Flexible Work Schedules Jobs in Chicago, IL

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Looking for Flexible Work Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work 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 Trades Specialist II, Electrician

Company: Advocate Aurora Health

Location: Oak Lawn, IL

Posted Jun 18, 2025

Trade/Tech School Trades Certificate or trades or industry recognized certification/license requiring Continuing Education Units or periodic renewal to maintain…

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.

Project Manager

Company: Cherry Talent Group

Location: Chicago, IL

Posted Jun 19, 2025

Comfortable managing both client-facing relationships and internal communication with field staff. Handle bid analysis, RFIs, submittals, change orders, shop…

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.

Commercial HVAC Technician

Company: Longterm Health Management Services

Location: Skokie, IL

Posted Jun 19, 2025

This role requires a strong mechanical aptitude and the ability to work with various HVAC equipment and tools.

Cabinet Maker

Company: New Style Cabinets, Inc.

Location: Chicago, IL

Posted Jun 18, 2025

Ability to use appropriate cutting tools. Reading shop drawings and blueprints. A minimum of 5+ years of experience in high end custom cabinetry IS A MUST (…

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…

Assistant Carpenter

Company: Chicago Theatre Group Inc

Location: Chicago, IL

Posted Jun 18, 2025

Valid driver’s license required. Work all load out, load in and tech note calls as scheduled by the TD staff. Collaborate with TD staff and other shop staff to…

High-End Jewelry/Timepiece Sales Specialist

Company: Burdeen's Jewelry

Location: Chicago, IL

Posted Jun 18, 2025

Consistently develop client relationships and exceed monthly targets through a passion for building your own successful business.

HIS Enterprise Architect

Company: RL Canning

Location: Chicago, IL

Posted Jun 19, 2025

They ensure solutions transition from the current state to target state solutions that achieve business outcomes.

Frequently Asked Questions

What are the typical salary ranges for Flexible Work Schedules roles at different seniority levels?
Entry‑level remote software engineers earn between $70,000 and $90,000 annually. Mid‑level roles (2‑5 years) range from $90,000 to $120,000. Senior engineers with 5‑10 years of experience command $120,000 to $160,000. Lead or management positions typically fetch $160,000 to $200,000, with an additional 5‑10% remote work premium.
Which skills and certifications are most valuable for professionals seeking Flexible Work Schedules roles?
Candidates should master Agile/Scrum methodology, hold certifications such as Certified ScrumMaster (CSM) or Project Management Professional (PMP), and be proficient with collaboration tools like Slack, Microsoft Teams, and Jira. Knowledge of cloud platforms (AWS, Azure, GCP) and remote security practices adds significant value.
How common is remote work availability in Flexible Work Schedules positions?
Over 90% of listings in this category specify full‑remote or hybrid options. Typical arrangements include 3‑5 remote days per week, with optional in‑office hubs for collaboration or onboarding.
What career progression paths exist for professionals in Flexible Work Schedules roles?
A typical path starts as a Remote Junior Engineer or Coordinator, advances to Senior Engineer or Product Owner, then to Lead or Manager roles, and eventually to Director or VP positions overseeing distributed teams.
What industry trends are shaping Flexible Work Schedules?
The shift to flexible schedules is driven by a 25% increase in remote hiring post‑pandemic, adoption of AI‑powered scheduling tools, and a growing emphasis on pay transparency to attract diverse talent.

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