Before starting his solo practice in 2021, Robert served in a number of roles, including with the Municipal Litigation Division of the Cook County State’s Attorney’s Office and in the Employee Discipline Unit of the Chicago Public Schools Law Department, advising governmental entities on a range of municipal, school, and employment law matters. His experience includes working in small- to mid-size private law firms, and spans a range of practice areas. Today, he dedicates all of his time to helping individuals, families, business owners and municipalities navigate both routine and complex transactions.

Education & Credentials

  • Juris Doctor, University of Illinois Chicago

  • B.S. Economics, John Carroll University

  • Illinois State Bar Association, Member

  • Chicago Bar Association, Member

  • Justinian Society of Lawyers, Member

  • Illinois Real Estate Lawyers Association, Member

Community Commitment

Robert draws his roots in the south suburbs back over 100+ years to when his paternal great grandparents immigrated to Chicago Heights from Italy. He actively participates in local organizations, understanding the importance of community values in his practice. His goal is simply to do his part in helping the local community thrive by providing practical solutions to complex problems at rates regular people can afford.

Meet Robert A. Cifelli, Esq.

Life Before Law

Rob is a former high school and collegiate student-athlete with a BS in Economics from John Carroll University's Boler School of Business ('16), and a JD from University of Illinois Chicago's John Marshall Law School ('20).

After passing the October 2020 BAR Exam, Rob earned his license to practice law in Illinois and was officially sworn in as a licensed attorney in January 2021. After several years of working in the downtown law firm environment, Rob launched his solo practice dedicated to providing practical legal counsel to friends, family, and neighbors in the communities that raised him.

Rob is a well-rounded, independent problem solver with a knack for cutting through issues to get to the source. He has experience in personal injury, workers' compensation, municipal law, school law, labor and employment, residential real estate, commercial transactions, estate planning, and probate administration.

Rob’s practice, based in Homewood, Illinois, consists of individuals, families, business owners, and municipalities who rely on him for effective legal representation at rates they can afford.

Why Us?

  • No-Nonsense Approach: We communicate as much as we need to at the outset of your case, and we don’t lie to you about what can happen if things go sideways.

  • We Get Our Hands Dirty: The devil is in the details, and when you work with our firm, you can rest assured knowing that no stone is too small to overturn if it will help you gain clarity and peace of mind.

  • Proven Results: We have successfully closed over 150 residential real estate transactions over the past 3 years. In addition to our real estate practice, we also handle complex estate planning, provide general counsel services to small businesses, and probate counsel services to families who find themselves navigating the sometimes confusing and cumbersome world of probate administration following the death of a loved one.

We're here to simplify your legal journey—offering guidance you can trust, at every step of the way.

Contact us

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