5 Best Licensed Insolvency Trustees 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

If you searched for a licensed insolvency trustee in Chicago, here's the first thing worth knowing: that designation doesn't exist in the United States. It's a Canadian credential, regulated federally in Canada, with no American equivalent by that name. In Chicago, the work of guiding someone through bankruptcy, whether that's Chapter 7 or Chapter 13, falls to bankruptcy attorneys and the court-appointed trustees assigned to each case, and the firms on this page have logged more than 2,000 Google reviews between them handling exactly that work.

Short answer: There is no licensed insolvency trustee credential in the US, so the closest real equivalent in Chicago is a bankruptcy attorney. Law Offices of Robert J. Skowronski, Ltd. holds a perfect 5.0 stars across 464 reviews, while Debtstoppers: Bankruptcy Law Firm has the deepest track record at 1,095 reviews (4.5 stars). Most firms here offer a free initial consultation before any fee is discussed.

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1. Debtstoppers: Bankrupt…
2. Law Offices of Robert…
3. Get Filed
4. DebtErasers
5. Cutler & Associates, L…
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How Chicago's Bankruptcy Attorneys Compare

#	Business	Rating	Reviews	Best for
1	Debtstoppers: Bankruptcy Law Firm - Chicago	4.5 ★	1,095	Largest firm / most reviewed	View ›
2	Law Offices of Robert J. Skowronski, Ltd.	5.0 ★	464	Solo attorney / highest rating	View ›
3	Get Filed	4.9 ★	181	Straightforward filings	View ›
4	DebtErasers	4.9 ★	173	Debt collector harassment / foreclosure	View ›
5	Cutler & Associates, Ltd.	4.9 ★	164	Long-running Chicagoland practice	View ›

5 Best Licensed Insolvency Trustees in Chicago (2026)

Our top picks, reviewed

#1 Overall🕑 Open 6 days/wk↩ Responds to reviews

Debtstoppers: Bankruptcy Law Firm - Chicago

4.51,095 Google reviews

Debtstoppers is a Chicago-founded bankruptcy law firm operating since 2003, with multiple office locations across the city and suburbs including its South Side branch. It handles Chapter 7 and Chapter 13 filings, foreclosure and wage-garnishment defense, and debt from credit cards, payday loans, medical bills and student loans. The firm evaluates each client's finances individually before setting a fee, rather than charging a flat rate across the board.

What people praise

Fee evaluated per client rather than a flat rate for everyone
Staff praised for explaining the Chapter 7 and Chapter 13 process clearly
Multiple Chicago-area office locations
Detailed guidance through vehicle, creditor and 341-meeting questions

Worth knowing

Largest review base on this page also carries the most 1-star reviews in raw numbers
Some reviewers found the initial fee structure less predictable than a flat quote

Reputation scorecardrank in Chicago

Rating4.5 / 5

Review volume1,095 · 96th

Confidencehigh

Recency4 weeks ago

Info completenesssite · phone · hours

Rating breakdown79% 5-star

✓ VerifiedSource: Google

Our take: It's the most-reviewed bankruptcy firm on this page by a wide margin, which comes with more volume of both praise and complaints. It's a reasonable default for straightforward Chapter 7 or Chapter 13 filings given its long Chicago track record.

Website +1312-940-7150 Directions

11101 S Western Ave, Chicago, IL 60643

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

Law Offices of Robert J. Skowronski, Ltd.

5.0464 Google reviews

The Law Offices of Robert J. Skowronski, Ltd. is a solo-practitioner bankruptcy firm on Milwaukee Avenue handling Chapter 7 and Chapter 13 filings for individuals in the Chicago area. Robert Skowronski personally represents clients through the filing process, including court appearances and creditor negotiations. Reviewers describe a smaller, more personal practice than the multi-office firms on this page.

What people praise

Perfect 5.0 rating, the highest on this list
Reviewers say the same attorney handles the case start to finish
Personally represents clients in court, not just paperwork
Explains options clearly to first-time filers

Worth knowing

Smaller review base than the larger multi-office firms
Limited weekday office hours

Reputation scorecardrank in Chicago

Rating5 / 5

Review volume464 · 88th

Confidencehigh

Recency3 months ago

Info completenesssite · phone · hours

Rating breakdown100% 5-star

✓ VerifiedSource: Google

Our take: The highest-rated firm on this page, and the consistent theme in reviews is direct, personal attention from one attorney rather than a rotating team. Worth calling if you want a single point of contact through the whole case.

Website +1773-283-1600 Directions

5491 N Milwaukee Ave, Chicago, IL 60630

#3🕑 Open 6 days/wk

Get Filed

4.9181 Google reviews

Get Filed is a Chicago bankruptcy attorney practice on Jackson Boulevard offering free consultations and, for qualifying clients, same-day filings. It focuses on Chapter 7 and Chapter 13 cases for individuals facing wage garnishment, foreclosure or repossession. Reviewers repeatedly name specific staff members who guide clients through document collection and deadlines.

What people praise

Reviewers say the process was explained clearly to first-time filers
Praised for flexible payment options and reasonable pricing
Staff responsive to questions throughout the case
Downtown Jackson Boulevard office location

Worth knowing

Mid-sized review base compared with the largest firm on this page
Saturday hours are limited to a short morning window

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume181 · 81th

Confidencemoderate

Recency3 weeks ago

Info completenesssite · phone · hours

Rating breakdown94% 5-star

✓ VerifiedSource: Google

Our take: A strong choice for a first-time filer, with reviewers consistently praising clear communication and reasonable pricing over a large-firm feel.

