The best tax lawyers in Chicago in 2026 include Gordon Law for IRS audits and crypto tax, J. David Tax Law and Defense Tax Partners for IRS debt and levies, Benjamin Legal Services and the Law Offices of Michael Raff among smaller practices, and Levin Schreder & Carey, Chuhak & Tecson and Levenfeld Pearlstein for income and estate tax planning.
| Firm | Office | Focus | Best for |
|---|---|---|---|
| 1. Gordon Law | Skokie | IRS audits, tax debt, crypto | Crypto investors and startups |
| 2. J. David Tax Law | North Side | IRS and state tax debt | People facing levies or garnishment |
| 3. Defense Tax Partners | The Loop | Audit defense and criminal tax | Audits with a possible criminal angle |
| 4. Benjamin Legal Services | West Loop | Tax debt, bankruptcy, Tax Court | People weighing tax debt against bankruptcy |
| 5. Law Offices of Michael Raff | Northbrook & Bannockburn | IRS debt and collections | North suburban individuals |
| 6. Levin Schreder & Carey | The Loop | Estate and income tax planning | Planning before a problem |
| 7. Levenfeld Pearlstein (LP) | West Loop | Tax planning | Business owners |
| 8. Chuhak & Tecson | West Loop | Tax and employee benefits | Businesses and nonprofits |
Don't ignore an IRS notice, because the deadlines to respond can determine your options. A tax lawyer is especially useful if you might have criminal exposure, because what you tell a lawyer is protected in a way that may not apply to a tax preparer. For a straightforward balance due, ask whether a CPA or enrolled agent could help at lower cost.
A firm founded by a tax attorney and CPA.
Gordon Law handles IRS audits, tax debt, crypto tax and offshore disclosure. Its site says most clients are served remotely from its Skokie office.
Good to know: Have your exchange records ready if crypto is involved.
4709 Golf Rd, Suite 1100, Skokie, IL 60076
National tax resolution firm with a Chicago office.
J. David Tax Law handles IRS and state tax debt, audits, levies, liens and wage garnishments, and it has a Chicago office on West North Avenue among its many locations.
Good to know: Ask which lawyer will handle your case.
939 W North Ave, Suite 750, Chicago, IL 60642
A tax practice including criminal tax defense.
Defense Tax Partners offers IRS audit defense, tax debt negotiation and help with levies and liens, along with criminal tax defense pages, from North LaSalle Street.
Good to know: If agents contact you, speak to a lawyer first.
203 N LaSalle St, Suite 2100, Chicago, IL 60601
Tax work alongside bankruptcy.
Benjamin Legal Services handles IRS and state tax debt, offers in compromise and Tax Court cases, as well as bankruptcy and foreclosure. It's a useful combination when you're choosing among those routes.
Good to know: Bring recent IRS notices and tax transcripts.
1021 W Adams St, Floor 2, Chicago, IL 60607
A north-suburban solo practice.
The Law Offices of Michael Raff handles IRS debt, back taxes, audits and settlements from Lincolnshire, and its site says it works directly with clients.
Good to know: Don't wait for a levy before calling.
1 Overlook Point, Suite 251, Lincolnshire, IL 60069
Focused on estate and income tax planning.
Levin Schreder & Carey says it's devoted exclusively to estate and income tax planning and related disputes. It's for high-value planning rather than collection problems.
Good to know: Bring prior estate documents and recent tax returns.
120 N LaSalle St, 38th Floor, Chicago, IL 60602
Tax planning at a mid-sized firm.
Levenfeld Pearlstein lists tax planning with corporate, real estate and trust work, so tax questions can be coordinated with a transaction.
Good to know: Ask for a tax partner at the first call.
120 S Riverside Plaza, Suite 1800, Chicago, IL 60606
Tax and benefits for businesses and nonprofits.
Chuhak & Tecson has a tax and employee benefits practice, plus nonprofit and tax-exempt organization work.
Good to know: Nonprofits should ask about exempt status questions.
120 S Riverside Plz, Suite 1700, Chicago, IL 60606
Consider a lawyer for possible criminal issues, Tax Court, undisclosed foreign accounts, or a large dispute. A CPA or enrolled agent may be enough for preparing returns and for many simple IRS problems.
An IRS program to settle tax debt for less than the full amount in some cases, based on what you can pay. Be careful with firms that promise a specific settlement before reviewing your finances.
Some older income tax debts can be discharged in bankruptcy if specific timing rules are met, but many can't. Benjamin Legal Services, on this list, handles both bankruptcy and tax.