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.

Experienced Fine Jewelry Sales Professional

Company: Sidney Garber

Location: Chicago, IL

Posted May 20, 2025

Manage relationships with established clients, new sales leads and prospects through the use of detailed clienteling and CRM tools.

Plumbing and Sewer Technician

Company: Do Right Rooter Drain Specialists

Location: Bridgeview, IL

Posted May 15, 2025

Valid driver’s license and a good driving record. Collaborate with general contractors, electricians, and other construction professionals.

Registered Nurse (RN)

Company: Team Select Home Care

Location: Oak Brook, IL

Posted May 15, 2025

Maintains a current CPR certification. Working with pediatric/adult patients with g-tube, trach, and/or ventilator. Medical, Dental, and Vision insurance.

Special Education Teacher

Company: The Menta Education Group

Location: Chicago, IL

Posted May 21, 2025

IL PEL (Professional Educator's License; out-of-state applicants will need to apply for IL certification) with LBS1 Certification or Other Teacher Certification…

Full Time Janitor (2 years experience required)

Company: TRC Services, Inc.

Location: Skokie, IL

Posted May 21, 2025

*Reporting:* Report any maintenance or repair needs to the Facilities Manager promptly. The Janitor will be responsible for ensuring that locker rooms, offices,…

Senior Finance Analyst

Company: Expedia Group

Location: Chicago, IL

Posted May 21, 2025

Support, develop, and implement improved processes and controls to enable sustainable, profitable scaling of the PLS business.

Senior Project Manager - Interiors - Chicago

Company: Michael Page

Location: Chicago, IL

Posted May 20, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

RETAIL SALES ASSOCIATE

Company: Ashley

Location: Bolingbrook, IL

Posted May 21, 2025

Maintain a welcoming, professional, visible presence at the front desk; engage with guests, ensuring they are always treated in a cordial, respectful manner…

Mgr Clinical Pharmacy

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 20, 2025

> 6 years practice experience, Pharm.D. with PGY1 and PGY2 training (or equivalent experience), Illinois licensure, and board certification (specialty…

Clinical Analyst

Company: JACKSON PARK HOSPITAL AND MEDICAL CENTER

Location: Chicago, IL

Posted May 16, 2025

Assist in the development and implementation of new digital tools and technologies to improve patient outcomes. Associates Degree Minimum, Bachelors preferred.

Project Manager- Education Projects

Company: Michael Page

Location: Chicago, IL

Posted May 20, 2025

Establish and maintain working professional relationships with the project design team, company field and office personnel, subcontractors, and vendors.

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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