5 Best Tax Services in Chicago (2026)

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

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

Tax season in Chicago comes with its own wrinkles, from Cook County property assessments to filing across state lines after a move. The tax services on this page span property tax appeals, individual returns and small business bookkeeping, and the top name alone has logged over 200 Google reviews at a 5.0 average, so there is a real track record behind each option before you hand over your documents.

Short answer: The most-reviewed tax service in Chicago is Property Tax Relief (5.0 stars across 204 Google reviews), followed by Jackson Hewitt Tax Service (4.9, 77 reviews) and HOWARD TAX PREP LLC (4.9, 75 reviews). Services range from property tax appeals to individual filing and small business bookkeeping, so match the specialty to what you actually need.

Jump to a business

1. Property Tax Relief
2. Jackson Hewitt Tax Ser…
3. HOWARD TAX PREP LLC
4. Benjamin Koppel and As…
5. Hiram Villa
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How Chicago's tax services compare

#	Business	Rating	Reviews	Best for
1	Property Tax Relief	5.0 ★	204	Cook County property tax appeals	View ›
2	Jackson Hewitt Tax Service	4.9 ★	77	Walk-in individual filing	View ›
3	HOWARD TAX PREP LLC	4.9 ★	75	Tax problem consulting and bookkeeping	View ›
4	Benjamin Koppel and Associates	4.9 ★	72	CPA advisory for small business	View ›
5	Hiram Villa - TurboTax Expert	5.0 ★	48	TurboTax expert, in-person or virtual	View ›

Our top picks, reviewed

#1 Overall🕑 Open 7 days

Property Tax Relief

5.0204 Google reviews

Property Tax Relief is a Chicago firm focused specifically on Cook County property tax appeals, working to reduce assessed values and pursue refunds on overpayments. It is a Better Business Bureau accredited business and a registered property tax appeal representative, established in 2004. This is a specialist service for property assessments, not a general individual or business tax preparer.

What people praise

Reviewers repeatedly credit one named representative for prompt, clear communication
Several reviewers describe refunds that exceeded the original estimate given to them
Reviewers say the appeal process and timeline were explained clearly upfront
The most-reviewed tax service on this list by a wide margin

Reputation scorecardrank in Chicago

Rating5 / 5

Review volume204 · 97th

Confidencehigh

Recency5 months ago

Info completenesssite · phone · hours

Rating breakdown99% 5-star

✓ VerifiedSource: Google

Our take: The strongest volume and rating on this list, but it is a property tax appeal specialist rather than a general tax preparer. It is the right call specifically if your issue is a Cook County assessment.

Website +1312-558-1543 Directions

203 N La Salle Dr #2100, Chicago, IL 60601

#2↩ Responds to reviews

Jackson Hewitt Tax Service

4.977 Google reviews

Jackson Hewitt Tax Service is a national tax preparation chain with a Chicago location on West Jackson Boulevard, offering individual income tax filing, self-employed and gig-worker returns, and amendments and extensions. This location offers drop-off service and year-round appointments, and also handles IRS audit help and refund advance products.

What people praise

Reviewers describe staff as knowledgeable and patient explaining each part of the return
Documents can be dropped off with an online link for the rest, per reviewers
Reviewers highlight reasonable pricing across several reviews
Extension filing help mentioned when documents were delayed

Worth knowing

A national chain, so expect the branded process rather than a boutique feel

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume77 · 91th

Confidenceearly

Recency4 months ago

Info completenesssite · phone

Rating breakdown95% 5-star

✓ VerifiedSource: Google

Our take: A dependable choice for straightforward individual filing with a strong local rating, backed by the structure and consistency of a national chain.

Website Book now +1312-957-1040 Directions

18 W Jackson Blvd 2nd floor, Chicago, IL 60604

#3🕑 Open 6 days/wk↩ Responds to reviews

HOWARD TAX PREP LLC

4.975 Google reviews

HOWARD TAX PREP LLC is a Chicago tax preparation and bookkeeping firm serving self-employed people, landlords, real estate investors and higher-income clients, alongside standard individual filing. Its services extend into QuickBooks setup and cleanup, business creation support, and ongoing tax planning rather than a once-a-year filing only.

What people praise

Reviewers repeatedly name a specific consultant as thorough and knowledgeable
One reviewer highlights help with an unusually complex, delayed filing situation
Bookkeeping and tax planning mentioned as ongoing services, not just tax season
Near-perfect rating across every review on record

Worth knowing

One reviewer notes the bookkeeping consultation pricing was above their budget

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume75 · 84th

Confidenceearly

Recency4 months ago

Info completenesssite · phone · hours

Rating breakdown99% 5-star

✓ VerifiedSource: Google

Our take: A strong pick for self-employed clients and small business owners who need more than a single annual filing, with reviewers consistently satisfied with the depth of guidance offered.

