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.

Senior Product Manager, McDelivery Logistics Integrations

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 25, 2025

McDonald's is seeking a Senior Product Manager for McDelivery Logistics Integrations. The role involves overseeing the creation and management of delivery APIs, developing a new logistics platform for all types of delivery partners, and working with cross-functional teams to define and implement a robust integrated delivery logistics strategy. The ideal candidate should have a Bachelor's degree in business, marketing, computer science, or equivalent, and 6+ years of experience in product management in a software development environment. The role offers a competitive salary range of $149,260 - $190,310 per year, along with benefits such as health and welfare, a 401k plan, educational assistance, flexible work arrangements, and more. McDonald's is an equal opportunity employer committed to diversity and inclusion.

Food Service Worker

Company: Aramark

Location: Edwardsville, IL

Posted Jan 25, 2025

Senior Brand Manager - Philadelphia Cream Cheese

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

The Kraft Heinz Company is seeking a Senior Brand Manager for Philadelphia Cream Cheese. The role involves executing and delivering brand strategy, leading cross-functional teams, and driving revenue and profit. The ideal candidate should have 6+ years of marketing experience, a strategic mindset, and strong communication skills. The company offers competitive compensation, benefits, and a focus on employee wellbeing.

Retail Merchandising Supervisor

Company: Staples

Location: Elk Grove Village, IL

Posted Jan 25, 2025

Category Operations Manager

Company: Instawork

Location: Chicago, IL

Posted Jan 25, 2025

Instawork, a leading flexible work app, is seeking a Category Operations Manager to drive key account success, manage scalable in-market operations, and collaborate with cross-functional teams. The role involves frequent travel, customer-facing responsibilities, and a passion for problem-solving. The company offers competitive compensation, benefits, and a fast-paced, innovative work environment.

Staff Technical Specialist - Time & Pay

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

Kraft Heinz is offering a Staff Technical Specialist position with a focus on developing and maintaining HR technology solutions. The role involves collaboration with cross-functional teams, continuous assessment and optimization of HR systems, and ensuring compliance with regulatory requirements. The company provides a comprehensive total rewards package, including wellness benefits, 401k matching, and industry-leading benefits. The ideal candidate should have experience with digital HR products, Agile development teams, and understanding of DevOps and CICD processes.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 25, 2025

Office Manager I - Remote

Company: Aramark

Location: Downers Grove, IL

Posted Jan 25, 2025

Principal Technical Specialist - Talent & Development

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

Kraft Heinz is offering a Principal Technical Specialist Talent & Development position with a focus on HR tech development, cross-functional collaboration, and continuous improvement. The role involves mentoring junior developers, writing and reviewing scalable codes, and ensuring HR technology systems comply with regulatory requirements. The company provides comprehensive benefits, including medical, dental, vision coverage, 401k matching, and a total rewards package. The ideal candidate should have experience with digital HR products, Agile development teams, software engineering, and DevOps processes.

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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