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Entry Level Help Desk Support Jobs in Chicago, IL

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Help Desk Desktop Support (PART TIME)

Chicago, IL · On-site

$20 - $30/hr

We are seeking a Help Desk / Desktop Support Specialist to provide reliable, responsive technical support to end users in a primarily remote support environment, with occasional onsite desktop ...

Hornblower

Help Desk Support/Technician

Chicago, IL · On-site

$55K/yr

The Tier 1 IT Helpdesk Support Technician serves as the first point of contact for employees requiring IT assistance, providing basic technical support for software and hardware issues. This role is ...

TEKsystems

Helpdesk Support Specialist

Chicago, IL · Hybrid

$18 - $20/hr

Skills Help desk support, Help desk, Troubleshooting Top Skills Details Help desk support,Help desk ... Experience Level Entry Level Job Type & Location This is a Contract to Hire position based out of ...

New

TEKsystems

Helpdesk Support Specialist

Chicago, IL · Hybrid

$18 - $20/hr

Skills Help desk support, Help desk, Troubleshooting Top Skills Details Help desk support,Help desk ... Experience Level Entry Level Job Type & Location This is a Contract to Hire position based out of ...

New

Clarity Partners LLC

Help Desk Analyst

Chicago, IL · On-site

$50K - $60K/yr

Clarity Partners is seeking a Help Desk Analyst II local to Chicago, IL to support a large client of ours. In this position, you will serve as a first point of contact for end users, resolving and ...

Clarity Partners LLC

Help Desk Analyst

Chicago, IL · On-site

$50K - $60K/yr

Clarity Partners is seeking a Help Desk Analyst II local to Chicago, IL to support a large client of ours. In this position, you will serve as a first point of contact for end users, resolving and ...

Next Step Systems

Help Desk Analyst

Chicago, IL · On-site

$21 - $28.75/hr

Help Desk Analyst, Chicago, IL The Help Desk Analyst is primarily responsible for first-line support to firm users and any guests to the office. This position works hard to give the best user ...

HARRIS & HARRIS LTD

Help Desk Analyst

Chicago, IL · On-site

$40K - $55K/yr

Help Desk Analyst The Help Desk Analyst will work with the network and help desk team to provide daily computer, network, and telecom support to the organization. Location: must be on-site at our ...

Robert Half

Help Desk Technician

Inverness, IL · On-site

$18.62 - $21.25/hr

We are looking for a Help Desk Technician to provide hands-on technical support in a primarily Windows-based environment for a small user group in Illinois. This contract opportunity with permanent ...

Tusker

Help Desk Specialist

Downers Grove, IL · On-site

$40K - $45K/yr

We are seeking a Help Desk Specialist to be the front-line support position dedicated to the quick response, diagnosis, and resolution of customer issues. This position will utilize a variety of ...

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Entry Level Help Desk Support information

See Chicago, IL salary details

$10

$21

$34

How much do entry level help desk support jobs pay per hour?

As of Sep 1, 2026, the average hourly pay for entry level help desk support in Chicago, IL is $21.47, according to ZipRecruiter salary data. Most workers in this role earn between $18.08 and $23.75 per hour, depending on experience, location, and employer.

What is an entry level help desk support?

Entry Level Help Desk Support roles are positions in IT departments where individuals provide first-line technical assistance to users experiencing computer or software issues. These professionals help troubleshoot problems, answer questions, and sometimes escalate more complex issues to higher-level support. They often work via phone, email, or chat, and are essential for maintaining smooth technology operations in organizations. This is a common starting point for pursuing a career in information technology.

What are the key skills and qualifications needed to thrive as an entry level help desk support?

To thrive as an Entry Level Help Desk Support, you need a solid understanding of basic computer systems, troubleshooting techniques, and often a relevant associate degree or technical certification such as CompTIA A+. Familiarity with ticketing systems, remote desktop tools, and common operating systems like Windows and macOS is typically required. Strong communication, patience, and problem-solving skills set standout candidates apart in this customer-facing role. These skills and qualifications ensure efficient resolution of technical issues, positive user experiences, and reliable IT support within organizations.

What are some common challenges faced by entry level help desk support professionals, and how can they be managed?

Entry level help desk support professionals often encounter challenges such as handling a high volume of support tickets, troubleshooting unfamiliar technical issues, and communicating effectively with users who have varying levels of technical knowledge. To manage these challenges, it's important to prioritize tasks, make use of internal knowledge bases and resources, and develop strong interpersonal skills. Regular feedback from more experienced team members and ongoing training can also help new help desk professionals build confidence and improve their problem-solving abilities.

