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Remote Freelance Virtual Assistant Jobs in Chicago, IL

HMG Careers

Virtual Sales Rep

Hammond, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

Harvey, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

East Chicago, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

Waukegan, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

EA Collective

Contract Spatial Designer

Chicago, IL · On-site +1

$55 - $85/hr

SUMMARY The Contract Spatial Designer is a part-time/freelance position in the creative department ... Position may be fully remote QUALIFICATIONS * BA or equivalent required in design-focused major ...

HMG Careers

Sales Coordinator Remote

Gilberts, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Coordinator Remote

Berwyn, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Coordinator Remote

Grant Park, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Consultant Remote

Wilton Center, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Coordinator Remote

Burns Harbor, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Coordinator Remote

Barrington, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Sales Coordinator Remote

Naperville, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Representative

Chesterton, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

Lone Star Careers

Remote Sales Rep

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

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All JobsVirtual JobsRemote Freelance Virtual Assistant JobsRemote Freelance Virtual Assistant Jobs in Chicago, IL

Remote Freelance Virtual Assistant information

See Chicago, IL salary details

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$25

$34

How much do remote freelance virtual assistant jobs pay per hour?

As of Sep 2, 2026, the average hourly pay for remote freelance virtual assistant in Chicago, IL is $25.13, according to ZipRecruiter salary data. Most workers in this role earn between $21.06 and $28.22 per hour, depending on experience, location, and employer.

What is a remote freelance virtual assistant?

Remote freelance virtual assistants are independent professionals who provide administrative, technical, or creative support services to clients from a remote location. They typically work on a freelance basis, meaning they are self-employed and manage their own schedules and workload. Their tasks may include managing emails, scheduling appointments, handling data entry, social media management, and more. Virtual assistants leverage digital tools to communicate and collaborate with clients, making it possible to work with businesses and entrepreneurs worldwide.

What are the key skills and qualifications needed to thrive as a remote freelance virtual assistant?

To thrive as a Remote Freelance Virtual Assistant, you need excellent organizational skills, strong written and verbal communication, and proficiency in common office software, usually supported by relevant administrative experience or training. Familiarity with tools like Microsoft Office Suite, Google Workspace, project management platforms (e.g., Trello, Asana), and sometimes CRM systems is typically required. Proactive problem-solving, time management, and the ability to work independently are standout soft skills in this position. These skills and qualities are critical for efficiently supporting clients remotely, managing multiple tasks, and building trust in a virtual work environment.

What are some common challenges remote freelance virtual assistants face when managing multiple clients, and how can they address them?

Remote Freelance Virtual Assistants often juggle tasks for several clients, which can lead to challenges with time management, prioritization, and communication. To effectively handle these demands, it's important to set clear boundaries, use productivity tools (like project management software and shared calendars), and maintain regular check-ins with each client to ensure expectations are aligned. Developing strong organizational systems and being proactive in communication can help minimize misunderstandings and keep projects on track.

What is the difference between Remote Freelance Virtual Assistant vs Remote Administrative Assistant?

AspectRemote Freelance Virtual AssistantRemote Administrative Assistant
CredentialsTypically no formal certifications required, but organizational and communication skills preferredOften requires administrative or office management certifications or experience
Work EnvironmentFreelance, self-employed, working remotely for multiple clientsEmployed by a specific company or organization, working remotely or onsite
Employer & Industry UsageUsed across various industries by entrepreneurs and small businessesCommon in corporate, healthcare, legal, and government sectors
Search & Comparison IntentPeople seeking flexible, freelance virtual support rolesIndividuals looking for remote administrative support within a specific organization

While both roles involve administrative tasks, a Remote Freelance Virtual Assistant works independently for multiple clients, offering flexible support, whereas a Remote Administrative Assistant is typically employed by a single organization, providing consistent administrative services.

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

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

What job categories do people searching Remote Freelance Virtual Assistant jobs in Chicago, IL look for?

The top searched job categories for Remote Freelance Virtual Assistant jobs in Chicago, IL are:

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

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

Remote Freelance Virtual Assistant jobs near you
Infographic showing various Remote Freelance Virtual Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 65% Full Time, 10% Part Time, and 25% Contract. Highlights an 100% Remote job distribution, with an average salary of $52,278 per year, or $25.1 per hour.

Remote Telehealth Virtual Assistant Job Hiring Now

Dfbooking Recruitment Services

Chicago, IL • Remote

$22 - $29.50/hr

Full-time

Re-posted 15 days ago

Job description

Remote Telehealth Virtual Assistant Job Hiring Now

For administrative support for our multispecialty medical practice, we are looking for a virtual assistant who is extremely well-organised and meticulous. The ideal applicant will be in charge of scheduling patient appointments, responding to questions, and performing other administrative duties

Responsibilities

  • Patient Scheduling: Manage patient appointments across multiple specialties (primary care, weight loss, OB/GYN, neurology, podiatry, cardiology, pediatrics).
  • Patient Communication: Answer incoming calls, emails, and texts from patients.
  • Patient Intake: Collect patient information and prepare for telemedicine appointments.
  • Insurance Verification: Utilize Navinet and Availity to verify patient insurance eligibility and benefits.
  • Prior Authorization: Assist in prior authorizations for medical procedures and treatments through CoverMyMeds.
  • Payment Assistance: Lead patients to process copays and insurance payments.
  • Data Entry: Maintain accurate and up-to-date patient records in the Athena electronic health record system.

Qualifications

  • Strong organizational and time management skills.
  • Strong and excellent customer service skills.
  • Excellent verbal and written communication skills.
  • Proficiency in using medical practice management software (Athena) - nice to have
  • Experience with insurance verification and prior authorization processes. - nice to have
  • Ability to multitask and prioritize tasks.
  • Proficiency in Spanish and/or English.

Applications/Software

  • Athena
  • Klara
  • Availity
  • Navinet
  • Covermymeds
  • Phone System: RingCentral

Client Industry: Health, Wellness and Fitness

Apply