Flexible Work Hours Jobs in Chicago, IL

76,450 open positions · Updated daily

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

Piano Teacher (In-Home) - Full Health Benefits

Company: Piano Power

Location: Evanston, IL

Posted Aug 18, 2025

*You set your own teaching days and hours*, as long as you have at least two days a week to teach, you can make this a part-time or a full-time job.

Principal Solution Architect - Data & Cloud Engineering

Company: Constellation Energy

Location: Chicago, IL

Posted Aug 18, 2025

Communicate data strategies and complex technical concepts clearly to both technical and non-technical stakeholders, fostering cross-functional collaboration…

On Call Hospice RN

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Aug 18, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

Accounting Supervisor - Chicago IL, Loop

Company: Savant Wealth Management

Location: Chicago, IL

Posted Aug 18, 2025

*Lead with purpose:* Coach, develop, and empower a team of accountants, setting clear goals and aligning their efforts to Savant’s mission and strategic…

HVAC Field Supervisor/Turnover Technician

Company: Leslie Heating & Cooling

Location: Lombard, IL

Posted Aug 18, 2025

We need one (2) HVAC FIELD SUPERVISORS/TURNOVER Service Techs to help develop the growth of young talent and assist in generating leads for our sales department…

Class A CDL Owner Operator

Company: Trucking Edge

Location: Chicago, IL

Posted Aug 18, 2025

Earn 75% of line haul utilizing own trailer. 100% of billed fuel surcharge along with 100% of accessorials. Earn 70% of line haul revenue.

Private Equity Tech Sales - Founding Team Member for AI Startup

Company: Nestbox AI

Location: Chicago, IL

Posted Aug 18, 2025

*Founder-Level Impact:* You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for PE, and have…

Senior Manager - Global Payment Network Information Security Office (ISO) Consultant

Company: Capital One

Location: Chicago, IL

Posted Aug 18, 2025

Collaborating with enterprise cyber teams and tech architects in defining and driving the cyber architecture strategy and guiding principles for the…

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Mount Prospect, IL

Posted Aug 18, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

Senior Manager - Global Payment Network Information Security Office (ISO) Consultant

Company: Capital One

Location: Chicago, IL

Posted Aug 18, 2025

Collaborating with enterprise cyber teams and tech architects in defining and driving the cyber architecture strategy and guiding principles for the…

Customer Experience Supervisor

Company: TJ Maxx

Location: Oak Brook, IL

Posted Aug 17, 2025

Benefits include: Associate discount; EAP; smoking cessation; bereavement; 401(k) Associate contributions; child care & cell phone discounts; pet & legal…

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

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