Legal Assistant Jobs in Chicago, IL
Legal Assistant jobs in Chicago are in strong demand, concentrated in the Loop, Streeterville, and River North across corporate law, litigation, and real estate practices. Employers hiring right now include O’Hagan Meyer, Benesch Law, and Mayer Brown LLP. See the openings below and apply to the ones that match your experience.
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Due to our continued growth, Hawkins Parnell & Young, LLP is seeking an experienced Legal Assistant to join their Chicago office. This position provides a wide range of secretarial, administrative, and clerical support to several Attorneys in a fast-paced environment.
Candidates must have strong organizational skills, verbal and written communication skills, possess a strong work ethic and be proficient in MS Office.
Responsibilities include, but are not limited to:
- Draft and edit pleadings and related legal documents
- E-file and paper file documents with state, federal and appellate courts
- Maintain team and court calendars and keep attorneys aware of scheduled events and approaching deadlines
- Schedule meetings and conference calls
- Communicate by phone and email with clients and vendors, maintaining professionalism and a high level of customer service
- Handle billing for assigned timekeepers
- Assist in trial preparation
- Maintain electronic and paper files on a regular basis
- Coordinate travel arrangements and process expense reports
- Assist fellow workers and/or other timekeepers as needed
Required Skills and Experience:
- Three or more years of legal assistant experience is required
- Strong attention to detail & organizational skills
- Professional verbal & written communication style
- Demonstrated initiative and self-direction
Why Hawkins Parnell & Young, LLP?
Hawkins Parnell is a national litigation powerhouse with offices spanning the United States. Our 250-person litigation team defends prominent individuals and small businesses to many of the largest corporations in high-risk litigation and business disputes nationwide.
Over the last half-century, our success has relied on one distinction: OUR PEOPLE. We rely on the uniqueness of each team member to create a culture that drives innovation and exceptional results for our diverse client roster. Through actively embracing different backgrounds and perspectives, we foster an environment that is vibrant, challenging, and rewarding.
Hawkins Parnell offers a competitive salary complemented by a full, comprehensive benefits package including Medical Insurance, Vision Plan, Dental Insurance, Life Insurance, 401k, Short and Long -Term Disability, and Profit Sharing.
Hawkins Parnell & Young is an Equal Employment Opportunity Employer.
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Who's Hiring



Top Industries Hiring
- Law & Legal Services
- Staffing & Recruiting
- Transportation & Logistics
Legal Assistant Jobs in Chicago: Frequently Asked Questions
How do I get a legal assistant job in Chicago?
Chicago's legal market centers on the Loop and Streeterville, where large law firms, corporate legal departments, and financial institutions drive the most hiring. Candidates with experience in commercial litigation, real estate transactions, or corporate compliance have a clear edge here. Familiarity with Illinois court filing systems and e-discovery platforms is a practical differentiator that Chicago employers consistently flag in job postings.
Which companies hire legal assistants in Chicago?
Chicago legal assistant roles are posted by O’Hagan Meyer, Benesch Law, and Mayer Brown LLP and others right now, based on current listings on Migrate Mate as of November 2026. Chicago's employer mix is broad, including Am Law 100 firms with downtown offices, financial services companies with in-house legal teams, and healthcare systems concentrated on the Near North Side.
Are there remote legal assistant jobs in Chicago?
Yes, though availability depends heavily on the role, since legal assistants handling court filings, in-person client intake, or on-site document review are rarely remote. About 84% of legal assistant openings tied to Chicago are remote or hybrid as of November 2026, skewing toward corporate legal departments rather than traditional law firms. Contract review, administrative support, and research-heavy roles tend to offer the most flexibility.
How can I get a legal assistant job in Chicago with little or no experience?
The most realistic entry path in Chicago is targeting mid-size litigation boutiques and solo practitioners in neighborhoods like Wicker Park or Lincoln Park, which hire entry-level candidates more readily than Loop firms. Paralegal certificate programs at local colleges such as DePaul or Loyola connect students directly with Chicago employer networks. Starting as a file clerk, receptionist, or legal secretary at a Chicago firm is a common lateral move that leads to a legal assistant role within a year.
Which industries hire the most legal assistants in Chicago?
The sectors hiring the most legal assistants in Chicago are Law & Legal Services, Staffing & Recruiting, and Transportation & Logistics, based on current listings on Migrate Mate as of November 2026. Chicago's position as a major financial and corporate hub means demand is especially strong in firms serving banking, insurance, and commercial real estate clients concentrated downtown.
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