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

AspectEntry Level Help Desk SupportTechnical Support Specialist
Required CertificationsCompTIA A+ often preferredCompTIA A+ or Network+ common
Work EnvironmentHelp desk, call centers, on-site supportCustomer sites, remote support, call centers
Industry UsageIT, tech companies, small businessesIT, telecommunications, software firms
Common Search IntentEntry level support roles, troubleshooting basicsTechnical troubleshooting, advanced support tasks

Entry Level Help Desk Support typically involves basic troubleshooting, customer service, and hardware/software support in help desk environments. Technical Support Specialist roles often require more technical knowledge and may involve resolving more complex issues. Both roles share certifications like CompTIA A+ and are common in IT industries, but the Technical Support Specialist usually handles more advanced problems.

What are popular job titles related to Entry Level Help Desk Support jobs in Chicago, IL?

For Entry Level Help Desk Support jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Entry Level Help Desk Support jobs in Chicago, IL look for?

The top searched job categories for Entry Level Help Desk Support jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Entry Level Help Desk Support jobs?

Cities near Chicago, IL with the most Entry Level Help Desk Support job openings:

Entry Level Help Desk Support jobs near you
Infographic showing various Entry Level Help Desk Support job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, 5% Contract, and 1% Nights. Highlights an 87% Physical, 3% Hybrid, and 10% Remote job distribution, with an average salary of $44,663 per year, or $21.5 per hour.

Help Desk Support Specialist

Chicago, IL • On-site

Middleground It
See more jobs at Middleground Itexternal

Full-time

Re-posted 14 days ago

Job description

We are a small and rapidly growing IT Managed Service Provider located in the Loop. We provide outsourced IT services to clients in the Chicago area, including industries such as Healthcare, Legal, Financial, Manufacturing, Federal Government, and many more. We are very fast paced and this position requires quick thinking and a "can do" attitude. We are looking for an eager, hungry, and motivated individual for full time salaried employment who is willing to work hard and be a team player.
In this help desk support specialist opportunity, the ideal candidate will be responsible for providing Windows based technical support to end-users on a variety of issues under the guidance of senior engineers. Most technical support will be either from our office or on-site at client locations in the Chicago area. This support will involve responding to telephone calls and e-mails and then identifying, researching, and resolving technical problems with Microsoft Windows related software and PC Hardware.
This role will provide help desk coverage for 40 hours a week, with occasional after hours or weekend scheduled work and upgrades.
The duties of the Help Desk Support Specialist position include, but are not limited to the following:
-Provide local and telephone technical support to over 1000 end users
-Utilize the Connectwise ticketing system
-Deploy computers and peripherals (computers, monitors, printers, etc.)
-Install software packages on PC's and Laptops
-Upgrade hardware on PC's & Laptops
-Troubleshoot software applications
-Create and maintain detailed documentation in our software (instruction guides, policies, procedures)
-Manage document library and inventory of assets
-Support senior engineers
Qualifications:
-Preferred Bachelors or Associates degree/or equivalent experience
Physical Requirements:
-Ability to lift and carry up to 75 lbs
Required Skills:
-1 year Experience with Microsoft Windows 7/8/10
-1 year Experience with Microsoft Office 2010/2013 (Specifically MS Outlook, Word & Excel)
-1 year Experience with setting up, configuring & troubleshooting PC & Laptop Hardware
-Knowledge of basic Microsoft Windows Server 2008/2012
-Knowledge of basic TCP/IP Networking
-Knowledge of Office365
-Knowledge of ticketing systems (Connectwise a huge plus)
-Troubleshooting experience with Printers/Scanners
-Understanding of Internet applications IE, Firefox, HTML and Internet protocols
-Reliable, enthusiastic individual with great phone etiquette
-Professional appearance and behavior, including punctuality
-Excellent written and oral communication skills
-Hungry desire to succeed and vastly improve IT skills
-Ability to work unsupervised and make good use of free time when no help desk is needed
Preferred Skills:
-Apple Mac OSX experience a plus
-4-year degree in IT/CS a plus
Compensation:
You will learn an immense number of things at our company. You will be trained on the latest and greatest technologies and be exposed to many new challenges.
Your skills will be tested. Background will be checked. Drug testing may be requested.
Please send your resume and contact information, and one recent IT project you completed. Failure to follow directions will result in the deletion of your email.
This will be a W2 salary position.
Passionate and forward thinking group of IT professionals
EOE
Ideal candidate will live close to the downtown Chicago
Please, no recruiters.
**posting will be deleted only once the position has been filed. if posting still up, job still available**

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