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.

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 23, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Carpenter

Company: Ace Handyman Services Oak Park River Forest

Location: Oak Park, IL

Posted May 22, 2025

W-2 status with the flexibility of an independent job. We need an independent thinker with strong problem-solving skills, excellent communication skills and a…

Registered Nurse RN Home Health

Company: Elara Caring

Location: Chicago, IL

Posted May 23, 2025

Must have a dependable vehicle, valid driver’s license, and current auto insurance in accordance with state laws. 401(K) with employer match.

Customer Support Product Support Consultant, gTech Ads

Company: Google

Location: Chicago, IL

Posted May 21, 2025

Experience in account/campaign management roles, technical troubleshooting, or technical customer support. Based on the evolving needs of our ads customers, we…

Service Reliability Project Lead

Company: Progress Rail

Location: La Grange, IL

Posted May 21, 2025

The Service Reliability Project Lead is responsible for understanding in-service product failure data, identifying product performance trends, driving…

HVAC Service Technician

Company: R.A. SHAVITZ INC

Location: Skokie, IL

Posted May 21, 2025

Valid driver’s license with an insurable record. Certificate of completion from HVAC technical school. Year-Round Employment with guaranteed weekly hours.

Senior Finance Analyst

Company: Expedia Group

Location: Chicago, IL

Posted May 21, 2025

Support, develop, and implement improved processes and controls to enable sustainable, profitable scaling of the PLS business.

Software Engineer Manager (Hybrid or Remote Available)

Company: S&S Activewear LLC

Location: Bolingbrook, IL

Posted May 23, 2025

Partner with software engineering leaders to design and implement dev ops automation using target state CI/CD tools. Monday-Friday, Full-Time, Exempt.

Welder/Fabricator

Company: ProFlow Pumping Solutions

Location: Alsip, IL

Posted May 22, 2025

Ability to read and understand technical drawings and mechanical layouts. Interpret and work from technical drawings, blueprints, and schematics.

Security Officer (Pt)

Company: City Colleges of Chicago

Location: Chicago, IL

Posted May 21, 2025

Must have a valid driver’s license, current CPR and/or first aid certification, and hazardous material training. Have a valid driver’s license.

Facilities Painter

Company: The Resurrection Project

Location: Chicago, IL

Posted May 22, 2025

Access to a car, valid driver's license, and ability to travel within the metropolitan area and out of state. Access to a motor vehicle, valid driver’s license,…

Junior Data Analyst

Company: D & A Services, LLC

Location: Des Plaines, IL

Posted May 22, 2025

Perform duties related to data exchange internally and externally with all clients and third-party vendors; including client requests, report creation and…

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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