Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

Theatrical Head Carpenter

Company: Hubbard Street Dance Chicago

Location: Chicago, IL

Posted Jun 18, 2025

Help supervise crews at both union and non-union venues, leading and participating in truck calls, load-ins, work calls, maintenance calls, technical rehearsals…

Maintenance Mechanic/Electrician

Company: Upper Deck Staffing Pro

Location: Chicago, IL

Posted Jun 20, 2025

Maintain and repair production and facility equipment (mechanical and electrical). Strong troubleshooting skills (electrical & mechanical).

Cybersecurity Risk Analyst

Company: PayPal

Location: Chicago, IL

Posted Jun 19, 2025

Translate technical risks into business terms to promote effective communication and develop and coach teams to be able to identify, manage, and escalate risk.

Finisher Painter

Company: Creative Contractors

Location: Chicago, IL

Posted Jun 18, 2025

Reliable vehicle & valid driver’s license. This role involves working on construction sites, performing both interior and exterior painting tasks.

Sous Chef

Company: LUXBAR

Location: Chicago, IL

Posted Jun 18, 2025

Train and develop kitchen staff; train cooks/kitchen staff in the importance of consistency in preparation and presentation.

Special Education Teacher

Company: Betty Shabazz International Charter Schools

Location: Chicago, IL

Posted Jun 20, 2025

Evidence classroom management practices that fosters respects as well as affirm and inspire students to become self-confident, independent, successful learners,…

Ambulatory Registered Nurse - Allergy/Immunology Clinic

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 20, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification.

Supv Mgr EVS

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jun 20, 2025

12.Assists with managing compliance with the standard universal and disease-specific precautions and the OSHA blood borne pathogen standard; works to comply…

Graphic Designer

Company: Party R Uz

Location: Chicago, IL

Posted Jun 20, 2025

*Valid driver’s license required.*. Proficient with design tools including Adobe Creative Suite and Canva. Deliver excellent customer service by guiding clients…

Registered Nurse, Ambulatory Peds

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 19, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification from the American Heart…

Ob-Gyn Telephone Triage Nurse--RN

Company: Chicago Women's Health Group

Location: Chicago, IL

Posted Jun 19, 2025

This position will be entirely on the phones triaging incoming calls from patients regarding problems, lab results, prescription refills, orders and additional…

Internal Auditor - Staff

Company: Sims Metal

Location: Chicago, IL

Posted Jun 20, 2025

The Internal Auditor will work closely with the Internal Audit Manager to support the design and delivery of the internal audit plan, monitor the timely…

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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