Top Remote IT Jobs in Chicago, IL

15 Days AgoSaved
Remote
Remote Chicago, IL
110K-120K Annually
Senior level
110K-120K Annually
Senior level
Food
Manage and improve cloud-based SaaS IT environment, administer M365 and identity systems, operate and tune security platforms (Arctic Wolf, Zscaler, Okta, Mimecast), monitor alerts and lead incident response, oversee helpdesk (Freshservice), manage vendors, enable users through training and documentation, and apply AI and automation to streamline IT operations.
Top Skills: Arctic WolfChatgptEntra IdExchange OnlineFreshserviceIntuneMicrosoft 365Microsoft CopilotMimecastOktaOnedrivePower BISharepointTeamsZscaler
16 Days AgoSaved
Remote
Remote Chicago, IL
27-36 Hourly
Mid level
27-36 Hourly
Mid level
Healthtech
Provide Tier 1/2 remote IT support, manage corporate IT systems and applications, onboard/offboard employees, patch and maintain laptops via Iru MDM, enforce security controls (MFA/SSO), handle Zoom A/V issues, maintain inventory, and use Jira for ticketing and tracking.
Top Skills: Atlassian ConfluenceAtlassian JiraCisco MerakiCisco UmbrellaCortex CloudGoogle Workspace Enterprise PlusiOSIru MdmJira TicketingmacOSMfaMicrosoft O365WindowsOkta SsoPalo Alto Networks StratacloudSsoVpnZoom
17 Days AgoSaved
Remote or Hybrid
Remote Chicago, IL
75K-90K Hourly
Junior
75K-90K Hourly
Junior
Security • Cybersecurity
Provide hands-on IT support for North America users and global onboarding: manage device procurement, provisioning (Intune, Apple Business Manager), mailbox and identity administration (Microsoft 365/Exchange, HiBob), ticket resolution within SLAs, shipping/logistics, offboarding, and light infrastructure and automation support.
Top Skills: Admin By RequestApple Business ManagerChatgptClaudeClaude CodeCodexExchangeHibobmacOSMfaMicrosoft 365Microsoft CopilotMicrosoft IntuneProofpointVcenterVm ProvisioningVMwareVpnWindowsZendesk
17 Days AgoSaved
Remote or Hybrid
Remote Chicago, IL
75K-90K Annually
Junior
75K-90K Annually
Junior
Security • Cybersecurity
Provide hands-on IT support for North America users and global onboarding/offboarding: manage device procurement, enrollment (Intune/Apple Business Manager), Microsoft 365/Exchange account lifecycle, ticket resolution within SLAs, logistics, vendor/finance coordination, identity/HRIS sync troubleshooting, email security actions, and basic virtualization/infrastructure support.
Top Skills: Admin By RequestApple Business ManagerChatgptClaudeClaude CodeCodexExchangeHibobItsmMfaMicrosoft 365Microsoft CopilotMicrosoft IntuneProofpointVcenterVm ProvisioningVMwareVpnZendesk
17 Days AgoSaved
Remote
Remote Chicago, IL
Junior
Junior
Information Technology • Consulting
Provide Tier 1 remote service desk support on Mondays: answer inbound calls and tickets, troubleshoot hardware/software/network/access issues, document incidents in a ticketing system, identify root causes, and escalate unresolved incidents to higher-tier teams.
Top Skills: ItsmLanmacOSServicenowTicketing SystemsVpnWi-FiWindows
Reposted 18 Days AgoSaved
Remote
Remote Chicago, IL
104K-150K Annually
Senior level
104K-150K Annually
Senior level
Artificial Intelligence • Healthtech • Software
Serve as first-line IT support for hardware, software, networking, and enterprise applications. Triage and resolve support tickets, manage onboarding/offboarding, administer Okta and endpoint management (Intune, Jamf), maintain device health and access controls, collaborate with Security and Engineering, document processes, and improve support workflows to ensure a secure, compliant, and user-friendly hybrid work environment.
Top Skills: Infrastructure As CodeIntuneJAMFmacOSOktaSaaSWindows
Reposted 18 Days AgoSaved
Remote
Remote Chicago, IL
75K-100K Hourly
Mid level
75K-100K Hourly
Mid level
Insurance • Financial Services
Lead and scale day-to-day IT support for a fully remote workforce. Supervise helpdesk staff, manage ticket queues and SLAs, act as Tier 2/3 escalation, administer Google Workspace and endpoints (Windows/macOS), support SaaS apps and MDM, improve workflows and documentation, and onboard/offboard employees.
