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.

Cold Header Operator

Company: EJOT ATF, LP

Location: Lincolnwood, IL

Posted Jun 09, 2025

Competent with small hand tools, and all measuring instruments pertinent to cold heading shop; including micrometer, scale, venier caliper.

Brand Packaging Graphics Designer

Company: CONAGRA

Location: Chicago, IL

Posted Jun 06, 2025

Collaborate with cross-functional teams and production to ensure design integrity through execution, managing multiple high-priority projects under tight…

Executive Driver and Executive Security Coordinator

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Jun 05, 2025

Ability to safely drive a motor vehicle and valid driver’s license are required. Knowledge of city and suburban routes usually acquired through driving…

Cloud Architect

Company: Fortune Brands

Location: Deerfield, IL

Posted Jun 09, 2025

Cloud Architecture & Strategy: Design, develop, and implement scalable and secure PaaS-based cloud architectures, primarily in Microsoft Azure, with a focus on…

Special Education Teacher

Company: Parkland Preparatory Academy

Location: Oak Lawn, IL

Posted Jun 09, 2025

Teachers work to design instructional opportunities for students to access state learning standards, achieve IEP goals, BIP goals and transition goals.

Welder

Company: Dover Corporation

Location: Skokie, IL

Posted Jun 06, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Hospice Clinical Nurse Liaison

Company: Moments Hospice

Location: Willowbrook, IL

Posted Jun 09, 2025

Reliable transportation and valid driver's license and auto liability insurance. Must have valid RN license. Work in partnership with BD and clinical leadership…

Executive Chef

Company: Hotel Lincoln

Location: Chicago, IL

Posted Jun 10, 2025

Observe guest reactions and confer with service staff to ensure guest satisfaction. Knowledge of state and local health and food safety requirements.

Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Jun 08, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

Woodshop Assistant

Company: Archer Furniture

Location: Chicago, IL

Posted Jun 06, 2025

We are looking to add another part or full time team member in a wood shop. Pay starts at $17/hour and increases monthly as you are trained.

Special Education Teacher LBS1

Company: Jewish Child and Family Services/dba Jewish Child and Family

Location: Chicago, IL

Posted Jun 06, 2025

Must be certified by ISBE as a Special Education *Teacher; LBS1/Type 10 certification*. Develop and implement individualized curriculum and therapeutic…

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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