Dillon O'Toole

Dillon O'Toole

Partner
“Through open communication and impassioned advocacy, I guide my clients through their cases in a way that effectively prepares them for their new beginning.”

Meet Dillon

  • Bio
  • Admissions
  • Memberships

Dillon O’Toole is a Partner at Schiller DuCanto & Fleck LLP and represents clients throughout Cook, DuPage, Lake, and surrounding Illinois counties in divorce and family law matters.

Dillon focuses his practice on family law matters involving complex financial issues, sophisticated legal questions, and child custody and parenting disputes. He works closely with clients to understand their circumstances and priorities, developing strategies that address both the legal and personal considerations involved in a family law matter.

Recognizing that divorce and other family disputes can be both complex and emotionally demanding, Dillon places particular importance on communication and individualized attention. He believes mutual trust is fundamental to a successful attorney-client relationship and strives to be an approachable, reliable resource at every stage of a case.

Dillon combines meticulous preparation with strong, strategic advocacy, helping clients understand their options and make informed decisions at every stage of the process. He has particular experience navigating complex financial issues in divorce, including matters involving business interests, sophisticated compensation structures, real estate, trusts, investments, and tax considerations. His background includes focused study in litigation, business, real estate, taxation, and family law, providing him with a strong foundation to analyze the often-interrelated financial and legal issues at the center of high-asset and financially complex divorce matters.

Dillon began his career at Schiller DuCanto & Fleck as a law clerk in 2016 before joining the firm as an attorney in 2018. His early experience included work with the Domestic Violence and Family Law Clinic at The John Marshall Law School, where he helped clients identify their goals, evaluate available options, and develop effective plans for representation.

  • Illinois (2018)
  • Chicago Bar Association
  • Illinois State Bar Association
Dillon O'Toole

Dillon O'Toole

Partner

“Through open communication and impassioned advocacy, I guide my clients through their cases in a way that effectively prepares them for their new beginning.”

Biography

Dillon O’Toole is a Partner at Schiller DuCanto & Fleck LLP and represents clients throughout Cook, DuPage, Lake, and surrounding Illinois counties in divorce and family law matters. Dillon focuses his practice on family law matters involving complex financial issues, sophisticated legal questions, and child custody and parenting disputes. He
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Credentials

Bar Admissions

  • Illinois (2018)

Education

  • John Marshall Law School, J.D. (2018)
  • University of Illinois at Urbana-Champaign, B.S. (2015)

Professional Memberships

  • Chicago Bar Association
  • Illinois State Bar Association

Awards & Recognition

Awards & Accolades

  • Illinois Super Lawyers - Rising Star (2021-2026)
  • The Best Lawyers in America (2024-2027)
  • Leading Lawyers – Emerging Lawyer (2026)

 

News and Insights

Oct 01, 2026

Where did the money go?

In Episode 21 of Until Death Do Us Pod, Senior Partner Jay Dahlin and Partner Rachel ...
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A Letter to Divorcing Parents From the Bleachers

By Senior Partner, Tanya Stanish I have spent more weekends than I can count in a cold ...
Sep 24, 2026

What Does AI Mean for the Future of Legal Writing? Takeaways from Scribes’ 75th Anniversary

By Partner and President of Scribes – The American Society of Legal Writers, Michele ...

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