Top Skills: DhcpDnsFreshserviceGoogle WorkspaceIntuneJAMFJIRAmacOSMdmServicenowVpnWindows
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18 Days AgoSaved
Remote
Remote Chicago, IL
Entry level
Entry level
Edtech • Healthtech
Provide day-to-day IT support and maintenance across the college: manage help desk tickets, troubleshoot and resolve technical issues, create training materials, assist with audits/backups and enforce IT policy, communicate status to stakeholders, and collaborate cross-functionally to ensure end-user satisfaction.
18 Days AgoSaved
Remote
Remote Chicago, IL
Mid level
Mid level
Edtech • Healthtech
Provide end-user support and Help Desk ticketing across the college: troubleshoot and resolve technical issues, deliver training and guidance, maintain systems, assist with audits/backups and enforce IT policy, communicate status to stakeholders, and collaborate across functions to ensure consistent operations and customer satisfaction.
20 Days AgoSaved
Remote
Remote Chicago, IL
80K-100K Annually
Junior
80K-100K Annually
Junior
Real Estate • Software
Serve as first contact for helpdesk tickets, resolve Tier 1/2 issues across macOS/Windows, manage onboarding/offboarding and hardware lifecycle, lead IT knowledge management (Confluence/Helpdesk KB) with machine-readable documentation for AI assistants, and perform Tier 2 SaaS administration (Okta, Google Workspace, Slack, Atlassian, Intune, Freshservice).
Top Skills: Atlassian (JiraBashChatgptClaudeConfluence)CopilotFreshserviceGeminiGoogle WorkspaceIru (Mdm)macOSMicrosoft IntuneOkta SsoPowershellPythonServicenowSlack EnterpriseWindowsZendeskZoom
Reposted 23 Days AgoSaved
In-Office or Remote
Remote Chicago, IL
Entry level
Entry level
Software
Provide hands-on IT support for manufacturing and corporate environments: troubleshoot production/test stations, maintain Windows and Linux systems, manage virtualization (VMware/Hyper-V/Azure), networks, monitoring, backups, and automation (PowerShell/Bash). Create documentation and training, work with DB/network/process-control teams, and improve processes through data-driven analysis and quality/safety practices.
Top Skills: Active DirectoryAptAzureBashCertificatesDatadogDhcpDnfDnsEvent LogsFirewallsGroup Policy ObjectsLinux CliMicrosoft Hyper-VNagiosOktaPowershellPrometheusRed Hat Enterprise LinuxRoutingSmbSsl/TlsSubnetsSwitchingTcp/IpUbuntu ServerVmware Vsphere/EsxiVpnWindowsYumZabbix
23 Days AgoSaved
Remote
Remote Chicago, IL
Senior level
Senior level
Information Technology • Mobile • Travel
Remote IT Manager responsible for analyzing, upgrading, and administering IT systems (networks, servers, email, backups), evaluating vendors and technologies, managing projects, tracking inventory, training staff, and providing technical support to improve operational efficiency.
Top Skills: Active DirectoryMicrosoft ExchangeZoho
23 Days AgoSaved
In-Office or Remote
Remote Chicago, IL
Mid level
Mid level
Insurance
Provide 1st–3rd line IT support for US regional employees and executives, manage ServiceNow tickets, troubleshoot Windows, macOS, mobile devices, AV/conference rooms, printers and networks, administer Active Directory, liaise with escalation teams and third parties, and provide on-site support including travel and occasional out-of-hours coverage.
Top Skills: Active DirectoryAndroidApple IosAv SystemsCisco WebexmacOSMicrosoft 365 (O365)Microsoft TeamsMimecastRemote Support ToolsServicenowWhatsappWindows 11Zoom
24 Days AgoSaved
Remote
Remote Chicago, IL
116K-208K Annually
Senior level
116K-208K Annually
Senior level
Big Data • Marketing Tech • Analytics
Lead and manage Level 1-3 Service Desk analysts supporting external clients, oversee daily operations, escalations, SLAs, and reporting. Improve service management, automation, and first-call resolution; partner with Engineering and Incident/Problem/Change Management to resolve production issues. Provide hands-on technical leadership across Splunk, Datadog, MuleSoft, SQL, and ServiceNow while managing client communications and operational metrics.
Top Skills: AICSSDatadogHTMLJavaScriptLinuxMulesoftMySQLPHPSalesforceServicenowShell ScriptingSplunkSQLTableauXML
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