phone or book a consultation. Don’t be afraid to ask tough questions about credentials, experience, pricing, and audit support.

Final Word

Finding the best tax preparer in Chicago depends on your needs—but now you’ve got a shortlist and a checklist. Whether you go with a big-name CPA, a boutique firm, or a nonprofit service, make sure they earn your trust before they touch your taxes.

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