Website +1312-662-1480 Directions

53 W Jackson Blvd #628, Chicago, IL 60604

#4🕑 Open 6 days/wk

DebtErasers

4.9173 Google reviews

DebtErasers is a South Side Chicago bankruptcy law firm offering free consultations and a zero-down filing option for qualifying clients. It focuses on stopping foreclosure, wage garnishment, repossession and debt collector harassment through bankruptcy filing. Reviewers frequently credit individual attorneys for walking them through a stressful process with clear, plain-language explanations.

What people praise

Reviewers highlight clear, plain-language explanations of the process
Named attorneys praised for professionalism and follow-through
Zero-down filing option advertised for qualifying clients
Consistent theme of feeling supported rather than judged

Worth knowing

Smaller review base than the largest firm on this page
No phone-listed hours beyond the standard weekday schedule

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume173 · 73th

Confidencemoderate

Recency3 months ago

Info completenesssite · phone · hours

Rating breakdown97% 5-star

✓ VerifiedSource: Google

Our take: Reviewers consistently describe a calm, judgment-free process here, which matters for anyone dealing with foreclosure or harassment from creditors. A solid pick if that's your specific situation.

Website +1312-248-3382 Directions

10258 S Western Ave, Chicago, IL 60643

#5🕑 Open 7 days↩ Responds to reviews

Cutler & Associates, Ltd.

4.9164 Google reviews

Cutler & Associates, Ltd. is a Skokie-based bankruptcy law firm that has served Chicagoland families since 1990. It handles Chapter 7 and Chapter 13 cases and offers a free evaluation before filing, with staff able to complete much of the process remotely by phone, email and video call. Reviewers describe a long-tenured team that also assists former clients if a resolved debt resurfaces years later.

What people praise

Serving the Chicago area since 1990
Remote process available, no office visit required for some cases
Reviewers say fees are competitive with payment plans available
Staff assisted former clients with post-discharge creditor issues

Worth knowing

Located in Skokie rather than downtown Chicago
Smallest review base of the firms on this page

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume164 · 65th

Confidencemoderate

Recency4 weeks ago

Info completenesssite · phone · hours

Rating breakdown96% 5-star

✓ VerifiedSource: Google

Our take: The longest-running practice on this page, and reviewers specifically praise the remote process and willingness to help even after a case closes. A good option if you'd rather not travel to a downtown office.

Website +1847-994-4676 Directions

4131 Main St, Skokie, IL 60076

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How we score

Every number on this page is computed from public Google data on the date shown, not opinion or payment. Rating is the firm’s live Google star average. Review volume is how many clients have rated them, ranked against other Chicago bankruptcy attorneys. Confidence weighs the rating by that volume, so a strong average from over a thousand reviewers counts for more than the same average from a few dozen. Recency reflects how recently clients are still leaving reviews. No business can pay to change these numbers.

How much does bankruptcy filing cost in Chicago? (2026)

None of the firms on this page publish a fixed public fee schedule, since cost depends on whether you file Chapter 7 or Chapter 13, your income, and the complexity of your debts. Several offer a free initial consultation and, for some clients, payment plans or reduced upfront costs. Always ask for the full fee structure in writing before signing an engagement letter.

Serving all of Chicago

The firms above cover Chicago’s South Side, Downtown Loop, and North Side, with additional offices reaching Naperville, Highland Park and Skokie. Searching for a bankruptcy attorney near me? Every listing below shows a live phone number and directions so you can reach the closest option fast.

What to ask before you hire a bankruptcy attorney

Are you licensed to practice in Illinois? (Ask for the bar number.)
Is the initial consultation free, and what does it cover?
Will you personally handle my case, or will it be passed to another attorney or paralegal?
What is the full fee, and can it be paid in installments?
Which chapter of bankruptcy do you recommend for my situation, and why?

Frequently asked questions

Is there such a thing as a licensed insolvency trustee in Chicago?

No. Licensed insolvency trustee is a Canadian designation, regulated by the federal government of Canada, and it has no US equivalent by that name. In Chicago and the rest of the United States, bankruptcy cases are handled by bankruptcy attorneys who represent the person filing, and by a separate court-appointed bankruptcy trustee who administers the case under federal bankruptcy law. If you’re searching for a licensed insolvency trustee because you found this term online, what you likely need in Chicago is a bankruptcy attorney, which is what every firm on this page is.

How did you choose these bankruptcy attorneys?

We started from bankruptcy attorneys and law firms 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 public Google data. 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 Chapter 7 and Chapter 13 bankruptcy?

Chapter 7 typically discharges most unsecured debt after a review of your assets, while Chapter 13 sets up a repayment plan over several years, often to keep property like a home or car. Several firms on this page handle both and can advise which fits your situation during a free consultation.

The bottom line

If you came looking for a licensed insolvency trustee, that title belongs to Canada, and a Chicago bankruptcy attorney is the real equivalent you need. Law Offices of Robert J. Skowronski has the strongest rating on this page, while Debtstoppers brings the deepest track record if you want a larger firm with multiple offices. Either way, ask for the free consultation first and get the fee structure in writing.

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