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Remote Technical Support Jobs in Chicago, IL (NOW HIRING)

Connection

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IT Support Technician

Chicago, IL · Remote

$38 - $40/hr

Provide remote technical support to end users for hardware, software, and connectivity issues. * Troubleshoot and resolve Microsoft 365 (Office 365) issues. * Administer basic user account management ...

DVSport

Replay Technical Support Specialist

Chicago, IL · Remote

$45K - $65K/yr

at DVSport | Chicago, IL / Remote Ever wonder what officials watch so they can efficiently confirm ... The Replay Technical Support Specialist is responsible for supporting, integrating and maintaining ...

Zero Hash

Technical Support Engineer (AMER)

Chicago, IL · On-site +1

About the Job Join zerohash as a Technical Support Engineer and help drive the efficiency of our global value transfer infrastructure. This role is perfect for a detail-oriented professional with a ...

Cyera

Senior Technical Support Engineer

Chicago, IL · On-site +1

$90K - $110K/yr

THE OPPORTUNITY The Senior Technical Support Engineer provides product-focused technical resolution for issues that require deep investigation. This role owns complex troubleshooting within defined ...

Robert Half

(MTR) Support Technician

Downers Grove, IL · Remote

$45 - $60/hr

We are looking for a Contract (MTR) Support Technician to provide hands-on and remote support for ... dependable technical assistance to end users. The position focuses on Microsoft Teams Rooms ...

KEYENCE

Field Application Engineer '27

Chicago, IL · On-site +1

$53K - $80K/yr

Provide on-call, on-site and remote technical support, training, and troubleshooting * Travel extensively (60-100%) across your assigned region-by car or plane-to deliver hands-on solutions * Conduct ...

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All JobsTechnical Support JobsRemote Technical Support JobsRemote Technical Support Jobs in Chicago, IL

Remote Technical Support information

See Chicago, IL salary details

$14

$26

$46

How much do remote technical support jobs pay per hour?

As of Jul 26, 2026, the average hourly pay for remote technical support in Chicago, IL is $26.83, according to ZipRecruiter salary data. Most workers in this role earn between $19.81 and $29.23 per hour, depending on experience, location, and employer.

What is the difference between Remote Technical Support vs Remote Customer Service Representative?

AspectRemote Technical SupportRemote Customer Service Representative
Required SkillsTechnical knowledge, troubleshooting, hardware/software supportCommunication skills, problem-solving, product knowledge
CertificationsCompTIA A+, Network+, or similar technical certificationsCustomer service certifications or training often preferred
Work EnvironmentSupport tickets, remote diagnostics, technical issue resolutionHandling customer inquiries, order processing, general support
Industry UsageIT, tech companies, hardware/software providersRetail, telecom, service industries

Remote Technical Support and Remote Customer Service Representative roles both operate remotely but differ mainly in technical expertise and support focus. Technical Support requires specialized technical skills and certifications to troubleshoot hardware and software issues, while Customer Service focuses on communication and general support. Both roles are vital in customer-facing industries but serve different customer needs.

What is remote technical support?

Remote technical support refers to assistance provided by IT professionals or help desk staff to resolve technical issues without being physically present. Using tools like remote desktop software, chat, email, or phone, specialists can diagnose and fix problems related to software, hardware, or network connectivity. This service is commonly used to support employees, customers, or clients who work from home or at distant locations. Remote technical support improves efficiency, reduces downtime, and often provides faster solutions than in-person visits.

What are the key skills and qualifications needed to thrive as a Remote Technical Support specialist, and why are they important?

To thrive as a Remote Technical Support specialist, you need a solid understanding of troubleshooting hardware and software issues, strong customer service skills, and typically a background in IT or a related field. Familiarity with remote desktop tools, ticketing systems, and certifications like CompTIA A+ are commonly required. Excellent communication, patience, and problem-solving abilities help you effectively assist users and resolve technical problems remotely. These skills ensure efficient support delivery, high customer satisfaction, and smooth operation of IT systems for end users.

What are some common challenges faced by Remote Technical Support professionals, and how can they be managed effectively?

Remote Technical Support professionals often encounter challenges such as troubleshooting issues without physical access to devices, managing multiple support tickets simultaneously, and communicating complex solutions clearly to users with varying technical backgrounds. To manage these challenges effectively, it's important to leverage remote diagnostic tools, maintain strong organizational skills for ticket management, and develop clear, patient communication techniques. Regular training and collaboration with team members can also help in staying updated with new technologies and support practices.
What are the most commonly searched types of Technical Support jobs in Chicago, IL? The most popular types of Technical Support jobs in Chicago, IL are:
What are popular job titles related to Remote Technical Support jobs in Chicago, IL? For Remote Technical Support jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Technical Support jobs in Chicago, IL look for? The top searched job categories for Remote Technical Support jobs in Chicago, IL are:
Remote Technical Support jobs near you
Infographic showing various Remote Technical Support job openings in Chicago, IL as of July 2026, with employment types broken down into 84% Full Time, 7% Part Time, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $55,812 per year, or $26.8 per hour.
IT Support Technician

IT Support Technician

Connection

Chicago, IL • Remote

$38 - $40/hr

Part-time

Medical, Dental, Vision, Life, PTO

Posted 19 days ago

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Job description

Job Title: Part-Time IT Support Technician (Remote)

Location: 100% Remote (U.S.)

Duration: Contract (Up to 12 Months)


Schedule: Part-Time, 20 hours per week. The exact schedule will be determined with the hiring manager, but hours will be worked during standard business hours (approximately 4 hours per day).

Pay Rate: $38–40/hour


Position Overview


We are seeking an experienced IT Support Technician to provide day-to-day technical support for a small, fully remote office environment of approximately 15 employees. This role is ideal for a self-sufficient IT professional who enjoys working directly with end users, troubleshooting technical issues, and delivering exceptional customer service.


As the primary point of contact for desktop support, you will handle a variety of hardware and software issues while partnering with an escalation team for more complex networking and infrastructure-related incidents.

Responsibilities:


  • Provide remote technical support to end users for hardware, software, and connectivity issues.
  • Troubleshoot and resolve Microsoft 365 (Office 365) issues.
  • Administer basic user account management within Active Directory.
  • Support Wi-Fi connectivity, printer troubleshooting, and general desktop support.
  • Diagnose and resolve common PC and peripheral issues.
  • Deliver timely, professional, and customer-focused support while maintaining clear communication with users.
  • Escalate advanced networking, infrastructure, and high-level technical issues to the appropriate support teams.
  • Document support activities and follow established support processes.


Qualifications:


  • 5+ years of hands-on IT support or Help Desk experience.
  • Strong experience supporting Microsoft 365 (Office 365) and Active Directory.
  • Experience troubleshooting Windows operating systems, hardware, printers, Wi-Fi, and common desktop applications.
  • Excellent communication and interpersonal skills with a strong customer service mindset.
  • Ability to work independently in a remote support environment.
  • Strong troubleshooting, organization, and time management skills.


Start Date: Early August

Company Description

Connection, a Fortune 1000 Global Solutions Provider, drives customer growth by calming the confusion of IT, guiding the connection between people and technology. The Connection brand includes Connection® Business Solutions, Connection® Enterprise Solutions, and Connection® Public Sector Solutions, which provide IT solutions and services to SMB, enterprise, and public sector markets. Connection holds hundreds of certifications with top vendors and offers expertise across multiple technology areas, delivering solutions to customers in over 174 countries.