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.

Information Security Analyst (Hybrid, Greater Chicago Area)

Company: Byline Bank.

Location: Chicago, IL

Posted Aug 13, 2025

Participates in risk assessments to identify and assess security risks of new, existing, or proposed infrastructure.

Sales Engineer (Healthcare)

Company: Gong.io Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Customer facing experience in a sales engineering role (pre-sales) or a combination of sales engineering and other relevant work experience (ie: Sales…

Marketing Manager

Company: Confidential

Location: Chicago, IL

Posted Aug 13, 2025

Education: Bachelor's degree in Marketing or a related field, MBA or masters within the applicable field or tenor experience preferred.

Residential High Rise Association - Helper A Janitor & Maintenance (Uptown)

Company: The Building Group

Location: Chicago, IL

Posted Aug 13, 2025

To perform repairs to common areas including HVAC, plumbing, electrical, and carpentry components, and other items as required. Ability to lift 50 lbs.

Banquet Chef

Company: Rivers Casino Des Plaines

Location: Des Plaines, IL

Posted Aug 13, 2025

Ensures that all guests are treated in a prompt, professional and courteous manner. Accredited degree or certification in culinary arts, hospitality, or…

Graphic Designer

Company: FISHER PRINTING

Location: Bridgeview, IL

Posted Aug 13, 2025

Candidate will work with our database to locate and import graphic and text files. Fisher Printing designs ads and signage for retailers nationwide that are…

Janitor / Laborer for Retirement Facility

Company: Retirement & Assisted Living Facility

Location: Northlake, IL

Posted Aug 13, 2025

Duties will include but not limited to: Prepare rooms for new move-ins; Patch dry wall & painting of various parts in building; Pull and install carpet and…

Armed Security Officer 1st, 2nd & 3rd Shifts

Company: Advanced Security Solutions Inc.

Location: Skokie, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Customer Care Coordinator

Company: Residential Real Estate Council

Location: Chicago, IL

Posted Aug 13, 2025

Engage in member recruitment and retention efforts, including proactive outreach via phone calls, emails and social media. Become part of our dynamic team...

Welder

Company: Sureway Group, Inc.

Location: Franklin Park, IL

Posted Aug 13, 2025

Ability to read and interpret technical drawings and specifications. The Welder will work with different materials and tools, contributing to the production of…

Bilingual Customer Service (Haitian Creole/English) – Call Center

Company: American Freedom Insurance Company

Location: Mount Prospect, IL

Posted Aug 13, 2025

*Career Development:* Paid training, ergonomic workstations, and state licensing reimbursement, professional development with advancement opportunities.

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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