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.

Chef de Cuisine

Company: Augments Jobs

Location: Chicago, IL

Posted Aug 02, 2025

Oversee the preparation, cooking, and presentation of high-quality meals for both large and small events, catering services, and hotel guests.

Security Officer

Company: Airtight Security LLC

Location: Maywood, IL

Posted Aug 03, 2025

A valid security license may be required depending on local regulations. The ideal candidate will be responsible for maintaining a safe and secure environment…

Analytics & Reporting Analyst

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Aug 03, 2025

BASIC FUNCTION: (TECHNICAL CLAIMS)/ (CLAIMS) This position is responsible for improving health care operations by identifying business process re-engineering…

Lead Business Intelligence Analyst

Company: Caterpillar

Location: Chicago, IL

Posted Aug 02, 2025

REQS: This position requires a master’s degree, or foreign equivalent, in Data Science, Computer Engineering, Industrial Engineering, or related field plus 4…

26FT BOX TRUCK DRIVER

Company: Barnette Consulting Group

Location: Chicago, IL

Posted Aug 03, 2025

Based in Las Vegas and operating in all 48 states, we specialize in *dry freight transport*, supporting contracts with *government, municipal, and commercial…

Housekeeper / Laundry / Chef (Fulltime, Live-in)

Company: South Loop Family

Location: Chicago, IL

Posted Aug 03, 2025

Prior experience in food prep, cook/chef can be beneficial but is not required. Chicago, IL 60616: Relocate with an employer provided relocation package (…

Staff Pharmacist Overnight Shift | Inpatient Hospital | Chicago, IL | 13-Week Contract

Company: RPh on the Go

Location: Chicago, IL

Posted Aug 03, 2025

Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience required. Shift: Overnight, 5 to 7 on / 5 to 7 off.

Clinical Hospital Staff Pharmacist Rotating Shifts | Illinois | 13-Week Contract

Company: RPh on the Go

Location: Chicago, IL

Posted Aug 04, 2025

Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience required. Shift: Rotating first and second shifts.

Janitorial Crew Member (Full-Time)

Company: Sertoma Star Services

Location: Chicago, IL

Posted Aug 04, 2025

To comply with state regulations ensuring the safety and well-being of the individuals we support, we require all potential employees to undergo a thorough…

2025 Data for Good Hackathon - Data Science Analyst - Manhattan, New York

Company: JPMorganChase

Location: Chicago, IL

Posted Aug 03, 2025

You will work on projects focusing on machine learning, business intelligence, data engineering, and visualization, combining your technical skills and…

Teacher (2nd Grade)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 02, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

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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