Flexible Work Arrangements Jobs in Chicago, IL

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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.

Project Manager -Mechanical Contracting

Company: Demco, Inc

Location: Melrose Park, IL

Posted Aug 08, 2025

Solid understanding of mechanical contracting, commercial HVAC, and/or sheet metal work. We are seeking a detail-oriented and driven professional with a *strong…

Graphic Designer & Social Media Coordinator

Company: Fulcrum Aesthetics & Surgery

Location: Chicago, IL

Posted Aug 08, 2025

Please be prepared to present a design portfolio and/or examples of social media accounts you’ve successfully managed. Graphic Designer & Social Media Manager*.

Executive Sous Chef

Company: Gibson's Bar & Steakhouse- Rosemont

Location: Rosemont, IL

Posted Aug 08, 2025

Hire, train, supervise, and develop kitchen staff. Ensure all kitchen and food operations are in compliance with all legislated health and licensing guidelines;…

Teacher 4th Grade

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 08, 2025

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

Certified Elementary and Secondary Teacher

Company: Huntington Learning Center

Location: Chicago, IL

Posted Aug 08, 2025

_In order to ensure that our students have a successful educational experience, our tutors are required to go through intensive initial and ongoing training in…

Full-Time Multimarket Customer Service Agent

Company: H&M Group

Location: Chicago, IL

Posted Aug 08, 2025

Ability to work at a fast pace, multitask and manage fluctuations in workload handling multiple chats and calls at the same time. Health and Dependent Care FSA.

CNC Machinist

Company: Val-Matic Valve & MFG. Corp

Location: Elmhurst, IL

Posted Aug 08, 2025

Reads job information and locates and loads correct fixture, cutting tools, attachments, accessories, and program on machines such as CNC and manual lathes and…

Construction Laborer

Company: National Industrial Maintenance-Indiana

Location: East Chicago, IN

Posted Aug 08, 2025

Performs industrial maintenance work, including vacuuming industrial waste and/or materials (solids, sludge and liquids) and water blasting to clean various…

Registered Nurse

Company: PLCCA

Location: Maywood, IL

Posted Aug 08, 2025

Provide pertinent information regarding incarcerated clients by telephone and mail. Must have experience dispensing methadone in a clinical setting.

Apprentice Cybersecurity Analyst

Company: Catalyte

Location: Chicago, IL

Posted Aug 08, 2025

Its proprietary technology uses 200K data points to discover and develop high-potential talent. Fast track your entry into the cybersecurity industry with…

Wireless Retail Sales Associate

Company: Mobile Generation - Verizon Premium Retailer

Location: Evanston, IL

Posted Aug 08, 2025

The ideal candidate will have experience in retail environments, understand how to do outbound activities to drive customers into our locations, are driven by…

Hourly (K-8)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 08, 2025

Data entry, filing, answering phones and other various clerical duties. Our vision is that Every Chicago Public Schools student in every neighborhood will be…

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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