Flexible Work Schedule Jobs in Chicago, IL

75,597 open positions · Updated daily

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.

Digital Marketing Acquisition Manager

Company: KeyBank National Association

Location: Chicago, IL

Posted Apr 09, 2025

Set affiliate marketing strategy for checking and credit cards. Coordinate creative and landing page updates, and providing input on design and strategy.

Electrical and Instrumentation Technician

Company: Alsip MiniMill, LLC

Location: Alsip, IL

Posted Apr 04, 2025

Demonstrated competence in heavy industrial continuous-process environment (i.e., oil refinery, chemical plant, power plant, etc.). Life/ADD, STD/LTD Insurance.

HVAC Service Tech

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Diagnose, troubleshoot, and repair HVAC systems, including forced air and…

General Laborer

Company: Infinity Remodeling

Location: Lombard, IL

Posted Apr 07, 2025

We specialize in residential remodeling (kitchens, basements) and light commercial remodeling— including interior framing, tiling, light electrical, light…

UACL LOOKING FOR VAN LOCAL & REGIONAL OWNER OPERATOR

Company: UACL Logistics, LLC

Location: Chicago, IL

Posted Apr 04, 2025

6 Months free trailer rental. \*\* UACL LOOKING FOR VAN OWNER OPERATORS\*\**. Route is going from Chicago, IL to OH, OK, MI, LA. What it takes to join our team:

CDL A Independent Contractor

Company: IMC Logistics

Location: Oak Lawn, IL

Posted Apr 10, 2025

Refer your friends to IMC Logistics and get paid! At IMC Logistics, we encourage our CDL-A Independent Contractors to work hard while also making time for their…

Journeyman Plumber

Company: Renuity

Location: Bensenville, IL

Posted Apr 08, 2025

Previous technical and trade experience (5+ years). Current and valid Journeyman Plumbing License in Posted State is required. Competitive Pay: $55-60/hr.

Plumber - Residential

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Ability to troubleshoot, repair, and collect payment.

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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