2

Remote Legal Assistant Jobs in Chicago, IL (NOW HIRING)

Legal Assistant

Chicago, IL ยท On-site +1

$50K - $60K/yr

Legal Assistant Reports To: Vice President of Corporate Counsel and Legal Location: Chicago, IL or ... Remote Status: Exempt; Salaried Who We Are: Recognized by Gartner in their Modern 4PL Market Guide ...

Legal Assistant

Oak Brook, IL ยท On-site +1

$50K - $55K/yr

This is not a hybrid or remote position. Must have the ability to stay late should the need arise. Please forward your resume to dmr@botti-law.com . Salary/Compensation: $50,000 - $55,000 per year ...

Naperville, Illinois or remote. About Us: United Health Partners is a fast-growing healthcare ... Key Responsibilities ยท Assist in the review and drafting a variety of contracts, policies and ...

Nationwide, current student at any accredited law school in the US, open to in-office or remote ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

Legal Secretary

Des Plaines, IL ยท Remote

$60K - $70K/yr

Update clients on case progression, assist with paperwork, and answer questions regarding their ... Draft, proofread, and edit legal documents, including pleadings, discovery demands, and settlement ...

Family Law Attorney (REMOTE)

Chicago, IL ยท Remote

$125K - $180K/yr

Conduct legal research and prepare for hearings, negotiations, and trials * Handle discovery and ... Negotiate settlements and assist clients in reaching favorable resolutions * Maintain regular ...

next page

Showing results 1-20

Remote Legal Assistant information

See Chicago, IL salary details

$27.8K

$49.7K

$76.2K

How much do remote legal assistant jobs pay per year?

As of Aug 23, 2026, the average yearly pay for remote legal assistant in Chicago, IL is $49,669.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,100.00 and $56,700.00 per year, depending on experience, location, and employer.

What is a remote legal assistant?

Remote legal assistants are professionals who provide administrative and legal support to attorneys and law firms while working from a remote location, such as their home or a co-working space. Their responsibilities may include drafting legal documents, managing schedules, conducting legal research, and communicating with clients. By working remotely, legal assistants can offer flexibility and often use digital tools to collaborate efficiently with legal teams. This role is increasingly popular due to advancements in technology and the growing acceptance of remote work in the legal industry.

What does a remote legal assistant do?

As a remote legal assistant, your job is to work from home to assist lawyers with their casework. In this role, you may help research previous cases, draft legal documents, help manage scheduling calendars, send letters and notices, and make travel reservations. Remote legal assistants usually specialize in a specific aspect of work, such as claims or nursing records. This position frequently involves paralegal work, but some remote legal assistants focus exclusively on administrative and clerical tasks. This position may be full-time or part-time, with some possibility of overtime for particularly heavy workloads or complex cases.

What are the key skills and qualifications needed to thrive as a remote legal assistant, and why are they important?

To thrive as a Remote Legal Assistant, you need strong legal research abilities, document preparation skills, attention to detail, and typically a certificate or associate degree in paralegal studies. Familiarity with legal management software, e-filing systems, and Microsoft Office Suite is essential for managing case files and communication remotely. Excellent time management, written communication, and discretion help you stand out in supporting attorneys and clients from a distance. These skills ensure efficient, accurate legal support and maintain professionalism in a virtual legal environment.

How does a remote legal assistant typically collaborate with attorneys and other team members in a virtual environment?

Remote Legal Assistants often rely on digital tools such as secure email, video conferencing, and document management platforms to collaborate with attorneys and other staff. They may attend virtual meetings, share case files via cloud-based systems, and coordinate schedules using online calendars. Effective communication and strong organizational skills are essential to ensure deadlines are met and information is accurately relayed, as team interactions are primarily virtual. Building rapport with colleagues and maintaining confidentiality are also key challenges in a remote setting.

Can you work from home as a remote legal assistant?

Remote legal assistants can often work from home, as the role primarily involves tasks like document management, research, and communication that can be performed remotely with the right technology. However, some employers may require in-office presence for certain activities or meetings, and familiarity with legal software and confidentiality protocols is essential.

What are the most commonly searched types of Remote Legal jobs in Chicago, IL?

The most popular types of Remote Legal jobs in Chicago, IL are:

What are popular job titles related to Remote Legal Assistant jobs in Chicago, IL?

