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 JPMorganChase, Amundsen Davis, and Loyola University Chicago. See the openings below and apply to the ones that match your experience.
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Freeman Mathis & Gary, LLP is a nationally recognized Am Law 200 law firm with over 500 attorneys servicing clients in 40 offices and 22 states seeking an experienced legal assistant to join our Chicago office. We are eagerly seeking candidates who foster a teamwork mentality, have excellent communication skills, are problem-solvers, and are willing to take ownership of their job. Flexibility and excellent organization skills are key in our fast-paced environment.
The following set of success factors describe the characteristics of those who are successful in our Firm:
- Helpful, Congenial, Personable, Positive
- Unpretentious, Approachable, Respectful, Team Oriented
- Accountable, Takes Ownership, Corrects Mistakes
- Organized, Timely, Confidential, Responsive (within 24 hours)
Essential Duties and Responsibilities:
- Draft and review legal correspondence including thoroughly proofreading for errors in grammar, spelling, punctuation, and formatting.
- Prepares and collect conflict of interest checks, open new files and maintain client files.
- Maintains attorneys’ calendars with dates of importance.
- Familiar with State and Federal court filings, including submission of electronic filings.
- Ability to organize and prioritize numerous tasks and complete them under time constraints with minimal supervision.
- Ability to maintain a high level of confidentiality.
Qualifications:
- Positive attitude and ability to effectively communicate with attorneys, staff, and clients.
- 2+ years litigation secretarial experience.
- Knowledge of iManage and Outlook is a plus.
- Must successfully pass a background and drug screen.
What we offer you:
- Competitive compensation
- Comprehensive benefits package, including medical, dental, and vision
- HSA and FSA plans available for employees and dependents
- Work-life balance
- Generous PTO policy
- 401K plan including a 3% Employer Safe Harbor contribution
- 1.5% Profit Sharing contribution
- Firm paid life insurance and long-term disability
- Employee Assistance Program
- Year-end bonuses and referral fee programs
- Regular firmwide socials and events
EEO Statement
Freeman Mathis & Gary, LLP (FMG) is committed to providing equal employment opportunities to all applicants and employees by maintaining a workplace free of discrimination based on race, color, religion, sex, national origin, age, disability, genetic information, or any other protected status as provided by law. FMG complies with all applicable federal, state, and local laws. This position is subject to our drug‑free workplace policy, which includes the ability to pass a pre‑employment drug screen. Employees may be subject to reasonable‑suspicion drug testing in accordance with Firm policies outlined in the Employee Handbook.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
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Who's Hiring



Top Industries Hiring
- Law & Legal Services
- Staffing & Recruiting
- Fintech
- Education
- Banking & Financial Services
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 JPMorganChase, Amundsen Davis, and Loyola University Chicago and others right now, based on current listings on Migrate Mate as of September 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 56% of legal assistant openings tied to Chicago are remote or hybrid as of September 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 Fintech, based on current listings on Migrate Mate as of September 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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