Flexible Work Hours Jobs in Chicago, IL

76,463 open positions · Updated daily

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

Specialty Sales (Style, Tech, Beauty) (T1888)

Company: Target

Location: Rosemont, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $16.75 USD. The role involves providing excellent guest service, maintaining product availability, and creating an inviting shopping environment. Key responsibilities include greeting guests, understanding their needs, replenishing the sales floor, and executing visual merchandising. The position requires strong interest in apparel, effective communication, and the ability to work in a fast-paced environment. Target values teamwork, guest satisfaction, and offers comprehensive benefits.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0868)

Company: Target

Location: Crestwood, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.75 USD. The position involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The role is dynamic, involving tasks like scanning, bagging, and maintaining a clean work area. Target values teamwork, communication, and a positive attitude. No two days are the same, with responsibilities ranging from assisting guests to managing returns and utilizing technology.

Risk Adjustment Program Manager

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking a Program Manager for their Risk Adjustment Retrospective Program, covering ACA, Medicare, MMP, and DSNP lines of business. The role involves provider/vendor/network outreach, production management, and reporting. The ideal candidate should have 5-7 years of work experience, strong analytical skills, and the ability to work in a fast-paced environment. Preferred qualifications include risk adjustment program experience within Medicare and a Bachelor's Degree. The pay range is $54,300.00 - $145,860.00, with additional benefits such as medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Retail Sales Associate - Northridge Center

Company: Gap Inc.

Location: Rock Island, IL

Posted Jan 23, 2025

Old Navy is a fashion retailer that aims to democratize style and make shopping enjoyable. They offer high-quality, affordable essentials for the whole family. The company, founded in 1994, values a fun, fast-paced work environment and community. The role involves providing excellent customer service, product expertise, and promoting brand loyalty. Benefits include a merchandise discount, competitive PTO, volunteer time, extensive 401(k), health insurance, and a commitment to diversity and inclusion.

Specialty Sales (Style, Tech, Beauty) (T1951)

Company: Target

Location: Decatur, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $15.50 USD. The role involves providing excellent guest service, maintaining product availability, and creating an inviting shopping environment. Key responsibilities include greeting guests, understanding their needs, replenishing the sales floor, and executing visual merchandising. The position requires strong interest in apparel, effective communication, and the ability to work in a fast-paced environment. Target values teamwork, guest satisfaction, and offers comprehensive benefits.

Guest Advocate (Cashier), General Merchandise, Inbound (Stocking) (T3349)

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is hiring for a Small Format Team Member role. The position involves providing exceptional guest service, managing store operations, and ensuring product availability. Responsibilities include greeting guests, assisting with purchases, maintaining store presentation, and executing inventory tasks. The role requires a welcoming attitude, ability to work in a fast-paced environment, and physical capabilities like lifting and climbing. Target offers comprehensive benefits and opportunities for career growth.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0928)

Company: Target

Location: Niles, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $17.00 USD. The role involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The job requires strong communication skills, a welcoming attitude, and the ability to handle multiple tasks in a fast-paced environment. Target values teamwork, guest satisfaction, and continuous learning.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

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