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Virtual Help Desk Jobs in Chicago, IL (NOW HIRING)

Trilogy Inc

Helpdesk Analyst

Chicago, IL · On-site

$24.38 - $28.04/hr

The Help Desk Analyst will have opportunities to develop systems administration skills in Microsoft ... FREE Virtual Primary Care, Urgent Care, and Mental Health Counseling for ALL Employees * PAID ...

Trilogy Inc

Helpdesk Analyst

Skokie, IL

$24.38 - $28.04/hr

The Help Desk Analyst will have opportunities to develop systems administration skills in Microsoft ... FREE Virtual Primary Care, Urgent Care, and Mental Health Counseling for ALL Employees * PAID ...

Trilogy

Helpdesk Analyst

Chicago, IL · On-site

$24.38 - $28.04/hr

The Help Desk Analyst will have opportunities to develop systems administration skills in Microsoft ... FREE Virtual Primary Care, Urgent Care, and Mental Health Counseling for ALL Employees * PAID ...

Addison Group

Service Desk Analyst

Chicago, IL · Remote

$20 - $25/hr

The ideal candidate enjoys helping people, excels in a fast-paced environment, and possesses strong ... Provide support for virtual meetings, collaboration platforms, and video conferencing technologies.

JJS Group

vCIO

Chicago, IL

$80 - $100/hr

About the Opportunity We are seeking a strategic Fractional Virtual CIO (vCIO) to provide executive ... Help Desk Management & Mentorship: Direct and mentor an existing managed service provider (MSP ...

New

QPS

Front Desk/Admin Assistant

Carol Stream, IL · On-site

$16.25 - $20.75/hr

Front Desk/Admin Assistant QPS Employment Group is hiring a Front Desk/Admin Assistant for a 12 ... Please note that QPS Employment Group may use a virtual recruiting assistant to help screen and ...

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All JobsHelp Desk JobsVirtual Help Desk JobsVirtual Help Desk Jobs in Chicago, IL

Virtual Help Desk information

See Chicago, IL salary details

$13

$23

$34

How much do virtual help desk jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for virtual help desk in Chicago, IL is $23.85, according to ZipRecruiter salary data. Most workers in this role earn between $19.81 and $26.73 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a virtual help desk professional?

To thrive as a Virtual Help Desk professional, you need strong problem-solving abilities, technical troubleshooting skills, and a solid understanding of computer systems and networks, often supported by a relevant IT certification like CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with remote support tools, ticketing systems such as Zendesk or ServiceNow, and knowledge base platforms is typically required. Excellent communication, patience, and customer service orientation are vital soft skills for effectively assisting users and managing stressful situations. These skills and qualities ensure efficient, accurate support for end-users and contribute to high customer satisfaction in a remote environment.

What is a virtual help desk?

Virtual help desk jobs involve providing technical support and assistance to customers or employees remotely, often via phone, email, or chat. Professionals in these roles troubleshoot software, hardware, and network issues, guide users through problem-solving steps, and escalate complex issues as needed. They play a crucial role in maintaining smooth IT operations for organizations by resolving issues quickly and efficiently from a remote location.

What are some common challenges faced by virtual help desk professionals, and how can they be addressed?

Virtual Help Desk professionals often encounter challenges such as managing high volumes of support requests, communicating clearly with users remotely, and troubleshooting issues without physical access to devices. To address these, it's important to prioritize tickets effectively, utilize remote access tools, and develop strong written and verbal communication skills. Additionally, ongoing training in the latest support technologies and regular collaboration with team members can help overcome these challenges and ensure excellent service delivery.

What is the difference between Virtual Help Desk vs Technical Support Specialist?

