Flexible Schedule Jobs in Chicago, IL

34,503 open positions · Updated daily

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

Maintenance Electrician - Bridgeview, IL

Company: Signode

Location: Bridgeview, IL

Posted May 30, 2025

Provide electrical support for all production lines and will be responsible for installing and programming electrical equipment.

Program Manager

Company: MATRIX PLASTIC PRODUCTS, LLC

Location: Wood Dale, IL

Posted Jun 03, 2025

The ideal candidate will be engineering-minded, have strong communication and organizational skills, patience, and a willingness to learn on the job.

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Jun 01, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

Class A Regional Driver- Champaign, IL

Company: Whiteline Express Ltd

Location: Chicago, IL

Posted May 31, 2025

Must meet DOT driving standards. Up to $0.12 per mile for driver referral program. Minimum of 6 months of Class A tractor/trailer experience within the past 24…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3219)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

Seasonal: Guest Advocate (Cashier), General Merchandise, Inbound (T3207)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Greet and service guests as you complete workload with minimal guest disruption. Follow processes accurately with attention to detail, monitor own progress and…

Electrician

Company: Mr Electric of Lombard

Location: Lombard, IL

Posted Jun 03, 2025

Clean driving record and possession of a valid driver’s license. Determine condition of electrical equipment, troubleshoot malfunctions, and determine needed…

Class A Regional Driver- Jackson Ctr, OH

Company: Whiteline Express Ltd

Location: Chicago, IL

Posted May 31, 2025

Must meet DOT driving standards. Up to $0.12 per mile for driver referral program. Minimum of 6 months of Class A tractor/trailer experience within the past 24…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3208)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

Project Manager- Light Industrial Projects - Construction

Company: Michael Page

Location: Chicago, IL

Posted Jun 03, 2025

5+ years as a construction Project Manager for a commercial general contractor. Communicate regularly with owners, construction managers, other superintendents,…

Plumber or Plumber Apprentice

Company: J Mac Mechanical

Location: Chicago Ridge, IL

Posted Jun 02, 2025

Must have own hand tools and a form of transportation to get to work. Must be able to listen to instruction and both work with others and by yourself.

Security Analyst

Company: Blume Global

Location: Chicago, IL

Posted May 31, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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