Flexible Schedule Jobs in Chicago, IL

34,503 open positions · Updated daily

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

PR and Influence Manager

Company: Mars

Location: Chicago, IL

Posted Aug 18, 2025

Discuss contracts with influencers and agents to ensure we are paying a fair price, benchmarked against previous campaigns for consistency.

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…

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…

Registered Nurse

Company: Howard Brown Health

Location: Chicago, IL

Posted Aug 18, 2025

Nursing degree (BSN or Associates) PLUS current Illinois nursing license required; 1 to 2 years of experience in a hospital or outpatient setting is preferred.

Patient Entry Team Member

Company: Chicago Cosmetic Surgery and Dermatology

Location: Chicago, IL

Posted Aug 18, 2025

Scans driver's license/photo identification and both sides of insurance card(s), verify current information on file is accurate and up-to-date.

Drain Cleaner

Company: All City Environmental Services

Location: Chicago, IL

Posted Aug 18, 2025

Valid driver’s license with a clean driving record. This hands-on role uses tools like hydro jetters, mechanical drain cleaners, and video inspection equipment…

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.

Unarmed Security Officer ( North/West Suburbs)

Company: American Public Defense Inc.

Location: Chicago, IL

Posted Aug 17, 2025

Valid driver's license/state ID. Logging in vendors and visitors. Maintain safety and security of property. Complete daily logs and incident reports.

Senior Tax Associate IN OFFICE

Company: River East Tax and Accounting Services Inc

Location: Chicago, IL

Posted Aug 17, 2025

Identify and implement tax planning strategies to minimize clients’ tax liabilities. Analyze financial data to determine the appropriate tax treatment of…

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 for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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