Jackie practices in the areas of Labour, Constitutional, Public Law and Indigenous Rights. She has litigated at all levels of court in Ontario, the Federal Courts and the Supreme Court of Canada. She has also appeared before many administrative tribunals.

With an extensive background in writing policy, Jackie has written many policy submissions aimed at government, inquiries and public advocacy. She was also a researcher and writer for the Truth and Reconciliation Commission’s final report. One of her academic articles was cited by the Supreme Court in Fleming v. Ontario, 2019 SCC 45.

Jackie has over 18 years of experience in public interest litigation, including test cases aimed at challenging systemic discrimination in access to government benefits, police misconduct and colonialism. She has acted for Indigenous families and nations at inquests and inquiries, including the Ipperwash Inquiry and the Inquiry into Pediatric Forensic Pathology in Ontario.

Most recently, Jackie was the lead lawyer for CUPE’s school board sector in Ontario, where she developed specialized knowledge of labour relations in education, litigated central agreement arbitrations and provided day-to-day advice on critical issues connected to the COVID-19 pandemic.

Jackie taught a Masters level course on constitutional law in Osgoode Hall’s Canadian Common Law LLM program for five years. She is also a graduate of Osgoode Hall, finishing in the top 1% of her class. She frequently delivers trainings, speeches and workshops to lawyers, students and community groups on topics such as law and poverty, public interest litigation and social movement lawyering.

Jackie has a lengthy track record of social justice advocacy and workers’ rights organizing, including with Fight for $15 & Fairness and the Migrant Rights Network. She sits on the Board for the Migrant Workers Alliance for Change and is a trustee for the Groundswell Community Justice Trust Fund.

Notable Cases


  • Call to the Ontario Bar, 2003
  • Osgoode Hall Law School, LLB, 2002
  • York University, M.A., 1998

  • McMaster University, Hon. B.A., 1996


  • Canadian Association of Labour Lawyers
  • Canadian Bar Association
  • Law Union of Ontario
  • Ontario Bar Association


  • United Food and Commercial Workers & Agricultural Workers Alliance Award – Community Category (2014): Received award for work on litigation that ensured access to Employment Insurance parental benefits for 102 Seasonal Agricultural Workers. 

Related News

News/13 June 2022

Ontario Midwives Win at Ontario Court of Appeal in Fight to Address the Gender Pay Gap

The ONCA upholds the decision of the HRTO, finding that the Ontario government systemically discriminated against midwives on the basis of sex

News/3 October 2019

"Reversal of provincial welfare cuts hailed as victory for municipalities and advocates"

Jackie Esmonde Quoted in Toronto Star Article about Provincial Welfare Cuts

Related Events

Event/Nov 28, 2022

Jackie Esmonde interviewed for Socioeconomic Rights and the Charter Podcast

On November 28th, Jackie Esmonde is interviewed for the Socioeconomic Rights and Charter Podcast. She will discuss her experience litigating cases abo...
Event/Jun 24, 2022: 8:54 AM

Jackie Esmonde Participates in Panel on Mandatory Vaccinations at 2022 CALL Conference

Panel offers an overview of the legal issues raised by mandatory vaccination policies

Jackie Esmonde participates in a panel on mandatory vaccination policies, constitutional issues and Case Law at the 2022 CALL Conference. This panel o...
Event/Jun 24, 2022

Danielle Bisnar and Jackie Esmonde participate in CALL Conference Injunction Workshop

Workshop provides lessons from Labour, Indigenous Land Defense, and COVID Protests/Community Defense perspectives

Danielle Bisnar and Jackie Esmonde participate in a workshop on injunctions at the 2022 CALL Conference. This session looks at injunctions for and aga...
Event/Jun 3, 2022

Jackie Esmonde represents the CCLA at today’s roundtable discussion hosted by the federal Employment Equity Task Force

Jackie Esmonde represents the Canadian Civil Liberties Association (CCLA) at a roundtable discussion hosted by the federal Employment Equity Task Forc...

Related Blogs

Blog/14 July 2022

Supreme Court to Hear Two Appeals About Indigenous Law-Making Powers

Cases like these highlight the need for courts to address tensions between Indigenous law and Canadian law

Two cases which have been granted leave to the Supreme Court of Canada address the relationship between Canada’s settler law and Indigenous laws and i...
Blog/16 June 2022

Midwives Win Landmark Systemic Gender Discrimination Ruling at Ontario Court of Appeal

Ontario (Health) v. Association of Ontario Midwives

In a ground-breaking decision, the Ontario Court of Appeal has confirmed that Ontario has engaged in systemic pay discrimination of midwives that must...
Blog/17 December 2021

Working for Workers Act, 2021

Ontario Passes Legislation Affecting Workers’ Rights

Cavalluzzo LLP lawyers share their thoughts on the Working for Workers Act, 2021, which received Royal Assent on December 2, 2021. Reforms affecting O...
Blog/8 November 2021

Bill 27: Working for Workers Act, 2021

Ontario Introduces Legislation Affecting Workers’ Rights

Cavalluzzo LLP lawyers share their thoughts on Bill 27, Working for Workers Act, 2021. This Bill proposes several changes that will impact Ontario wor...