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Weekend Helpdesk Jobs in Chicago, IL (NOW HIRING)

Trilogy

Helpdesk Analyst

Chicago, IL · On-site

$24.38 - $28.04/hr

He/she/they will mentor and coach employees on escalation and troubleshooting procedures; and cross train with the remaining IT team. The Help Desk Analyst may work evening hours, weekends, or ...

Home Instead- Grayslake

Weekend Caregiver

Grayslake, IL · On-site

$13.75 - $17.25/hr

The ideal candidate will be responsible for helping clients with their daily activities, promoting their well-being, and fostering a comfortable and safe environment. Your role will involve building ...

Home Instead

Weekend Caregiver

Grayslake, IL · On-site

$13.75 - $17.25/hr

The ideal candidate will be responsible for helping clients with their daily activities, promoting their well-being, and fostering a comfortable and safe environment. Your role will involve building ...

Home Instead- Grayslake

Weekend Caregiver

Grayslake, IL

$13.75 - $17.25/hr

The ideal candidate will be responsible for helping clients with their daily activities, promoting their well-being, and fostering a comfortable and safe environment. Your role will involve building ...

Home Instead- Grayslake

Weekend Caregiver

Grayslake, IL · On-site

$13.75 - $17.25/hr

The ideal candidate will be responsible for helping clients with their daily activities, promoting their well-being, and fostering a comfortable and safe environment. Your role will involve building ...

Right at Home

Weekend Caregiver

Merrillville, IN · On-site

$15 - $17/hr

At Right at Home, YOU will help improve the quality of life for those we serve. If you are: * compassionate * empathetic * reliable * determined and are * focused on others...than you have found the ...

HCAOA

Weekend Caregiver

Hinsdale, IL · On-site

$14 - $16/hr

Helping family members learn safe care techniques QUALIFICATIONS * Ability to treat clients with dignity and respect * Ability to interpret the client's provided plan of care * Valid driver's license ...

siffron

Helpdesk Analyst

Des Plaines, IL · On-site

$50K - $64K/yr

JOB SUMMARY The Helpdesk Analyst will serve as first point of contact to end users, delivering exceptional technical support, and ensuring positive experience. The Helpdesk Analyst will be ...

Barilla Group

Helpdesk Analyst

Northbrook, IL · On-site

$20.75 - $28.50/hr

Enter tickets in global helpdesk system and follow up as necessary. • All support should be provided in polite and professional manner while providing excellent customer service. • Follow all ...

LeadingIT

Level 1 Helpdesk Technician

Manteno, IL · On-site

$40K - $50K/yr

Handle weekend on-call rotation/coverage Indicators that this will be the role for you: * Proven experience as a help desk technician or other customer support role * Good understanding of computer ...

LeadingIT

Helpdesk Technician - Tier 1

Manteno, IL · On-site

$40K - $50K/yr

Handle weekend on-call rotation/coverage Indicators that this will be the role for you: * Proven experience as a help desk technician or other customer support role * Good understanding of computer ...

Murgado Automotive Group

IT Helpdesk Technician

Chicago, IL · On-site

$55K - $70K/yr

... weekends/holidays) Communicate clearly in English (additional languages a plus) Qualifications 1-4 years of experience in a help desk or IT support role Strong troubleshooting and analytical skills ...

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Weekend Helpdesk information

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How much do weekend helpdesk jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for weekend 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 is a weekend helpdesk?

A Weekend Helpdesk job involves providing IT or customer support outside regular business hours, typically on weekends. Responsibilities may include troubleshooting technical issues, assisting users with account access, and resolving service requests. These roles are common in industries requiring 24/7 support, such as IT services, healthcare, and e-commerce. Strong communication and problem-solving skills are essential for success in this position.

What are the key skills and qualifications needed to thrive in the weekend helpdesk position?

To thrive as a Weekend Helpdesk, you need strong troubleshooting skills, basic IT knowledge, and experience with customer support, commonly backed by a high school diploma or associate degree in a technology-related field. Familiarity with ticketing systems (like Zendesk or ServiceNow), remote desktop tools, and standard office software is highly beneficial. Excellent communication, patience, and the ability to remain calm under pressure are standout soft skills in this role. These abilities are essential for quickly resolving user issues, ensuring customer satisfaction during weekend hours when full support teams may not be available.

