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.

CNC Eurotech Operator 2 Years of Experience

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Jul 31, 2025

Loud manufacturing floor with moving mechanical parts. Ability to read mechanical drawings and interpret work orders. High school diploma or GED preferred.

Substitute Teacher

Company: Swing Education

Location: Evanston, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Extruder Machine Operator/Helper - 1st Shift

Company: PAXXUS

Location: Addison, IL

Posted Jul 31, 2025

Experience operating extrusion equipment in a manufacturing facility. Ability to read user manuals and complete documentation in English.

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Construction Project Manager - Healthcare

Company: Hatched Recruitment Group

Location: Chicago, IL

Posted Jul 31, 2025

Bachelor's degree in Construction Management, Architecture, Engineering, or a related field. Engage in value engineering to identify savings while maintaining…

Customer Service Representative (CSR)

Company: Perillo Collision

Location: Chicago, IL

Posted Jul 31, 2025

Process repair orders, insurance claims, and payments, ensuring accuracy and compliance with procedures. Maintain accurate records of customer interactions and…

Part Time Custodian

Company: ServiceMaster Commercial Cleaning Solutions

Location: Chicago, IL

Posted Jul 31, 2025

Reliable Transportation and a valid Driver’s License. Clean all common space areas including kitchen, lobby and break rooms to ServiceMaster specifications.

Janitorial Support Team / Floater - Night

Company: Bee Line Support, Inc.

Location: Chicago, IL

Posted Jul 31, 2025

As Bee Line’s front-line cleaning defense, you will perform general cleaning duties, such as cleaning floors, vacuuming rugs, washing walls and glass, and…

Second Shift Machine Operator (Print Industry)

Company: GotWorX Staffing, Inc.

Location: Burr Ridge, IL

Posted Jul 31, 2025

Identify, report and fix mechanical issues. Technical experience operating inserting or similar mechanical systems a must. Pre-employment drug test, background.

Sous Chef

Company: Hornblower

Location: Chicago, IL

Posted Aug 01, 2025

Additionally, as a federal, state, and local contractor, Hornblower complies with government regulations, including affirmative action responsibilities for…

Data Analyst Supporting the FBI

Company: FSA Federal

Location: Chicago, IL

Posted Jul 31, 2025

FSA’s employment practices are based on an individual’s capabilities and qualifications without regard to race, color, religion, sex (including transgender…

Castline Operator - Machine Operator

Company: Intertape Polymer Group (IPG)

Location: Chicago, IL

Posted Jul 31, 2025

Maintains equipment through the completion of assigned preventative maintenance tasks and minor repair techniques as required. Ability to lift 50 pounds.

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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