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Entry Level Helpdesk Jobs in Chicago, IL (NOW HIRING)

Mcdonagh demolition

IT Helpdesk

Chicago, IL · Remote

$35 - $65/hr

This opportunity is open to entry-level, mid-level, and senior IT professionals. We're interested in candidates who enjoy troubleshooting technical problems, helping users, and finding practical ...

New

Work with Elevation

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Sales Representative - Entry Level

Evanston, IL · On-site

$50K - $80K/yr

  • Medical

With 10+ years of proven sales and expansion success, Elevation has consistently helped national ... Currently, we are hiring an Entry Level Sales Representative to join the team. This person will get ...

New

Work with Elevation

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Sales Representative - Entry Level

Evanston, IL · On-site

$50K - $80K/yr

  • Medical

With 10+ years of proven sales and expansion success, Elevation has consistently helped national ... Currently, we are hiring an Entry Level Sales Representative to join the team. This person will get ...

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autumn woods

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Cabinet Maker

Carol Stream, IL · On-site

$20 - $40/hr

We are currently seeking motivated individuals at all skill levels , from entry-level helpers to experienced cabinet makers, to join our team. Job Responsibilities Responsibilities will vary based on ...

Pediatrics On Demand Inc

Entry Level Admin

Oak Lawn, IL · On-site

$17.25 - $23.50/hr

Help maintain accurate administrative records, invoices, and documentation. * Perform other ... Growth Opportunities This is an entry-level position with clear potential for advancement . As the ...

Pediatrics On Demand Inc

Entry Level Admin

Oak Lawn, IL · On-site

$17.25 - $23.50/hr

Help maintain accurate administrative records, invoices, and documentation. * Perform other ... Growth Opportunities This is an entry-level position with clear potential for advancement . As the ...

BVM Agency Inc

Entry Level Manager

Merrillville, IN · On-site

$43K - $52K/yr

Entry Level ManagerGrow Into Leadership with BVM Agency Inc. BVM Agency Inc. is hiring ambitious ... Help coach and mentor new team members as your responsibilities grow. * Track team performance and ...

BVM Agency Inc

Entry Level Manager

Merrillville, IN · On-site

$43K - $52K/yr

Entry Level ManagerGrow Into Leadership with BVM Agency Inc. BVM Agency Inc. is hiring ambitious ... Help coach and mentor new team members as your responsibilities grow. * Track team performance and ...

BVM Agency Inc

Entry Level Manager

Merrillville, IN · On-site

$43K - $52K/yr

Entry Level ManagerGrow Into Leadership with BVM Agency Inc. BVM Agency Inc. is hiring ambitious ... Help coach and mentor new team members as your responsibilities grow. * Track team performance and ...

ALPHA MARKETING CONCEPTS INC

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Entry Level Sales Representative

Downers Grove, IL · On-site

$800 - $1.5K/wk

This is an entry-level position, perfect for someone ready to kickstart a career in sales and ... Company Description Chicago sales and marketing firm helping national brands grow through B2B ...

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All JobsHelpdesk JobsEntry Level Helpdesk JobsEntry Level Helpdesk Jobs in Chicago, IL

Entry Level Helpdesk information

See Chicago, IL salary details

$13

$23

$34

How much do entry level helpdesk jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for entry level helpdesk 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 common challenges faced by entry level helpdesk professionals, and how can they be overcome?

Entry level helpdesk professionals often encounter challenges such as managing a high volume of support tickets, troubleshooting unfamiliar technical issues, and communicating effectively with users of varying technical backgrounds. To overcome these challenges, it's helpful to develop strong organizational skills, actively seek guidance from more experienced team members, and continually expand your technical knowledge through training and hands-on practice. Building strong communication and customer service skills also goes a long way in ensuring successful interactions with end-users and colleagues.

What skills and qualifications are needed for an entry level helpdesk?

To thrive as an Entry Level Helpdesk Technician, you need a basic understanding of computer hardware, software troubleshooting, networking fundamentals, and often an associate degree or relevant certification like CompTIA A+. Familiarity with ticketing systems, remote desktop tools, and knowledge bases is typically required. Strong communication, patience, and problem-solving skills help you support users effectively and work well under pressure. These skills ensure prompt resolution of technical issues, high customer satisfaction, and smooth IT operations.

What is the difference between Entry Level Helpdesk vs Technical Support Specialist?

