Flexible Work Schedules Jobs in Chicago, IL

74,598 open positions · Updated daily

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

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Emergency Medicine - Full Time - Chicago, IL

Company: Advocate Health

Location: Chicago, Illinois

Posted Jul 20, 2025

View Details Apply on healthecareers.com

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

View Details Apply on SimplyHired

Janitorial

Company: HELPING HANDS CLEANING SERVICE

Location: Elmhurst, IL

Posted Jul 21, 2025

Restock supplies in bathrooms, break rooms, and common areas. Monitor and report any necessary repairs or replacements. Proficiency in English is required.

View Details Apply on SimplyHired

Retail Security Officers $18.50/Hr

Company: Per Mar Security Services

Location: Chicago, IL

Posted Jul 21, 2025

The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

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Business Data Analyst

Company: UTLX Full Service

Location: Chicago, IL

Posted Jul 21, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. Data analytics: 3 years (Required).

View Details Apply on SimplyHired

Accountant, Real Estate and Workplace Services

Company: Google

Location: Chicago, IL

Posted Jul 21, 2025

The gRRR (Google REWS, Reporting & RCS) team helps to develop and support new processes and business relationships with a variety of cross-functional…

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Maintenance

Company: Chicago Commons Association

Location: Chicago, IL

Posted Jul 21, 2025

Remove trash daily from classrooms, offices, meeting rooms, kitchen, restrooms, indoor play areas, and outdoor playgrounds.

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Supervisor, Environmental Services

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 21, 2025

Certification reimbursement (up to 1 certification). Demonstrates knowledge operating mechanical floor cleaners such as vacuums, scrubbers, and burnishers.

View Details Apply on SimplyHired

REGISTERED NURSES (RN) Evening shift

Company: Austin Oasis

Location: Chicago, IL

Posted Jul 21, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

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Join Our Team of Excellence: Full-Time Endocrinologist Opportunity

Company: Mercyhealth

Location: Rockford IL, and Janesville, WI

Posted Jul 21, 2025

View Details Apply on healthecareers.com

Software Test Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jul 20, 2025

Additionally, the applicant must have employment experience with: (1) Full stack SDET QA (Front end, API & Non- Functional testing); (2) Test automation…

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Product Specialist

Company: Manufacturer Company

Location: Bensenville, IL

Posted Jul 21, 2025

Check incoming orders for accuracy, answering phones, inputting customer data, processing orders, record keeping, email maintenance and other office duties.

View Details Apply on SimplyHired

Frequently Asked Questions

What are the typical salary ranges for Flexible Work Schedules roles at different seniority levels?
Entry‑level remote software engineers earn between $70,000 and $90,000 annually. Mid‑level roles (2‑5 years) range from $90,000 to $120,000. Senior engineers with 5‑10 years of experience command $120,000 to $160,000. Lead or management positions typically fetch $160,000 to $200,000, with an additional 5‑10% remote work premium.
Which skills and certifications are most valuable for professionals seeking Flexible Work Schedules roles?
Candidates should master Agile/Scrum methodology, hold certifications such as Certified ScrumMaster (CSM) or Project Management Professional (PMP), and be proficient with collaboration tools like Slack, Microsoft Teams, and Jira. Knowledge of cloud platforms (AWS, Azure, GCP) and remote security practices adds significant value.
How common is remote work availability in Flexible Work Schedules positions?
Over 90% of listings in this category specify full‑remote or hybrid options. Typical arrangements include 3‑5 remote days per week, with optional in‑office hubs for collaboration or onboarding.
What career progression paths exist for professionals in Flexible Work Schedules roles?
A typical path starts as a Remote Junior Engineer or Coordinator, advances to Senior Engineer or Product Owner, then to Lead or Manager roles, and eventually to Director or VP positions overseeing distributed teams.
What industry trends are shaping Flexible Work Schedules?
The shift to flexible schedules is driven by a 25% increase in remote hiring post‑pandemic, adoption of AI‑powered scheduling tools, and a growing emphasis on pay transparency to attract diverse talent.

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