Flexible Work Schedules Jobs in Chicago, IL

74,598 open positions · Updated daily

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.

Maintenance Supervisor

Company: Servitas Management Group, LLC

Location: Chicago, IL

Posted May 27, 2025

During performance of duties, documents and reports items to Management requiring repair or any suspicious or unlawful items around the facility or students,…

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 23, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Registered Nurse RN Home Health

Company: Elara Caring

Location: Chicago, IL

Posted May 23, 2025

Must have a dependable vehicle, valid driver’s license, and current auto insurance in accordance with state laws. 401(K) with employer match.

Senior Project Manager - JOC Projects - Chicago

Company: Michael Page

Location: Chicago, IL

Posted May 28, 2025

Monitor project progress and make necessary adjustments to ensure successful project completion. Maintain accurate project documentation, including project…

Security and Facilities Lead

Company: KITH

Location: Chicago, IL

Posted May 27, 2025

Handles undesired conduct, violations of building policy and civil laws as warranted for the security and safety of guests, employees, patrons, and property.

Metal Stamping Press Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted May 24, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Project Manager

Company: Keller North America, Inc.

Location: Chicago, IL

Posted May 24, 2025

Assembles proposals which includes performing risk assessment, evaluating opportunities to increase profit, estimating, engineering, technical writing, site…

Data Scientist 1

Company: PayPal

Location: Chicago, IL

Posted May 27, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

MDS Assistant / Restorative Nurse

Company: Aperion Care International

Location: Chicago, IL

Posted May 24, 2025

Current Restorative Nurse certification in accordance with state regulations is preferred. Current CPR certification is required.

Security & Safety Officer - Evening Shift

Company: Loyola University Health System

Location: Berwyn, IL

Posted May 27, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

Machine Operator | 3rd Shift

Company: Verstela

Location: Northlake, IL

Posted May 24, 2025

Maintenance & Troubleshooting: Perform routine maintenance on equipment, troubleshoot issues, and assist in basic repairs to minimize downtime.

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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