AspectEntry Level HelpdeskTechnical Support Specialist
Required CredentialsHigh school diploma or equivalent; basic IT knowledgeHigh school diploma; some roles prefer certifications like CompTIA A+
Work EnvironmentHelpdesk or call center; office settingSupport teams; remote or on-site
Employer & Industry UsageIT departments, MSPs, tech companiesIT support, software companies, hardware vendors
Common Search & ComparisonYesYes

Entry Level Helpdesk roles focus on basic troubleshooting, customer service, and ticket management, often requiring minimal certifications. Technical Support Specialists handle more complex technical issues, may require additional certifications, and often have a broader technical skill set. Both roles are essential in IT support, but the Technical Support Specialist typically involves more advanced problem-solving.

What is an entry level helpdesk?

Entry level helpdesk jobs are positions in IT support where individuals assist users with basic technical issues, such as troubleshooting software, hardware, or network problems. These roles often serve as the first point of contact for customers or employees needing technical assistance. Entry level helpdesk staff typically follow scripts or guidelines to resolve common problems and may escalate more complex issues to higher-level technicians. This role provides valuable experience and foundational knowledge for those interested in advancing in the IT field.

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

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

What cities near Chicago, IL are hiring for Entry Level Helpdesk jobs?

Cities near Chicago, IL with the most Entry Level Helpdesk job openings:

Entry Level Helpdesk jobs near you
Infographic showing various Entry Level Helpdesk job openings in Chicago, IL as of August 2026, with employment types broken down into 88% Full Time, 6% Part Time, 1% Temporary, and 5% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $49,605 per year, or $23.8 per hour.

IT Helpdesk

Mcdonagh demolition

Chicago, IL • Remote

$35 - $65/hr

Full-time

Posted yesterday

New

Job description

About the Role

We’re looking for dependable and customer-focused IT Help Desk / IT Support Specialists to join our remote team.

This opportunity is open to entry-level, mid-level, and senior IT professionals. We’re interested in candidates who enjoy troubleshooting technical problems, helping users, and finding practical solutions.

Whether you’re beginning your IT career, have several years of help desk experience, or are a seasoned IT professional looking for a remote opportunity, we encourage you to apply.

What You’ll Do
Provide remote technical support to employees and customers.
Troubleshoot hardware, software, connectivity, account, and access issues.
Respond to support requests through ticketing systems, email, chat, or phone.
Diagnose problems and provide clear, easy-to-follow solutions.
Assist users with Windows, macOS, Microsoft 365, applications, printers, peripherals, and basic networking.
Set up, configure, and troubleshoot computers and other technology as needed.
Manage user accounts, passwords, permissions, and access requests.
Document issues, troubleshooting steps, and resolutions accurately.
Escalate complex technical issues when necessary.
Follow established IT procedures and security practices.
Maintain a professional, helpful, and customer-focused approach.
Work independently while communicating effectively with a remote team.
Qualifications

We welcome candidates with different levels of IT experience.

Entry-Level Candidates

You may be a good fit if you have:

Basic knowledge of computers, operating systems, and common software.
Strong troubleshooting and problem-solving skills.
Good communication and customer-service skills.
A willingness to learn and develop your technical abilities.
Personal, academic, internship, volunteer, or hands-on IT experience is a plus.

Certifications are helpful but not required.

Mid-Level Candidates
Previous experience in help desk, desktop support, technical support, or IT support.
Familiarity with ticketing systems and remote-support tools.
Experience troubleshooting operating systems, applications, user accounts, and network connectivity.
Ability to independently resolve common technical issues.
Senior-Level Candidates
Strong experience in IT support, help desk, desktop support, systems administration, or a related area.
Ability to troubleshoot complex technical issues and identify root causes.
Experience mentoring junior team members or improving IT support processes is a plus.
Strong understanding of IT operations, security, networking, and user administration.
Technical Skills

Experience with some of the following is beneficial:

Windows and/or macOS
Microsoft 365
Google Workspace
Active Directory / Entra ID
VPN and remote-access tools
Networking and Wi-Fi troubleshooting
Hardware and peripheral troubleshooting
User account and access management
Remote desktop/support tools
IT ticketing systems
Basic cybersecurity practices

You do not need experience with every technology listed above to apply.

What We’re Looking For
Strong problem-solving ability
Excellent communication skills
Patience and a customer-focused attitude
Ability to explain technical concepts clearly
Good attention to detail
Reliable and organized work habits
Ability to prioritize and manage support requests
Comfortable working independently in a remote environment
Willingness to learn new technologies and processes
Why Join Us?
100% remote position
Flexible and collaborative work environment
Opportunities for professional growth
Work with a variety of technologies and users
Training and development opportunities
Career paths for both new and experienced IT professionals
Opportunity to build valuable technical experience
Compensation

Competitive compensation based on experience, technical skills, and responsibilities.