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.

Pharmacy Intern

Company: CVS Health

Location: Rockford, IL

Posted Jan 22, 2025

Management Trainee - Skokie, IL

Company: Enterprise Mobility

Location: Skokie, IL

Posted Jan 22, 2025

Enterprise Mobility is currently recruiting for its esteemed Management Training Program, offering a clear career path with numerous opportunities for growth. The compensation is $55,011 annually, with a robust benefits package including health, dental, vision insurance, life insurance, prescription coverage, employee discounts, a 401(k) retirement plan, and educational assistance. The role involves serving as a face of the company, handling customer service, sales, marketing, finance, and operations. The company emphasizes a culture of friendly competition and community engagement. Qualifications include a Bachelors degree, a valid driver's license with a clean driving record, and relevant experience or participation in leadership roles.

SALAD BAR/LEAD CLERK

Company: Kroger

Location: Lake Zurich, IL

Posted Jan 22, 2025

Client Value Executive - Audiences

Company: TransUnion

Location: Chicago, IL

Posted Jan 22, 2025

TransUnion is seeking an experienced professional for a remote role in their Data Marketplace. The ideal candidate will have a BA/BS degree and 5-8 years of experience in account management, preferably in audience data and advertising technology. They should possess strong customer-facing skills, project management abilities, and excellent communication skills. The role involves engagement management, project management, and commercial orientation. The candidate will inspire customer confidence, help customers adopt and scale data solutions, and lead and deliver initiatives. TransUnion offers competitive benefits including flexible time off, health benefits, parental leave, and a 401(k) retirement savings plan. The salary range is $45,200.00 - $70,000.00 annually with potential for commission earnings.

2025 Summer Quality Control Excellence Intern (US)

Company: CSL

Location: Kankakee, IL

Posted Jan 22, 2025

CSL, a leading global biotechnology company, offers a 12-week internship program for students pursuing a Bachelor's degree in Chemistry or Biology. The program provides hands-on experience in innovation and operations, involving tasks like life cycle management of laboratory instrumentation, technical writing, and coordination of instrument activities. CSL is committed to diversity, inclusion, and employee wellbeing, offering comprehensive benefits. The company's mission is to save lives using the latest technologies, with a portfolio of lifesaving medicines and vaccines.

Financial Operations Associate

Company: TMA - The Marketing Arm

Location: Chicago, IL

Posted Jan 22, 2025

TMA, a creative agency, is seeking a Finance Operations Associate for their Chicago office. The role involves managing financial operations for the Army National Guard project, overseeing monthly financial reporting, forecasting, and reconciliations. The associate will serve as the key contact for the Army Operations Team and internal partners, ensuring high-quality work delivery within deadlines. They will also build relationships with counterparts, understand the client's business, and manage budgets, timetables, and workflow. The ideal candidate should have a bachelor's degree in business, finance, or accounting, 2-4 years of financial client services experience, strong organizational and communication skills, and proficiency in Microsoft Office, Advanced Excel, PowerPoint, D365, and Adobe Acrobat.

CUSTOMER SVC/SHIFT LEADER

Company: Kroger

Location: Danville, IL

Posted Jan 22, 2025

STARBUCKS/LEAD BARISTA

Company: Kroger

Location: Chicago, IL

Posted Jan 22, 2025

The job description involves ensuring high service standards in a coffee department, including prompt and quality service, effective marketing, and supervision of staff. Responsibilities also include maintaining stock, adhering to company policies, and demonstrating core values such as respect, honesty, and integrity. The role requires strong communication skills, barista training, and the ability to handle stressful situations professionally. Benefits include comprehensive healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for growth.

(USA) Asset Protection Assoc - Sam's

Company: Walmart

Location: Evanston, IL

Posted Jan 22, 2025

The job involves maintaining facility safety by adhering to safety protocols, conducting safety sweeps, and handling hazardous materials properly. It also includes securing the facility, observing suspicious activities, and executing emergency response procedures. The role emphasizes leadership expectations such as respect for individuals, acting with integrity, serving the customer, and striving for excellence. The company offers competitive pay, various benefits including health, financial, and paid time off benefits, and opportunities for professional development. The position requires the applicant to be at least 18 years old.

Data Driven Software Developer

Company: Leidos

Location: O'Fallon, IL

Posted Jan 22, 2025

The Leidos Digital Modernization Group is seeking a Software Developer with a data background for the Global Management Systems (GMS) Team. The candidate will be responsible for designing and developing software for multiple GMS Innovations portfolio projects, including AI solution capabilities and data integration into Confluent (Kafka) and Elastic platforms. The role requires experience in full software lifecycle automation and interest in developing innovative AI technologies. The candidate must hold an active interim Secret DoD Security clearance or higher and be within driving distance of Fort Meade or Scott AFB. The position offers a competitive pay range and the opportunity to work in a fast-paced, Agile development environment.

BEER-WINE-LIQR/BARTENDER

Company: Kroger

Location: Northbrook, IL

Posted Jan 22, 2025

This job description outlines responsibilities for a beverage server in a high-volume establishment, such as Mariano's, a grocery store chain in the Chicago Metro area. The role involves creating an excellent customer experience by maintaining a friendly, safe, and clean environment. Key responsibilities include providing efficient service, demonstrating knowledge of beverages, maintaining product quality, operating equipment, and adhering to regulations. The ideal candidate should have a high school diploma, be 21 years old with a bartending license, and have proven knowledge of contemporary dining, wines, and beverages. They should possess effective interpersonal, communication, and customer service skills, along with sound judgement and decision-making abilities. The role also involves physical demands such as frequent standing, lifting, and carrying objects.

Licensed Clinical Therapist

Company: CVS Health

Location: Springfield, IL

Posted Jan 22, 2025

CVS Health is seeking a Fully Remote Licensed Clinical Therapist with a Washington State license. The role offers autonomy, evidence-based care, career growth, and comprehensive benefits. The therapist will provide psychosocial support and education to individuals, couples, and families aged 18+. The position is with MinuteClinic, an industry leader in healthcare, offering a stable and professional environment. Required qualifications include a current, active, and unencumbered Washington State license and proven skills in diagnostic, care collaboration, treatment planning, and short-term counseling. Preferred qualifications include interpersonal skills, experience with virtual therapy, understanding of insurance billing, and crisis intervention skills.

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.

Related Pages