Flexible Schedules Jobs in Chicago, IL

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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.

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

The job involves learning to provide excellent patient experience by assisting pharmacists and team members, adhering to regulations. Key responsibilities include engaging customers, resolving issues, and delivering a distinctive service. The role also involves operations tasks such as processing prescriptions, maintaining inventory, and ensuring store cleanliness. Training and personal development are emphasized, with a focus on healthcare knowledge and skills. Basic qualifications include enrollment in an accredited pharmacy program, English fluency, and flexibility for various shifts. Preferred qualifications include retail experience, good math skills, and prior Walgreens experience.

NOW HIRING-Merchandise Coor- FT

Company: The TJX Companies, Inc.

Location: Downers Grove, IL

Posted Jan 22, 2025

This job posting is for a role that involves executing receiving and merchandising standards, ensuring efficient processing by associates, and maintaining a clean, organized store. The role emphasizes excellent customer service, teamwork, and a positive internal/external customer experience. Key responsibilities include orchestrating truck deliveries, training associates, maintaining merchandising standards, and ensuring compliance with various programs. The ideal candidate should be flexible, have superior communication and organizational skills, be capable of multi-tasking, and have 1 year of retail and 6 months of leadership experience. Benefits include an associate discount, health insurance, and a 401(k) plan. The position offers a starting pay range of $16.00 to $16.50 per hour.

Pharmacy Cashier

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 22, 2025

The role involves delivering a distinctive and delightful customer experience by engaging with customers, resolving issues, and sharing best practices. It includes operating cash registers, processing transactions, and maintaining store cleanliness. The employee is expected to develop strong customer relationships, implement asset protection procedures, and comply with all company policies. Prior retail experience, especially with Walgreens, is preferred but not required. Fluency in English is mandatory, and the role requires flexibility in scheduling.

Full-Time Assistant Manager

Company: Cinemark

Location: Bolingbrook, IL

Posted Jan 22, 2025

Cinemark is offering a career opportunity for an Assistant Manager role, which involves assisting in the overall operation of the theatre, ensuring policies and procedures are followed, and providing inspirational training to employees. The role includes cross-training in all departments, training and coaching team members, and preparing administrative reports. The Assistant Manager may be promoted to higher positions after six months and completion of the Management Accreditation Program. The job requires an energetic and friendly attitude, excellent guest service, and strong interpersonal skills. Physical requirements include frequent bending, kneeling, and lifting up to 50 lbs.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

The text describes a job role that involves delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English, flexibility in scheduling, and preferably six months of retail experience. The position offers opportunities for training and personal development, with a salary range of $15.8 - $17.5 per hour.

BUSINESS SUPPORT SPECIALIST

Company: True Value Company

Location: Cary, IL

Posted Jan 22, 2025

The Business Support Specialist role is a multifaceted position with a wide range of responsibilities. This includes providing excellent customer support, maintaining accurate customer data, managing orders, supporting the sales team, conducting analytics, and handling business communications. The role involves working closely with various departments in a fast-paced environment. The starting pay rate is competitive, ranging from $23.07 to $28.00 per hour based on skills and qualifications. Benefits include a comprehensive package covering health, retirement, and various insurances. The role requires 3-5 years of experience in business support or similar fields, strong communication skills, and proficiency in Excel, Cube, Power BI, and Adobe Pro. The work environment is primarily a climate-controlled office within a large manufacturing facility.

Baker and Packager Associate

Company: Walmart

Location: Quincy, IL

Posted Jan 22, 2025

The Bakery/Packager position at Sam's Club involves preparing fresh baked items daily, maintaining a clean and organized workspace, and providing excellent customer service. The role requires multi-tasking, problem-solving, and the ability to work in fast-paced environments. The ideal candidate thrives in such settings, prioritizes member satisfaction, and can stand for long periods. They should also be a team player, leveraging digital tools to drive sales and improve the shopping experience. Benefits include competitive pay, health benefits, 401(k), and various other perks.

Seasonal Retail Sales Associate - North and Kingsbury

Company: Gap Inc.

Location: Chicago, IL

Posted Jan 22, 2025

Old Navy, a fashion retailer founded in 1994, is seeking a Brand Associate. The role involves providing excellent customer service, promoting loyalty programs, engaging customers for sales, and maintaining a clean work environment. The ideal candidate is a good communicator, customer-focused, passionate about retail, a problem solver, flexible with scheduling, and able to use retail technology. Old Navy is committed to diversity and inclusion, recently recognized by Forbes as one of the World's Best Employers and for Diversity.

SAS in Jewel – Part Time Retail Merchandiser - Overnight

Company:

Location: Park Ridge, IL

Posted Jan 22, 2025

SAS Retail Services offers a job as a Reset Merchandiser with flexible Monday-Friday work, paid training, and growth opportunities. The role involves product movement and tracking, but also allows for independence and customization of benefits.

Wait Staff - Server

Company: Aramark

Location: Rosemont, IL

Posted Jan 22, 2025

The job description outlines a Server position at Aramark, where the primary responsibility is to create an exceptional customer experience. Servers will take orders, serve food and drinks, and ensure guest satisfaction. This role offers opportunities to develop leadership skills and refine problem-solving abilities. The compensation ranges from $15.00 to $17.00 per hour, with potential for additional bonuses or commissions. Benefits include medical, dental, vision, retirement savings plans, and paid days off. Previous food service experience is preferred, along with excellent customer service and communication skills. The role may require flexible hours, including evenings and weekends.

Junior Associate, Rotational

Company: Allstate

Location: Chicago, IL

Posted Jan 22, 2025

Allstate's Asset Management Diversity Accelerator (AMDA) is a 24-month rotational program for entry-level job seekers interested in asset management. The program aims to create a new pipeline of diverse talent by attracting individuals without finance/accounting/economics backgrounds. Participants will spend eight months at three Chicago-area asset management firms, gaining experience in analytics and risk teams. Key responsibilities include monitoring and optimizing production processes, data sourcing, analysis, and report management. The role requires strong quantitative skills, problem-solving, and attention to detail. A bachelor's degree in any major outside finance-related fields is acceptable, with a minimum GPA of 3.5. Compensation is based on experience and qualifications.

Pharmacy Customer Service Associate

Company: Walgreens

Location: North Riverside, IL

Posted Jan 22, 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, and complete necessary training and certifications. Fluency in English, flexibility for various shifts, and good math and computer skills are preferred.

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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