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.

Service Delivery Manager

Company: MGP Inc.

Location: Des Plaines, IL

Posted Aug 20, 2025

The Service Delivery Manager leads technical teams and Centers of Excellence (CoEs), driving innovation, quality, and continuous improvement across all service…

Analyst

Company: Paul Hastings

Location: Chicago, IL

Posted Aug 20, 2025

Able to clearly document and communicate technical information to both technical and non-technical users; and. Understanding of SailPoint and Oka;

Member Services Representative

Company: Rewards Network

Location: Chicago, IL

Posted Aug 20, 2025

Answer and respond to high-volume inbound calls and emails from Rewards Network members daily; assist with account questions and provide information related to…

Security Officer- On Call/Flex

Company: PalAmerican Security

Location: Des Plaines, IL

Posted Aug 20, 2025

As an Unarmed Security Guard, you will play a crucial role in maintaining the safety and security of multiple sites, ensuring a positive atmosphere for…

Sales and Marketing Director

Company: Vantage Senior Care

Location: Lincolnwood, IL

Posted Aug 20, 2025

A. Create and maintain a solid referral base by developing a sustaining relationship with social workers, case managers, and key referral sources.

Mold Machine Operator

Company: S & C Electric Company

Location: Chicago, IL

Posted Aug 20, 2025

You will frequently use hand and power tools such as knives, scrapers, engravers and air-impact tools. Use hand tools like files, hammer, scrapper, air nozzle…

Xfinity Bilingual Retail Sales Associate - South Skokie

Company: Blufox Mobile

Location: Chicago, IL

Posted Aug 20, 2025

Blufox ESOP- Employee Stock Ownership Program (* for select stores) This provides employees and opportunity to own a part of the company they work for as a…

Marketing Team Member

Company: Chicago Telecommunications Sales Firm

Location: Niles, IL

Posted Aug 20, 2025

Generate public excitement and interest in the client and company using strategic communications and retail marketing campaigns.

Maintenance Worker (Plumber)

Company: St. Bernard's Hospital and Health Care Center

Location: Chicago, IL

Posted Aug 20, 2025

Perform plumbing preventative maintenance work and provide corrective plumbing repair work for hospital departments including off-site clinics and medical…

16 Sous Chef

Company: Trump International Hotel and Tower Chicago

Location: Chicago, IL

Posted Aug 20, 2025

Ability to obtain any government required license or certificate. Reports any equipment in need of repair to chef and engineering, for service.

Electrician

Company: Sims Metal

Location: Chicago, IL

Posted Aug 20, 2025

Valid electrician license or certification as required by state or local regulations. Ensures all work complies with federal, state, and local electrical codes,…

Mobile Security Patrol officer

Company: Per Mar Security Services

Location: Oak Brook, IL

Posted Aug 20, 2025

Must have personal own vehicle! . The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

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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