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.

Executive Chef

Company: Levy Sector

Location: Chicago, IL

Posted Jul 09, 2025

Holiday Time Off (varies by site/state). Associates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state,…

Project Manager - Healthcare Construction - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 10, 2025

MPI does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability,…

Customer Success Manager-Facebook Ads

Company: Predictive Sales AI

Location: Chicago, IL

Posted Jul 09, 2025

Strategic Digital Marketing Advisor: Advise clients on holistic digital marketing strategies, emphasizing how our AI tools can enhance their paid social efforts…

Thermoforming - Process Technician

Company: Pactiv Evergreen

Location: Bridgeview, IL

Posted Jul 09, 2025

Two or four year technical degree or certification. Partner with plant Training Coordinator to develop and conduct training programs for line operators and…

Senior Accountant

Company: Rosecrance Health Network

Location: Chicago, IL

Posted Jul 09, 2025

OR a Bachelor's Degree and a valid CPA (Certified Public Accountant) license. Master's Degree in Accounting, Business or a related field.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Skokie, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

EHS Prevention Initiative Lead Teacher

Company: Easterseals Serving Chicagoland and Greater Rockford

Location: Chicago, IL

Posted Jul 09, 2025

Facilitate with the classroom teaching team the creation and implementation of group lesson plans. The Lead Head Start Teacher ensures that all education staff…

Special Events Seasonal Security officers

Company: Per Mar Security Services

Location: Countryside, IL

Posted Jul 09, 2025

Stand guard at security officer post, directing visitors, issuing access badges, and providing escorts as necessary. 18 years of age or older.

Part-Time Janitor -West side of Chicago - Start date Aug. 18th - Night shift - Experience required

Company: TMP Janitorial

Location: Chicago, IL

Posted Jul 09, 2025

*Has their own transportation (non-negotiable)*. Your skills in industrial cleaning and maintenance will be valuable in ensuring a safe and welcoming…

Part-Time Janitor - North Side of Chicago (zip code 60630 or 60646) - Experience required

Company: TMP Janitorial

Location: Chicago, IL

Posted Jul 09, 2025

*Has their own transportation (non-negotiable)*. *Proven working experience as a cleaner, janitor, cleaner technician, or any other relevant experience related…

Staff Accountant

Company: Assembly Health

Location: Chicago, IL

Posted Jul 09, 2025

Take ownership of all details of the general ledger of assigned facilities as well as understand the flow of transactions.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Park Ridge, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

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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