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.

Guest Advocate (Cashier), General Merchandise, Inbound (Stocking), Starbucks (T3219)

Company: Target

Location: Chicago, IL

Posted Jan 24, 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.

Substation Senior Civil/Structural Engineer

Company: Leidos

Location: Chicago, IL

Posted Jan 24, 2025

Leidos Engineering is seeking a Licensed Senior Civil/Structural Engineer with 6+ years of experience in utility consulting. The candidate must have a strong educational background in design of steel structures, concrete structures, geotechnical engineering, and foundations. The role involves performing design reviews, developing junior staff, contributing to bids and proposal development, and overseeing client projects. The position is based in Leidos' Framingham, MA office, with potential for hybrid or fully remote work. Required qualifications include a Bachelors of Science in Civil-Structural Engineering, PE Licensure, and proficiency in various software tools. The candidate should be a team player with strong analytical and technical writing skills, and a willingness to travel up to 25%.

Specialty Sales (Style, Tech, Beauty, Ulta Beauty) (T0670)

Company: Target

Location: Springfield, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $15.25 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.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T2490)

Company: Target

Location: Oakbrook, 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. As an On-Demand team member, you'll have the opportunity to create your own schedule using the myTime mobile app. Regular attendance is necessary, with a requirement to work at least one shift every 4 weeks. The role involves advocating for guest experience, providing excellent service, and engaging with guests to understand their needs. Target values communication, problem-solving, and adaptability. No two days are the same, and the role offers opportunities for skill development and career growth.

Part-Time Beauty Advisor - Sephora

Company: Kohl's

Location: O'Fallon, IL

Posted Jan 24, 2025

The role of a Beauty Advisor at Sephora at Kohl's involves driving sales through a genuine passion for beauty and client engagement. Key responsibilities include identifying client needs, suggesting products, and maintaining expert knowledge of top beauty brands. The role also involves executing merchandise sets, supporting replenishment and visual standards, and ensuring an excellent client experience. Additional duties include active engagement in required training, maintaining Sephora visual merchandising and operational standards, supporting omni-processing, and inventory management. The ideal candidate should have an authentic passion for beauty, client-facing retail experience, excellent communication skills, and flexibility in work hours. Kohl's offers a range of benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and support for life events.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T1070)

Company: Target

Location: Gurnee, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.25 USD. The pay range is $16.25 USD - $24.40 USD per hour. The role involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. Key responsibilities include greeting guests, understanding their needs, assisting with returns, and maintaining a clean work area. Target values team members' growth and offers training. The ideal candidate is energetic, communicative, and comfortable with multi-tasking in a fast-paced environment.

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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