For Remote Legal Assistant jobs in Chicago, IL, the most frequently searched job titles are:

What cities near Chicago, IL are hiring for Remote Legal Assistant jobs?

Cities near Chicago, IL with the most Remote Legal Assistant job openings:

Infographic showing various Remote Legal Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 2% As Needed, 76% Full Time, 19% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $49,669 per year, or $23.9 per hour.

Legal Assistant

Redwood Logistics

Chicago, IL โ€ข On-site, Remote

$50K - $60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 17 days ago


Job description

Legal Assistant

Reports To: Vice President of Corporate Counsel and Legal

Location: Chicago, IL or Remote (within the U.S.)

Environment: Remote

Status: Exempt; Salaried

Who We Are:

Recognized by Gartner in their Modern 4PL Market Guide, Redwood Logistics is at the forefront of industry innovation. Our cutting-edge supply chain technology pairs with the expertise of our brilliant minds to empower logistics execution across North America and Mexico.

Leveraging a comprehensive range of services, data-centric network solutions, and a seamlessly integrated platform, we have established our prominence as a key player in the mid-market segment within the freight tech industry.

Whether youre just starting your career or are an established professional looking for your next opportunity, Redwood inspires innovation across teams to provide transformative solutions for our customers.

Purpose of Your Work:

As a Legal Assistant working within Shared Services, you will support Redwoods Legal Team with various organizational and administrative tasks as well as assist with initial reviews of various commercial contracts for both customers and vendors. You will conduct initial analysis and interpretation of agreements to assess risks and report findings to colleagues.

How You Make a Difference Everyday:

  • Handle electronic signature processes, maintain visibility on where documents are at in the signature process, and circulate such fully executed documents to the appropriate parties;
  • Contract review for Redwood business units, including various commercial agreements such as nondisclosure agreements, brokerage agreements, codes of conduct, marketing documents, vendor agreements, and other contracts and documents related to the organization as a whole;
  • Identify potential risks associated with contracts under review;
  • Assist with utilization of the organizations new contract life-cycle management software (CLM);
  • Focus on the continual improvement in the quality, and simplicity of the contract management processes, without compromising compliance and quality;
  • Other legal projects as assigned.

Youve Got This?

  • Bachelors Degree required with a preferred focus on business administration, law, or finance;
  • Minimum 2 years of work experience supporting the legal function in a mid to large size organization or law firm;
  • Preferred 3 to 4 years at a law firm, in-house, or business experience;
  • Strong organization, communication, analysis, and problem-solving skills;
  • Demonstrated ability to prioritize completing assignments in a dynamic, fast-paced environment in accordance with business unit deadlines and goals;
  • Preferred experience with using a CLM or implementation and integration of CLM;
  • Preferred CPCM or CCM certifications;
  • Preferred experience or interest in data security and data privacy issues including CIPP or AIGP certifications.

What We Offer:

  • Access to experts and resources for your Learning & Development journey
  • Opportunity for internal mobility
  • Employee referral bonus program
  • Employee Resource Groups (ERGs)
  • Annual fundraising and volunteer events to give back to communities
  • Paid time off, floating holidays, time off to volunteer and rollover
  • Paid parental leave
  • Medical, dental, vision and 401k plans (with match)
  • Flexible spending account, mass transit and dependent care plans available
  • Health savings account, with a annual company contribution for plan participants
  • Short-term and long-term disability; life insurance policies subsidized by company
  • Additional benefits including pet insurance, accident care, access to legal advice and more

Work Schedule:

This position is full-time and remote Monday through Friday from 8:00 AM to 5:00 PM with an hour break, but flexibility is available based on coverage.

Compensation Range:

Salary Range:

$50,000 - $60,000

This position is eligible to earn annual incentives based on individual and company performance.

The estimated pay range reflects an anticipated range for this position. The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the geographical location in which the applicant lives and/or which they will be performing the job.

Redwood is an equal opportunity employer. Employment decisions at the Company are based on individual merit, qualifications, abilities, and the Companys needs and resources. The Company does not discriminate in recruiting, hiring, compensation, promotions, discipline, termination or any other aspect of employment on the basis of an individuals actual or perceived race, color, creed, religion, sex (including pregnancy, childbirth and related medical conditions), sexual orientation, gender identity, national origin, ancestry, citizenship status, age, disability, marital status, military service or status, genetic information, arrest and conviction record, credit history, or any other basis protected by applicable law.