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.

Prepared Meals and Rotisserie Chicken Associate

Company: Walmart

Location: Park Ridge, IL

Posted Jan 23, 2025

The job posting is for a prepared meal and rotisserie chicken associate at Sam's Club. The role involves preparing fresh food items daily, maintaining cleanliness, and ensuring high-quality products. The associate will also handle member satisfaction, adapt to changes, and use digital tools to drive sales. The position offers competitive pay, benefits including health, financial, and time-off benefits, and opportunities for career growth. The ideal candidate should have food service experience, be comfortable with change, and have strong communication skills.

Produce Associate

Company: Walmart

Location: Aurora, IL

Posted Jan 23, 2025

This job posting is for a produce team member at Sam's Club. The role involves ensuring the availability, cleanliness, and freshness of produce, prioritizing member satisfaction, and providing excellent customer service. The ideal candidate should have experience with produce, be comfortable with change, and possess strong communication skills. Key responsibilities include maintaining a positive attitude, providing exceptional customer service, stocking merchandise, and maintaining inventory. The position offers competitive pay, benefits including health, financial, and time-off benefits, and opportunities for career growth. The minimum qualification is being 18 years old.

Full-Time Assistant Manager

Company: Cinemark

Location: West Dundee, IL

Posted Jan 23, 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. Benefits include an employee discount, 401(k) matching, growth opportunities, education assistance, health benefits, parental leave, and paid time off.

Baker and Packager Associate

Company: Walmart

Location: O'Fallon, IL

Posted Jan 23, 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. Competitive pay, benefits, and opportunities for career growth are offered.

Retail Print Sales Specialist

Company: Staples

Location: Elk Grove Village, IL

Posted Jan 23, 2025

Staples is hiring Print Specialists with a starting salary of $15.70 - $15.95. The role involves providing exceptional customer service, producing professionally finished products, and collaborating in a team-oriented retail culture. Key responsibilities include greeting customers, understanding their print needs, and assisting with tasks in the self-service area. Essential skills include flexibility, attention to detail, basic computer skills, and the ability to work in a high-paced environment. Benefits include flexible part-time hours, generous paid time off, career growth opportunities, and various discounts. Staples is an Equal Opportunity Employer.

Shift Supervisor Trainee

Company: CVS Health

Location: Rock Island, IL

Posted Jan 23, 2025

Power Equipment Operator

Company: Walmart

Location: Homewood, IL

Posted Jan 23, 2025

Server

Company: Cracker Barrel

Location: Naperville, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store in Naperville, IL is seeking a server for a fast-paced, family-friendly environment. The role involves serving guests, maintaining a positive attitude, and working as a team to 'Please People'. Servers keep 100% of their tips and have flexible hours. The job requires standing for long periods, lifting up to 40 pounds, and working with food items. Cracker Barrel values diversity, equity, and inclusion, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits.

(USA) .com Maintenance Technician Mon-Thurs 4a-2p

Company: Walmart

Location: Homewood, IL

Posted Jan 23, 2025

This job posting is for a maintenance position at a Walmart store in Matteson, IL. The role involves communicating with individuals or groups, completing work orders, performing preventive maintenance and repairs on various equipment, operating material handling equipment, and maintaining grounds and facilities. The position requires 2 years of experience in industrial maintenance or relevant coursework/certification. Preferred qualifications include coursework or certification in welding, electrical, mechanical automation, or industrial electronics. The hourly wage range is $34.85-$38.35, with potential premiums. Benefits include health, financial, and paid time off benefits, as well as other perks like discounts and education benefits.

Part-Time Retail Sales Associate

Company: Kohl's

Location: Danville, IL

Posted Jan 23, 2025

Retail Key Carrier Supervisor

Company: The TJX Companies, Inc.

Location: Galesburg, IL

Posted Jan 23, 2025

Marshalls, a retail store, is seeking a Key Carrier to contribute to the growth of their career. The role involves alternating between Coordinator and Key Carrier, maintaining all aspects of the store, and providing exceptional customer service. The company culture is positive, encouraging, and embracing of change. Benefits include an associate discount, 401(k) contributions, and various other perks. The starting pay range is $17.00 to $17.50 per hour.

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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