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.

CNC Machine Maintenance Technician

Company: Flex

Location: Buffalo Grove, IL

Posted Jan 21, 2025

Flex, a diversified manufacturing partner, is seeking a CNC Machine Maintenance Technician in Buffalo Grove, IL. The role involves maintaining and repairing manufacturing equipment, including mills, grinders, and CNC machines. The ideal candidate will have 5-7 years of related experience, preferably with Mazak, Makino, GF Machines, and others. Flex offers a comprehensive benefits package, including medical, dental, vision, life insurance, disability, 401(k) matching, vacation, and tuition reimbursement. The company values diversity and inclusion, fostering a collaborative and respectful work environment.

DevOps Cloud Engineer

Company: Siemens Digital Industries Software

Location: Chicago, IL / Remote

Posted Jan 21, 2025

Siemens Digital Industries Software is seeking a DevOps Engineer with extensive cloud experience. The role involves maintaining, deploying, and executing external cloud environments for customers and engineering divisions. The candidate will be part of the cloud enablement team, focusing on creating managed services and customer environments. Key responsibilities include utilizing cloud architecture, ensuring high availability, troubleshooting complex problems, and communicating with customers. Minimum qualifications include a Bachelor's degree in a relevant field, 3-5+ years of experience in IT cloud solutions, and proficiency in DevOps tools like Terraform, Ansible, Jenkins, Packer, Git, and Docker. Preferred qualifications include familiarity with SRE concepts, cloud architecture certifications, and experience with virtualization and container platforms.

Implementation Consultant

Company: Thomson Reuters

Location: Chicago, IL

Posted Jan 21, 2025

Thomson Reuters is seeking an Implementation Consultant to drive transformation in the accounting industry by implementing cutting-edge software solutions. The role involves working directly with clients to implement leading software solutions in tax, audit, and accounting, and partnering with accounting firms to enhance their processes through AI applications. The ideal candidate should have a Bachelor's Degree, 5+ years of experience in public accounting or consulting or accounting software, and strong presentation, facilitation, project management, and communication skills. The company offers a comprehensive benefits package, including flexible work arrangements, mental health days, and opportunities for professional growth.

Retail Stock Associate - NW Hwy-Park Ridge

Company: Gap Inc.

Location: Park Ridge, IL

Posted Jan 21, 2025

Athleta, a certified B Corp, is seeking passionate individuals to join their team. The role involves executing operational and merchandising processes, maintaining a clean and organized stockroom and sales floor, and delivering excellent customer service. The company offers competitive benefits including a merchandise discount, paid time off, 401(k) plan, and health insurance. Athleta is committed to fostering a diverse and inclusive environment.

RN - Home Health - PRN

Company:

Location: Decatur, IL

Posted Jan 21, 2025

Enhabit Home Health & Hospice, a national leader in home-based care, is offering a PRN Registered Nurse (RN) position. The role involves administering skilled care visits to clients and teaching healthcare team members. Enhabit is known for its innovative and collaborative culture, offering competitive benefits, professional development opportunities, and cutting-edge technology. The company is committed to promoting diversity and equality, providing a supportive work environment.

Shift Supervisor Trainee

Company: CVS Health

Location: Evanston, IL

Posted Jan 21, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and communicating information. The trainee will also learn about key business aspects and CVS/pharmacy culture. Upon successful completion, they can be considered for Operations Supervisor or Shift Supervisor positions. These roles involve leading store staff, ensuring smooth operations, and maintaining excellent customer service. The job requires deductive reasoning, analytical skills, computer skills, and advanced communication. The pay range is $16.00 - $26.00, with additional benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Digital Marketing Analyst - Client Solutions

Company: Kepler Group

Location: Chicago, IL

Posted Jan 21, 2025

Kepler is a company that specializes in engineered marketing, aiming to create personalized relationships between brands and consumers. They offer flexible working arrangements, acting as clients' agency of record, in-house team, or a hybrid. Kepler values transparency, regularly updating employees on company financials and performance. The company culture is described as fun, with opportunities for growth and working with industry experts. The Client Solutions team, which includes ad operations, campaign project management, and client planning, is looking for a Digital Marketing Analyst. The role involves managing daily campaigns, providing technical support, and contributing to client insights and strategy reports. Kepler values strong analytical skills, excellent communication, and the ability to work in a fast-paced, team-based environment.

General Utility Worker

Company: Aramark

Location: Rosemont, IL

Posted Jan 21, 2025

Auction Services Associate

Company: CarMax

Location: Aurora, IL

Posted Jan 21, 2025

The Auction Services Associate at CarMax's Chicago Auction Center in Montgomery, Illinois, is responsible for maintaining inventory, vehicle preparation, receiving, scanning, reconciliation, and quality control. They also handle vehicle movement, asset protection, and customer service. The role involves multitasking in a fast-paced environment, adhering to standardized work processes, and maintaining a clean, safe work environment. The position requires strong inventory management skills, the ability to lift up to 50 lbs, and flexibility for shifts including nights, weekends, and holidays. CarMax offers competitive pay ($16.00 - $25.60 hourly), benefits including sick time, vacation, and holidays, and an equal opportunity employment policy.

Server - Beer and Wine

Company: Cinemark

Location: West Dundee, IL

Posted Jan 21, 2025

Cinemark offers a career with opportunities for growth and immersion in the industry. As a Server - Beer and Wine, one guides guests in ordering food and beverages, ensuring an enhanced movie-going experience. Responsibilities include greeting guests, menu knowledge, order taking, and alcohol service compliance. Cross-training in other roles is possible. Requirements involve proof of age, training, flexibility, and excellent guest service. Benefits include discounts, 401(k) matching, and health benefits. The pay range is $12.40 - $13.95.

Cashier/Food Service Worker

Company: Sodexo

Location: Macomb, IL

Posted Jan 21, 2025

Sodexo is seeking a full-time Cashier/Food Service Worker at Western Illinois University. The role involves operating a cash register, handling transactions, and providing excellent customer service. Responsibilities also include assisting in food setup and serving, supporting the retail operation, and maintaining a clean and safe work environment. Sodexo offers a flexible work environment, ongoing training, and a comprehensive benefits package including paid time off, health insurance, and career advancement opportunities. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

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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