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.

Insurance Agent

Company: COUNTRY Financial

Location: Orland Park, IL

Posted Jan 23, 2025

Custodial Services Worker

Company: Aramark

Location: Galesburg, IL

Posted Jan 23, 2025

Sanitation Supervisor - GFAL - Sanitation

Company: Griffith Foods

Location: Alsip, IL

Posted Jan 23, 2025

Griffith Foods is seeking a Sanitation Supervisor for their Alsip, IL facility. The role involves overseeing all sanitation activities across three shifts, ensuring adherence to safety, quality, and sanitation standards. Key responsibilities include implementing and administering a preventative sanitation program, coordinating cleaning activities, reviewing environmental reports, and participating in audits. The ideal candidate should have a Bachelor's degree or equivalent experience, minimum 5 years of supervisory experience in food manufacturing, and knowledge of food safety and employee safety. They must also be able to work various shifts, travel occasionally, and effectively communicate with diverse groups. The role involves managing a sanitation team, including hiring, training, and addressing complaints, and requires physical abilities such as lifting up to 50 pounds.

MGR SERVICE COMMERCIAL

Company: Rentokil Terminix

Location: Springfield, IL

Posted Jan 23, 2025

Cook

Company: Aramark

Location: Galesburg, IL

Posted Jan 23, 2025

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Marion, IL

Posted Jan 23, 2025

The job involves developing and supporting membership by providing information on benefits, promoting products, processing memberships, and meeting goals. It also includes maintaining facility safety, fulfilling member orders, providing member service, and complying with company policies. The role emphasizes respect for individuals, integrity, customer service, striving for excellence, and teamwork. Benefits include competitive pay, health benefits, financial benefits, paid time off, and other perks like disability coverage, company discounts, and education benefits.

Lead Financial Analyst

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Benefits Customer Service Representative

Company: Addison Group

Location: Schaumburg, IL

Posted Jan 23, 2025

The job posting is for a Full-Time Benefits Customer Service Representative position in Elgin, IL. The company offers a supportive work environment, competitive compensation, and benefits. Perks include free lunch, snacks, and a full cafeteria. The role involves answering client calls, emails, and chats, supporting Fortune 500 companies, and providing accurate benefit information. The job requires 1+ years of professional customer service experience. Benefits include paid training, medical, dental, vision insurance, 401K, and potential for permanent employment.

Teach Abroad in China – NO EXPERIENCE NEEDED

Company: EF Education First

Location: Chicago, IL

Posted Jan 23, 2025

EF is recruiting educators for a year-long English teaching position in China. The role offers personal and professional growth, international experience, and the chance to make a difference in students' lives. EF provides training, competitive salary, and opportunities for career advancement. No prior teaching experience or Chinese language skills are required, just a bachelor's degree and ESL certification.

Unit Controller - GM - Factory Zero

Company: Aramark

Location: Chicago, IL

Posted Jan 23, 2025

Aramark is seeking a Finance Analyst to partner with various finance teams, providing financial support and oversight. The role involves consolidating, analyzing, and reporting financial results, supporting strategic planning processes, and developing ad-hoc financial analyses. The salary range is $75K - $77K. Qualifications include at least 3 years of financial planning & analysis experience, a bachelor's degree in finance, accounting, business, or a related field, strong analytical skills, and proficiency in Excel, Word, and PowerPoint.

Member Frontline Cashier

Company: Walmart

Location: Gurnee, IL

Posted Jan 23, 2025

Sam's Club is seeking friendly, multi-tasking individuals to join their team as Member Frontline Cashier Associates. These associates play a crucial role in member satisfaction by greeting, assisting with purchases, maintaining a clean area, and providing exceptional customer service. The job involves fast-paced environments, especially during peak times, and requires standing for long periods. Rewards include competitive pay, performance-based bonuses, and comprehensive benefits such as health coverage, 401(k), and paid time off. The position also offers opportunities for career growth and development through Live Better U, a company-paid education benefit program.

Frequently Asked Questions

What are typical salary ranges for flexible work schedule roles at different seniority levels?
Entry‑level (0‑2 years) $60k–$80k; Mid‑level (2‑5 years) $80k–$120k; Senior (5‑10 years) $120k–$180k; Lead/Principal (10+ years) $180k–$250k. International remote roles may have adjusted ranges such as $40k–$60k in emerging markets, reflecting local cost of living while maintaining equity.
What key skills and certifications are required for flexible work schedule positions?
Technical: Proficiency in Git, Docker, Kubernetes, and cloud platforms (AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, or Azure Solutions Architect). Agile and project tools: Jira, Confluence, and automated testing frameworks. Soft skills: asynchronous communication, cultural competence, self‑management, and time‑zone coordination. Certifications like Certified Scrum Master (CSM), ITIL Foundation, and PMP are highly regarded for product and project roles.
Is remote work always an option for flexible schedule roles?
Most flexible schedule positions offer 100% remote or hybrid arrangements, with occasional on‑site requirements for quarterly collaboration or training. Companies often specify the percentage of remote work (e.g., 80% remote, 20% on‑site) and provide stipends for home‑office equipment. Applicants can verify the remote policy in the job description or during the interview.
What career progression paths exist within flexible work schedule roles?
Typical paths include: Junior Engineer → Senior Engineer → Tech Lead → Principal Engineer → Engineering Manager; or Product Manager → Senior Product Manager → Director of Product → VP of Product. Lateral moves into architecture, security, or data science are common for professionals seeking broader impact while maintaining flexible arrangements.
What are the current industry trends affecting flexible work schedule jobs?
Key trends: growth of asynchronous communication tools (e.g., Loom, Notion), AI‑driven workflow automation (e.g., GitHub Copilot, ChatGPT for code review), distributed version control at scale, micro‑tasking platforms, flexible sprint lengths, well‑being metrics integration, and digital nomad visas supporting cross‑border talent. Companies are also investing in continuous learning portals and remote‑first hiring practices.

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