Flexible Schedule Jobs in Chicago, IL

Positions 34,512 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.

Cleaner

Company: Affordable and Reliable Cleaners LLC

Location: Chicago, IL

Posted Oct 16, 2025

Full training provided (in-person, video, and checklist system). Take photos after each cleaning for quality control. Empty trash and restock supplies.

Senior Accountant

Company: Saf-T-Gard International

Location: Northbrook, IL

Posted Oct 16, 2025

Bachelor’s degree in Accounting, Finance, or a related field (CPA or CPA-track preferred but not required). Prepare and analyze *financial statements* (balance…

Registered Nurse- Circulating

Company: Advanced Care Providers

Location: Chicago, IL

Posted Oct 16, 2025

Current Registered Nurse (RN) license in Illinois with BLS and ACLS certification (PALS for pediatric cases may be required).

On Call RN - 7 On 7 Off

Company: Moments Hospice

Location: Chicago, IL

Posted Oct 16, 2025

Completes an initial, comprehensive and ongoing comprehensive assessment of patient and family to determine hospice needs for after-hours calls.

Data Management Analyst

Company: RWE Supply & Trading

Location: Chicago, IL

Posted Oct 16, 2025

Shape the future by developing scalable and sustainable setups for payment, invoicing, and data mapping needs. Familiarity with SAP or ENDUR platforms.

Support Analyst

Company: Sentinel

Location: Downers Grove, IL

Posted Oct 17, 2025

A valid driver’s license and proof of vehicle insurance will be required. We offer an energetic work environment with many corporate culture amenities,…

Clinical Pharmacist (Community Care)

Company: US Veterans Health Administration

Location: Hines, IL

Posted Oct 16, 2025

The Community Care pharmacist be involved in the independent professional practice of pharmacy in accordance with the guidance set forth in Pharmacy Service and…

REVENUE MANAGEMENT ANALYST (REMOTE OPPORTUNITY)

Company: Hyatt Corporate Office

Location: Chicago, IL

Posted Oct 17, 2025

Bachelor’s degree in a relevant field (e.g., Business, Data/Computer Science, Engineering, Economics, Statistics, Hospitality) or equivalent practical…

Controller

Company: Saf-T-Gard International

Location: Northbrook, IL

Posted Oct 16, 2025

Bachelor’s degree in Accounting, Finance, or a related field (CPA or CPA-track preferred but not required). Prepare and analyze *financial statements* (balance…

Ventilator Nurse RN Ventilator Dependent Care Unit

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Oct 16, 2025

Collaboration with Healthcare Team – Work closely with physicians, respiratory therapists, and other healthcare professionals to develop and implement care…

Cyber Defense Operations Center Senior Analyst

Company: TransUnion

Location: Chicago, IL

Posted Oct 16, 2025

Proficiency with SIEM platforms ( Splunk preferred), EDR tools ( CrowdStrike , Defender , Tanium), and CASB solutions (Netskope).

Pharmacist Per Diem

Company: Rush University Medical Center

Location: Chicago, IL

Posted Oct 16, 2025

9.Act in a backup role for technician lead to address technician sick calls in reassigning shift changes. Licensed or license-eligible in the State of Illinois.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible schedule tech roles?
Entry‑level (0‑2 years) $70k‑$95k; Mid‑level (2‑5 years) $95k‑$135k; Senior (5‑10 years) $135k‑$180k; Lead/Principal (10+ years) $180k‑$250k. These ranges adjust for region and industry, with remote‑first firms often offering cost‑of‑living adjustments.
What skills and certifications are required for flexible schedule positions?
Core skills: proficiency with Git, GitHub/GitLab, Slack, JIRA, Asana, and Zoom for asynchronous collaboration. Certifications: AWS Certified Solutions Architect, Google Cloud Professional Cloud Architect, Certified ScrumMaster (CSM), Project Management Professional (PMP), and Google UX Design Certificate are highly valued.
Is remote work available for flexible schedule roles?
Yes—most flexible schedule positions are fully remote. Companies such as GitLab, Automattic, and Atlassian provide 100% remote options, while others offer hybrid models with flexible days. Remote‑first culture is a standard expectation across this category.
What career progression paths exist in flexible schedule tech roles?
Typical paths: Junior Engineer → Mid‑level Engineer → Senior Engineer → Staff Engineer → Principal Engineer or Product Manager → Senior PM → Lead PM → Head of Product. Continuous learning, mentorship, and internal promotion are key, with many firms investing in skill development and certifications.
What industry trends are shaping flexible schedule jobs?
Key trends include the rise of remote‑first companies, AI‑powered collaboration tools like Notion AI and Slack GPT, increased demand for asynchronous communication expertise, higher adoption of flexible work policies in Fortune 500 firms, and a growing freelance economy for hourly remote specialists.

Related Pages

© 2026 Job Transparency. All rights reserved.