Legal Assistant
Contemporarystaffing
Chicago, IL · Posted November 4, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about legal jobs
- Best cities for legal jobs #1 New York (854 openings)
- Best cities for legal pay after cost of living #1 San Mateo ($238k)
- Most requested AI skills in legal jobs #1 AI tools in daily work (3.9%)
- Employers with the most legal jobs #1 Morgan & Morgan (195 roles)
Pay compared with the market
This listing does not state pay. Across 55 open legal assistant listings that state pay, the middle half runs $47,000 to $74,000 and the median is $61,000.
Listed pay is what employers advertise, not what people are paid.
How AI is used in this kind of work
Among paralegals and legal assistants, AI is already used for some of the tasks. Measured exposure for paralegals and legal assistants: 29% (some).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
Say which you have and which you want to build. We use it to match you to jobs like this one.
About the job
Job Title: Legal Assistant
Job Overview:
Contemporary Staffing Solutions is seeking a Legal Assistant to join our client in a role that supports key business operations and contributes to important organizational initiatives. Located in Chicago, IL, this Direct Hire opportunity is Onsite and provides the chance to support attorneys handling sophisticated real estate legal matters. The Legal Assistant will play an important role in keeping legal work organized, responsive, and moving forward while collaborating closely with attorneys and administrative professionals. This position is well suited for an experienced law firm professional who thrives in a deadline driven environment and brings strong organization, adaptability, and attention to detail.
Compensation:
$32 to $43 per hour, plus commuter reimbursement of up to $150 per month
Work Schedule:
Monday through Friday, 9:00 AM to 5:30 PM
Key Responsibilities of the Legal Assistant:
Support attorneys with the coordination, preparation, and organization of administrative and legal materials related to real estate matters.
Maintain organized workflows, documentation, correspondence, and scheduling to help ensure legal matters progress accurately and efficiently.
Coordinate competing priorities and time sensitive requests while maintaining a high level of accuracy and responsiveness.
Facilitate communication and administrative support across attorneys and legal professionals to promote efficient daily operations.
Ensure assignments are completed professionally and on schedule while adapting to changing priorities, feedback, and evolving business needs.
Qualifications and Skills for the Legal Assistant:
Minimum of 2 to 3 years of professional experience within a law firm environment.
Experience supporting real estate legal matters is preferred, with litigation experience considered an additional advantage.
Strong understanding of law firm procedures, professional expectations, and the administrative demands associated with supporting attorneys.
Ability to manage tight deadlines and multiple priorities while remaining organized, accurate, and receptive to coaching and constructive feedback.
Paralegal degree or certificate is preferred.
Why Join Us?
This opportunity offers hands on experience supporting meaningful legal matters while working closely with experienced legal professionals in a collaborative environment. The role provides exposure to a range of legal and administrative responsibilities while allowing you to strengthen your skills and make a direct contribution to efficient daily operations.
About Us:
Contemporary Staffing Solutions (CSS) is a trusted leader in providing contract, temporary, temp to hire, and direct hire staffing solutions. With decades of experience, we have grown from a staffing agency into a nationwide provider of workforce management solutions. Our niche recruitment expertise spans Accounting & Finance, Call Center & Office Support, Human Resources, Sales & Marketing, and Information Technology. Explore more about CSS and how we connect great talent with exceptional opportunities by visiting Contemporary Staffing Solutions.