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.

hospital part time full time

Travel Interventional Radiology Technologist - $2,938 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com
hospital part time full time

Travel Radiology Technologist - $2,053 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Feb 16, 2025

View Details Apply on healthecareers.com

Backend Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

View Details Apply on SimplyHired

Pharmacist-Drug Diversion Surveillance Analyst, Full-time Days

Company: Northwestern Medicine

Location: Chicago, IL

Posted Feb 20, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. We offer a wide range of benefits that provide employees with tools and…

View Details Apply on SimplyHired
hospital travel

Travel Registered Respiratory Therapist - $2,065 per week

Company: Ann & Robert H. Lurie Childrens Hospital of Chicago

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com

AI Training Physics - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 2025

You can work on your own schedule. You will measure the progress of these AI chatbots, evaluate their logic, and solve problems to improve the quality of each…

View Details Apply on SimplyHired
relocation assistance staffing agency contract

Travel Surgical Technologist - $2,021 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Feb 16, 2025

View Details Apply on healthecareers.com

Senior Director, Insurance Institutional Sales

Company: The Federal Home Loan Bank of Chicago

Location: Chicago, IL

Posted Feb 18, 2025

Drive Business Growth: By developing and executing strategic account plans, you’ll directly contribute to meeting sales objectives and driving significant…

View Details Apply on SimplyHired
hospital part time full time

Travel Echo Technologist - $933 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com
locum travel 401(k)

Travel Nurse RN - Long Term Acute Care - $2,264 per week

Company: Solomon Page

Location: Chicago, Illinois

Posted Feb 16, 2025

View Details Apply on healthecareers.com
escape the endless cycle of crippling debt forwardthinking rapidly growing organization reimagining our technology platform

Lead Software Engineer in Test

Company: Beyond Finance

Location: Chicago, IL

Posted Feb 25, 2025

Beyond Finance is a rapidly growing financial technology company committed to helping individuals escape debt. They are seeking a Lead Software Development Engineer in Test to join their team. The role involves working closely with the team to verify software quality, planning and building automation, and mentoring other team members. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career development.

View Details Apply on BuiltIn

Registered Nurse

Company: DAVITA

Location: Chicago, IL

Posted Feb 19, 2025

Comprehensive benefits: medical, dental, vision, 401k, paid time off, PTO cash out, DaVita-negotiated discounts on hundreds of items from your cell phone plan…

View Details Apply on SimplyHired

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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