Flexible Work Schedule Jobs in Chicago, IL

75,610 open positions · Updated daily

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

Operations Supervisor - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 24, 2025

The role of a Supervisor in a Distribution Center involves managing day-to-day operations, ensuring inventory integrity, aligning with business partners, and maintaining a safe work environment. Key responsibilities include managing workflow, developing accuracy standards, ensuring dynamic staffing, and leading direct reports to achieve unit goals. The ideal candidate should have prior experience managing teams in a distribution warehouse, strong interpersonal communication skills, and a flexible work schedule. Preferred skills include experience with Operations and Operational Support Systems, automated MHE, and SQL.

Community Health Worker - Must live in Peoria, Knox, Fulton Counties, IL

Company: CVS Health

Location: Cary, IL

Posted Jan 24, 2025

CVS Health is seeking Community Health Care Workers (CHW) to serve as a bridge between members and healthcare providers in Peoria, Knox, and Fulton Counties, IL. The role involves conducting home visits, educating healthcare professionals, building relationships, and assisting with care plan implementation. Candidates should have 3-5 years of community experience, reliable transportation, and preferably clinical services experience. The pay range is $18.50 - $38.82, with benefits including medical, dental, vision, 401(k), and more.

Lead Data Engineer (AWS, Azure, GCP)

Company: CapTech

Location: Chicago, IL / Remote

Posted Jan 24, 2025

Commissary Supervisor

Company: Aramark

Location: Rockford, IL

Posted Jan 24, 2025

The Commissary Supervisor at Winnebago County Commissary, under the direction of the Commissary Manager, is responsible for coordinating commissary operations at the jail. Key duties include supervising receiving, tagging, pricing, and storing of incoming merchandise, assigning tasks to staff, and maintaining high customer service standards. The role involves cashiering, coordinating special projects, and training new hires. Aramark offers competitive compensation ranging from $18.00 to $24.00 per hour, along with comprehensive benefits including medical, dental, vision, retirement savings plans, and paid days off. Qualifications include two years of relevant experience and a high school diploma or equivalent.

Retail Sales Associate - 3416 N Southport

Company: Gap Inc.

Location: Chicago, IL

Posted Jan 24, 2025

Gap, an iconic American brand, seeks a Brand Associate to provide excellent customer service, educate customers about loyalty programs, and drive sales through suggestive selling. The role involves maintaining a clean work environment, handling customer interactions professionally, and executing operational processes efficiently. Gap values communication, customer focus, problem-solving, flexibility, and retail technology skills. Benefits include merchandise discounts, competitive Paid Time Off, volunteer time, extensive 401(k) plan, and health insurance. Gap is committed to diversity and inclusion.

Patient Care Technician

Company: DaVita

Location: Calumet City, IL

Posted Jan 24, 2025

DaVita, an Italian term for 'giving life', is recruiting a Patient Care Technician for an outpatient dialysis center. The role involves direct patient care, technician duties, and building relationships with patients. No dialysis experience is required, and extensive paid training is provided. The position offers career advancement opportunities through DaVita's Clinical Ladders program and tuition assistance for those interested in becoming a DaVita RN. The work is physically demanding, requiring long hours on feet, and flexibility to work various shifts including mornings, evenings, weekends, and holidays.

Operations Supervisor - Overnight

Company: Kohl's

Location: Minooka, IL

Posted Jan 24, 2025

The role of a Supervisor in a Distribution Center involves managing day-to-day operations, ensuring inventory integrity, aligning with business partners, maintaining safety standards, and leading direct reports to achieve unit goals. Required skills include prior experience in managing teams in a distribution warehouse, knowledge of automated distribution systems, strong communication skills, and flexibility in hours. Preferred skills include experience with Operations and Operational Support Systems, automated MHE and SQL experience, and effective verbal and written communication skills. The job offers a competitive pay range and comprehensive benefits including work-life balance, health & wellness, savings & retirement benefits, insurance programs, and support for life events.

Insurance Sales Associate

Company: Comparion Insurance Agency

Location: Orland Park, IL

Posted Jan 24, 2025

Liberty Mutual is hiring an Insurance Sales Associate for their Orland Park, IL office. The role involves working alongside a Comparion Insurance Sales Agent to drive new business sales and customer retention. Key responsibilities include utilizing consultative sales techniques, identifying cross-selling opportunities, and meeting monthly sales goals. The company offers comprehensive benefits, a supportive work environment, and opportunities for professional growth. A state insurance license is required or candidates must be willing to earn one with provided training.

Beauty Team Leader

Company: Target

Location: Villa Park, IL

Posted Jan 24, 2025

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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