Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

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

Business Expert

Company: Apple

Location: Chicago, IL

Posted Jan 24, 2025

The Business Expert role at Apple Store involves collaborating with businesses to introduce Apple solutions, technology, and services. This role requires comfort with phone interactions, facilitating business experiences through in-store briefings, workshops, and events. The ideal candidate should have at least one year of business market selling experience, strong people and presentation skills, and excellent communication abilities. Apple offers competitive pay, benefits including medical and dental coverage, retirement benefits, and educational reimbursement. The base pay range for this role is between $24.90 and $33.15/hr.

Beauty and Wellness Consultant

Company: Walgreens

Location: Villa Park, IL

Posted Jan 24, 2025

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

Field Service Technician - Springfield, IL

Company: Stryker

Location: Champaign, IL

Posted Jan 24, 2025

Stryker is seeking a field service professional for their Communications product line. The role involves troubleshooting and repairing complex technical issues, maintaining quality records, and interacting with customers for post-market surveillance activities. The successful candidate will work independently, document processes, and ensure compliance with company policies. They must have 2-3 years of relevant field service experience, strong communication skills, and be computer literate. Stryker offers competitive benefits including health insurance, retirement plans, and opportunities for professional growth.

Customer Service Associate

Company: Walgreens

Location: West Dundee, IL

Posted Jan 24, 2025

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, providing efficient checkout service, resolving customer issues, and sharing customer service best practices with team members. The role also involves operational tasks such as maintaining store cleanliness, implementing asset protection procedures, and assisting with photo area services. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Pharmacy Technician

Company: Walgreens

Location: Springfield, IL

Posted Jan 24, 2025

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

Summer Pharmacy Intern

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 24, 2025

Pharmacy Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

The job description involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and ensuring positive interactions. The role also includes operating a cash register, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and handling inventory. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy developments, and complete necessary training and certifications.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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