Flexible Work Schedule Jobs in Chicago, IL

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Looking for Flexible Work Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Schedule position in the Chicago, IL area.

Laborer I

Company: Norridge Park District

Location: Norridge, IL

Posted May 09, 2025

4 years’ relevant experience in street repair, construction, maintenance (general and/or park related) or related field. A high school diploma or higher.

Security Identity Analyst

Company: HUB International

Location: Chicago, IL

Posted May 12, 2025

Contribute with analysis, governance, role mining, and certification operations related to identity management. Willingness to travel up to 10% of working time.

Receptionists Concierge and Customer Service

Company: Loyola University Health System

Location: Maywood, IL

Posted May 11, 2025

This role involves answering inquiries, directing or escorting individuals throughout the hospital, and assisting with physical needs such as wheelchair support…

Sr. Manager Partner Marketing

Company: Ursus, Inc.

Location: Chicago, IL

Posted May 13, 2025

8+ years global partner marketing experience in the B2B tech sector driving partner marketing pipeline and supporting revenue growth.

HVAC Service Technician

Company: EMCOR Services Team Mechanical, Inc.

Location: Chicago, IL

Posted May 12, 2025

Attend promptly to service calls dispatched through Service and at times direct from customer. Each employee has a responsibility for their own safety, the…

Senior Manager Audit

Company: LKQ Corporation

Location: Chicago, IL

Posted May 12, 2025

Develop, plan and manage the delivery of reports to the Leadership Team and the Audit Committee providing an independent assessment of the efficiency and…

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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