AspectVirtual Help DeskTechnical Support Specialist
Required CredentialsHigh school diploma or equivalent; certifications like CompTIA A+High school diploma; certifications like CompTIA A+ or Network+
Work EnvironmentRemote, customer service-focusedRemote or on-site, technical troubleshooting
Employer & Industry UsageIT service providers, tech companies, MSPsIT companies, tech support firms, hardware vendors

The Virtual Help Desk and Technical Support Specialist roles both require technical knowledge and certifications like CompTIA A+. The main difference lies in their focus: Virtual Help Desk roles emphasize customer service and remote support, while Technical Support Specialists often handle more technical troubleshooting and hardware issues. Both roles are essential in IT support environments and often overlap in skills and certifications.

What are the most commonly searched types of Help Desk jobs in Chicago, IL? The most popular types of Help Desk jobs in Chicago, IL are:
Virtual Help Desk jobs near you
Infographic showing various Virtual Help Desk job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 88% Physical, 1% Hybrid, and 11% Remote job distribution, with an average salary of $49,605 per year, or $23.8 per hour.

Linux Help Desk Manager, Need MSP Experience

Next Step Systems

Des Plaines, IL • On-site

Full-time

Medical, Retirement, PTO

Re-posted yesterday

Job description

Linux Help Desk Manager, Need MSP Experience, Des Plaines, IL
For this Linux Help Desk Manager position, Managed Services Provider and Linux experience is required.
This is a Hybrid opportunity with some Onsite and some Remote in Des Plaines, IL required.
We are looking for a Linux Help Desk Manager to champion the front line support team, to continuously develop the team by training, lead by example, coach and inspire, hire and promote, and ensure continued success for our end users. Because of the nature of this role, we are looking for someone with the appropriate technical background and managerial skill set. You are expected to lead by example and have the ability to tackle technical issues and serve as an escalation point if necessary. Your job is to ensure that your team is trained so your time is not spent on personally troubleshooting technical issues.
Besides Linux knowledge, we are looking for strong management skills. Experience with coaching, scheduling , organizing work tasks, hiring, firing and training. Experience working with and overseeing a project ticketing system and being able to measure and assess the team's activity etc.
Responsibilities:
- Manage a technical support team servicing Linux-based hosting environments, including, Shared, Virtual Private (VPS), and Dedicated Servers, Data center environment deployments, and AWS and Digital Ocean public cloud deployments.
- Recruit, hire, promote, train, mentor, and develop the Support Team members.
- Monitor all aspects of customer interactions to ensure an excellent user experience.
- Mentor and coach team members in technical and other aspects to enhance professionalism.
- Build and maintain internal and customer-facing knowledge base documentation.
- Work with the company's technology steering committee to ensure excellence in hosting.
- Maintain a culture of transparency, honesty, and learning.
- Provide the kind of high-quality service that you can recommend to friends and family.
Qualifications:
- 5-10+ year experience in customer support/service.
- Deep Understanding of GNU/Linux hosting platforms including Virtualization and Networking.
- Managed Services Provider (MSP) experience is required.
- Experience building tools with scripting languages such as Python, Bash, and PHP.
- Extra credit if experienced in maintaining SLA in public cloud such as AWS and Digital Ocean.
- Experience successfully managing teams.
- Demonstration of independent thinking and decision-making abilities.
- Ability to multi-task and adapt to changes quickly.
- Ability to prioritize work and work within a project management system.
- Self-motivated with an ability to work in a fast paced environment.
- Positive personality.
Benefits include medical insurance, retirement plan, PTO, etc. Salary: 80K+ DOE. Keywords: Des Plaines IL Jobs, Linux Help Desk Manager, Linux, GNU, Virtualization, Networking, Python, Bash, PHP, Customer Support, VPS, Dedicated Servers, Data Center, AWS, Digital Ocean, Cloud, Illinois Recruiters, IT Jobs, Illinois Recruiting
Looking to hire for similar positions in Des Plaines, IL or in other cities? Our IT recruiting agencies and staffing companies can help.
We help companies that are looking to hire Linux Help Desk Managers for jobs Des Plaines, Illinois and in other cities too. Please contact our IT recruiting agencies and IT staffing companies today! Phone 630-428-0600 ext 11 or email us at jobs@nextstepsystems.com. Click here to submit your resume for this job and others.
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