Skip to content
  • Team
  • Practice Areas
    • Civil Rights
    • Commercial Litigation
    • Alternative Dispute Resolution
    • Access to Medications for Opioid Use Disorder
  • Resources
    • General Resources
    • Case Developments
    • Seventh Circuit Roundup
    • Prisoners’ Rights Listserv
    • Opioid Use Disorder
  • Careers
  • Team
  • Practice Areas
    • Civil Rights
    • Commercial Litigation
    • Alternative Dispute Resolution
    • Access to Medications for Opioid Use Disorder
  • Resources
    • General Resources
    • Case Developments
    • Seventh Circuit Roundup
    • Prisoners’ Rights Listserv
    • Opioid Use Disorder
  • Careers
Contact Us
312-852-2184
Call Today
  • Team
  • Practice Areas
    • Civil Rights
    • Commercial Litigation
    • Alternative Dispute Resolution
    • Access to Medications for Opioid Use Disorder
  • Resources
    • General Resources
    • Case Developments
    • Seventh Circuit Roundup
    • Prisoners’ Rights Listserv
    • Opioid Use Disorder
  • Careers
  • Team
  • Practice Areas
    • Civil Rights
    • Commercial Litigation
    • Alternative Dispute Resolution
    • Access to Medications for Opioid Use Disorder
  • Resources
    • General Resources
    • Case Developments
    • Seventh Circuit Roundup
    • Prisoners’ Rights Listserv
    • Opioid Use Disorder
  • Careers
Partner

Matthew Underwood

Partner

Matthew Underwood

Matthew comes to Kaplan & Grady with a decade of experience litigating high-stakes commercial and civil rights matters. Prior to joining the firm, Matthew was a Trial Attorney with the Civil Rights Division of the Department of Justice, where he investigated state and local prison systems and jails for civil rights violations, including related to protection from violence, failures of medical and mental health care, and due process violations. Before working at the Department of Justice, Matthew practiced at Williams & Connolly LLP, where he worked on government investigations and commercial litigation, with a focus on securities and antitrust matters. He also maintained an active pro bono practice while at the firm, focusing on criminal defense and Section 1983 litigation related to prison conditions and solitary confinement.

Matthew graduated cum laude from Northwestern University School of Law in 2012. During law school, Matthew worked as an intern with the Roderick MacArthur Justice Center, where he assisted with civil rights litigation related to wrongful imprisonment. Following law school, he clerked for the Hon. Marvin Aspen on the United States District Court for the Northern District of Illinois and the Hon. Norman Stahl on the United States Court of Appeals for the First Circuit.

Email Matthew Underwood
join our prisoners' rights Listserv
2071 N Southport Ave, Suite 205 Chicago, IL, 60614
  • 1-312-852-2184
  • hello@kaplangrady.com

Terms • Privacy • Accessibility

Terms/Privacy • Accessibility

Prior results do not guarantee a similar outcome

This website contains attorney advertising

© Kaplan & Grady LLC 2026

Prior results do not guarantee a similar outcome • This website contains attorney advertising

Please contact us with information about your case

By submitting this form you agree to receive SMS from Kaplan & Grady. Carrier and Data rates may apply. Message frequency may vary. Reply STOP at any time to end messaging or Reply Help for more information.

By submitting this form you agree to receive SMS from Kaplan & Grady. Carrier and Data rates may apply. Message frequency may vary. Reply STOP at any time to end messaging or Reply Help for more information.

Your submission will be reviewed and a notification will be emailed.