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.

Retail Sales Associate - Downtown Park Ridge

Company: Gap Inc.

Location: Park Ridge, IL

Posted Jan 24, 2025

Athleta, a certified B Corp, is seeking passionate individuals to join their team. The role involves providing excellent customer service, educating customers about products, and promoting brand loyalty. The company values inclusivity, collaboration, and personal/professional growth. Benefits include a merchandise discount, competitive Paid Time Off, volunteer time, extensive 401(k) plan, and health insurance. Athleta is committed to diversity and inclusion, recently recognized by Forbes as one of the World's Best Employers and Best Employers for Diversity.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3272)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target offers an On-Demand role with flexible scheduling, allowing employees to work as much or as little as they like. The pay range is $17.25 - $25.90 USD per hour. Regular attendance is required, with shifts to be picked up via the myTime mobile app. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

Specialty Sales (Style, Tech, Beauty) (T2860)

Company: Target

Location: Lake Bluff, IL

Posted Jan 24, 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.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T2799)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

Energy Sales Retail Associate

Company: Sunrun

Location: Peoria, IL

Posted Jan 24, 2025

Registered Nurse

Company: DaVita

Location: Atlanta, IL

Posted Jan 24, 2025

Modeler

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

Discover is offering a job opportunity for a data scientist to develop predictive models, leverage state-of-the-art modeling techniques, and present results to management. The role requires a Master's degree in a relevant field, extensive technical knowledge, and the ability to communicate verbally and in written form. The position is primarily indoors in an office setting, with a base pay ranging from $91,500.00 to $127,900.00. Discover values diversity and offers a range of benefits including paid parental leave, 401(k) plan, and education assistance.

Occupancy Specialist II (Jackson Park Terrace)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a detail-oriented Occupancy Specialist II for their Jackson Park Terrace property in Chicago, IL. The role involves assisting with tenant recertifications, processing forms, conducting interviews, and ensuring compliance with regulatory agencies. The position offers a pay range of $2163 to $2404 per hour based on experience and a full-time schedule. Requirements include a high school diploma, relevant work experience, computer skills, and excellent communication abilities. Preferred qualifications include a degree, Tax Credit Specialist Certification, and SHCM certification. Benefits include generous time off, 401k options, comprehensive medical plans, and tuition reimbursement. WinnCompanies is a nationally recognized leader in apartment community management and development, offering a job that is rewarding, challenging, and conducive to professional growth.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T2035)

Company: Target

Location: Tinley Park, IL

Posted Jan 24, 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 items, handling returns, and maintaining a clean work area. Target values team members' growth and offers training. Essential skills include effective communication, a welcoming attitude, attention to detail, and the ability to work in a fast-paced environment.

Chief Engineer Local 1 (Patrick Sullivan Apartments)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a Chief Engineer for Patrick Sullivan Apartments, a 479-unit public housing and senior community in Chicago, IL. The role involves overseeing maintenance and repair of mechanical equipment, planning and directing projects, ensuring safety regulations compliance, and managing resources. The work schedule is Monday through Friday, 8:00 AM to 5:00 PM, with on-call activity every three weeks. The pay rate is $33.41 per hour. Responsibilities include maintaining mechanical equipment, allocating resources, conducting inspections, and assisting in budget development. Requirements include vocational training, 3-5 years of related experience, and strong communication skills. Preferred qualifications include a Bachelor's degree, previous experience as a Maintenance Technician, and basic plumbing and electric repair knowledge.

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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