What are typical challenges faced by weekend helpdesk staff, and how are they addressed?

Weekend Helpdesk staff often handle technical issues that arise during off-peak times when limited in-person IT resources are available. This requires strong problem-solving abilities and the capacity to work independently, as immediate escalation options may be fewer than during regular business hours. However, most employers provide remote support tools, comprehensive knowledge bases, and clear escalation protocols to help you succeed. The ability to address a wide range of inquiries efficiently not only develops your technical skills but also builds customer service expertise applicable to future roles.

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 are popular job titles related to Weekend Helpdesk jobs in Chicago, IL? For Weekend Helpdesk jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Weekend Helpdesk jobs in Chicago, IL look for? The top searched job categories for Weekend Helpdesk jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Weekend Helpdesk jobs? Cities near Chicago, IL with the most Weekend Helpdesk job openings:
Weekend Helpdesk jobs near you
Infographic showing various Weekend Helpdesk job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 23% Part Time, and 4% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $49,605 per year, or $23.8 per hour.

Helpdesk Analyst

Trilogy

Chicago, IL • On-site

$24.38 - $28.04/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 16 days ago

Job description

Pay Range: $24.38 - 28.04 /Hr.
Schedule: Monday - Friday; 8:00 am - 4:30 pm
Office Locations: 1400 W Greenleaf Ave Chicago, IL 606265250 Old Orchard Rd Skokie, IL 60077
The Help Desk Analyst will provide the first level of customer service problem diagnosis and phone/email support to employees throughout the organization. He/she/they will mentor and coach employees on escalation and troubleshooting procedures; and cross train with the remaining IT team. The Help Desk Analyst may work evening hours, weekends, or holidays as required for projects, coverage, and system upgrades/maintenance. The Help Desk Analyst will have opportunities to develop systems administration skills in Microsoft systems as well as Qualifacts Care logic EHR.
Responsibilities
  • Interpret, analyze, diagnose, document, and resolve first and second level customer service issues related to supported hardware, application/operating systems software, and LANs/WANs
  • Perform local and remote phone and electronic support and incident response to users
  • Troubleshoot desktop applications and configurations; i.e. Windows, Microsoft Office, VPN connectivity, etc. Investigate recurring issues and provide solutions to address root problem.
  • Research support/technical issues through problem tracking system, websites, software manuals, etc. Implement solutions or escalate problems to appropriate parties. Monitor progress until issue is resolved.
  • Work closely with team on server, network management, and deployments. Update team on new support issues.
  • Provide training on software applications and new initiatives to users. Develop, write, and maintain end-user documentation.
  • Interact and collaborate with third-party vendors to manage the resolution of complex client issues.
  • Document calls/resolutions; and identify strategies to improve the call handling and resolution process.
  • Maintain network and PC preventive maintenance to ensure data integrity.
  • Contribute to special projects that will facilitate the growth of the department.
  • Perform other related duties and/or projects as assigned

Qualifications
  • Minimum of 2 years IT troubleshooting/technical experience. Work experience is preferred, a combination of trainings/school and certifications can help supplement work experience.
  • Excellent oral, written, and interpersonal communication skills with a focus on customer service.
  • Solid understanding of Information Technology equipment; i.e. laptops, printers, wireless technology, network equipment, servers, and phone systems.
  • Experience with Azure/Office 365, Intune, MS Teams phone systems, Qualifacts Carelogic.
  • Strong problem-solving and project management skills. Ability to take initiative.
  • Works well under pressure and demonstrates flexibility and sensitivity to changing priorities.
  • Reliable personal vehicle, valid driver's license, and insurance required to travel between multiple Trilogy locations.

Benefits:
  • FREE Virtual Primary Care, Urgent Care, and Mental Health Counseling for ALL Employees
  • PAID Maternity/Paternity leave
  • Medical Insurance (BCBS of IL)
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Long-Term & Short-Term Disability
  • Pet Insurance
  • FSA (Health, Dependent Care, Transit)
  • Telemedicine
  • EAP
  • 403(b) Retirement Plan with Employer Match

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

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