Flexible Work Arrangements Jobs in Chicago, IL

74,517 open positions · Updated daily

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

Information Security Analyst (Hybrid, Greater Chicago Area)

Company: Byline Bank.

Location: Chicago, IL

Posted Aug 13, 2025

Participates in risk assessments to identify and assess security risks of new, existing, or proposed infrastructure.

Armed Mobile Patrol (Position Located in Northwest Suburbs)

Company: Advanced Security Solutions Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Residential High Rise Association - Helper A Janitor & Maintenance (Uptown)

Company: The Building Group

Location: Chicago, IL

Posted Aug 13, 2025

To perform repairs to common areas including HVAC, plumbing, electrical, and carpentry components, and other items as required. Ability to lift 50 lbs.

Banquet Chef

Company: Rivers Casino Des Plaines

Location: Des Plaines, IL

Posted Aug 13, 2025

Ensures that all guests are treated in a prompt, professional and courteous manner. Accredited degree or certification in culinary arts, hospitality, or…

Janitor / Laborer for Retirement Facility

Company: Retirement & Assisted Living Facility

Location: Northlake, IL

Posted Aug 13, 2025

Duties will include but not limited to: Prepare rooms for new move-ins; Patch dry wall & painting of various parts in building; Pull and install carpet and…

Armed Security Officer 2nd & 3rd Shift (Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Drywall/Plaster/Painter Installer - PART TIME

Company: Green Attic Insulation

Location: Schiller Park, IL

Posted Aug 13, 2025

Proven experience in drywall installation, plastering, and painting. Strong understanding of construction techniques and material properties.

Armed Security Officer 1st, 2nd & 3rd Shifts

Company: Advanced Security Solutions Inc.

Location: Skokie, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Director, Data Science - Model Risk

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

A PhD in a quantitative field (Statistics, Economics, Operations Research, Analytics, Mathematics, Computer Science, or a related quantitative field) plus 4…

Welder

Company: Sureway Group, Inc.

Location: Franklin Park, IL

Posted Aug 13, 2025

Ability to read and interpret technical drawings and specifications. The Welder will work with different materials and tools, contributing to the production of…

Customer Care Coordinator

Company: Residential Real Estate Council

Location: Chicago, IL

Posted Aug 13, 2025

Engage in member recruitment and retention efforts, including proactive outreach via phone calls, emails and social media. Become part of our dynamic team...

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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