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.

Information Security Analyst (Hybrid, Greater Chicago Area)

Company: Byline Bank.

Location: Chicago, IL

Posted Aug 13, 2025

Participates in risk assessments to identify and assess security risks of new, existing, or proposed infrastructure.

Men's Locker Room Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 13, 2025

The Men's Locker Room Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while providing…

Anthropologie Sales Associate

Company: Anthropologie

Location: Chicago, IL

Posted Aug 13, 2025

A Sales Associate contributes to driving sales through providing a genuine and unique experience to each customer.

ETL Analyst/Data Scientist

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 13, 2025

Working with both internal and external stakeholders, the ETL Analyst/Data Scientist will design and deliver data models, data structures, and informatics…

Residential High Rise Association - Helper A Janitor & Maintenance (Uptown)

Company: The Building Group

Location: Chicago, IL

Posted Aug 13, 2025

To perform repairs to common areas including HVAC, plumbing, electrical, and carpentry components, and other items as required. Ability to lift 50 lbs.

Pre/Post-Op Clinical Nurse

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 13, 2025

Current State of Illinois, Registered Professional Nurse license. Advances clinical expertise, as demonstrated through pursuit of informal and formal continuing…

Traditional Media Buyer

Company: Lucas James Talent Partners

Location: Chicago, IL

Posted Aug 13, 2025

Partner with planning and strategy teams to develop cross-media strategies that align with client KPIs. Strong negotiation skills backed by data analysis.

Information Security Risk Analyst - Intermediate

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 13, 2025

Enhance the organization’s cybersecurity awareness and training efforts by communicating risk insights to technical and non-technical audiences.

Project Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 13, 2025

Helps develop, design and conduct research projects according to plan. 2-5 years of experience with research project management, preferably in the field of…

Insulation Technician - Contractor

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Aug 13, 2025

Reliable transportation and valid driver's license. Operate and maintain insulation equipment and tools. Familiarity with tools and machinery used in insulation…

CDL A Yard Jockey

Company: Bulkmatic LLC

Location: Summit, IL

Posted Aug 13, 2025

Frequent bending stooping and climbing to inspect tractor and trailer per DOT regulations. Ability to drive a tractor-trailer around the yard.

5th Grade General Education Teacher

Company: Yeshivas Tiferes Tzvi

Location: Chicago, IL

Posted Aug 13, 2025

Regularly assess student progress through formative and summative assessments. Communicate with parents/guardians on student progress and any concerns.

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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