Website +1708-529-6604 Directions

1136 S Delano Ct Ste b201-2002, Chicago, IL 60605

#4🕑 Open 7 days↩ Responds to reviews

Benjamin Koppel and Associates

4.972 Google reviews

Benjamin Koppel and Associates is a Chicago CPA firm offering income and payroll tax preparation, IRS representation, and CFO-level advisory services for small businesses, including clients in real estate and other specialty industries. Its site lists the firm's president as a licensed CPA and CFA charterholder.

What people praise

Reviewers describe line-by-line explanations of their return in plain language
One reviewer highlights help navigating a multi-state move and real estate transactions in the same tax year
Long-term clients describe consistent, responsive service across multiple tax years

Worth knowing

One detailed negative review describes a communication breakdown, contrasting with the otherwise strong pattern of feedback

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume72 · 78th

Confidenceearly

Recency5 weeks ago

Info completenesssite · phone · hours

Rating breakdown99% 5-star

✓ VerifiedSource: Google

Our take: A solid choice for small business owners or anyone with a more complex return who wants a licensed CPA walking through the details, though the one sharp negative review is worth knowing about.

Website +1312-857-3867 Directions

332 S Michigan Ave Ste LL-K391, Chicago, IL 60604

#5🕑 Open 5 days/wk↩ Responds to reviews

Hiram Villa - TurboTax Expert

5.048 Google reviews

Hiram Villa is a TurboTax-affiliated tax expert based in Chicago's Loop, offering in-person and online tax preparation for individuals, including multi-state filings, dependent and child tax credit questions, and self-employment income. His site notes decades of experience preparing taxes and the ability to meet either in person or virtually.

What people praise

Reviewers describe him as patient with clients unfamiliar with tax filing details
Multiple reviewers mention returning to him for over a decade
One reviewer specifically praises handling of a first-time multi-state filing
Perfect rating across every review on record

Worth knowing

Smaller review count than the top names on this list, so the sample is thinner

Reputation scorecardrank in Chicago

Rating5 / 5

Review volume48 · 66th

Confidenceearly

Recency4 months ago

Info completenesssite · phone · hours

Rating breakdown100% 5-star

✓ VerifiedSource: Google

Our take: A well-reviewed individual preparer backed by TurboTax's platform, best suited to people who want a single point of contact and the flexibility of meeting online.

Website +1608-402-6328 Directions

1 South Dearborn St Office 20-117, #20-119, Chicago, IL 60603

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How we score

Every number on this page is computed from public Google data on the date shown, not from opinion or payment. Rating is the business’s live Google star average. Review volume is how many customers have rated them, ranked against other Chicago tax services. Confidence weighs the rating by that volume, so a high rating from hundreds of reviewers carries more weight than the same rating from a handful. Recency reflects how recently customers are still leaving reviews. No business can pay to change these numbers.

What does a tax service cost in Chicago? (2026)

Tax preparation pricing in Chicago varies widely by the complexity of your return, whether you’re filing as an individual or a business, and whether the service includes bookkeeping or ongoing advisory work on top of the filing itself. Property tax appeal services are typically priced differently from income tax preparation, so confirm the fee structure and what happens if an appeal or refund does not go your way before you commit. We have not sourced a reliable local price range for this service, so ask each firm for a written quote up front.

Serving all of Chicago

The tax services above are based across downtown Chicago and the Loop, with several offering virtual appointments for clients elsewhere in the metro. Searching for a tax preparer near me? Every listing below shows a live phone number and address so you can reach the closest option and confirm current availability.

What to ask before you hire a tax service in Chicago

Are you a CPA, an enrolled agent, or an uncredentialed preparer, and what does that mean for my situation?
What is the full fee, including any charges for extra forms or complexity?
Do you offer representation if the IRS or Cook County follows up after filing?
Can you handle a multi-state return if I moved during the year?
For property tax appeals, what happens to your fee if the appeal is unsuccessful?
Will you be available for questions after the return is filed?

Frequently asked questions

How did you choose these tax services?

We started from tax preparation and property tax services 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 (July 2026 on this page). We refresh listings periodically so ratings and review counts stay current.

What is the difference between a property tax appeal service and a tax preparer?

A property tax appeal service, like Property Tax Relief, works to reduce your Cook County property assessment. A tax preparer, like Jackson Hewitt or Hiram Villa, files your individual or business income tax return. Pick the one that matches your actual need.

Can these firms guarantee a lower tax bill or a bigger refund?

No legitimate tax service can guarantee an outcome. Every case depends on your specific documents and circumstances, so treat any promise of a guaranteed result with caution and ask for a clear, written explanation of fees regardless of outcome.

The bottom line

Property Tax Relief is the standout if your issue is a Cook County property assessment, while Jackson Hewitt is the safer default for straightforward individual filing. Whichever you choose, confirm credentials and the full fee structure before handing over your documents.

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