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.

Maintenance Electrician - Bridgeview, IL

Company: Signode

Location: Bridgeview, IL

Posted May 30, 2025

Provide electrical support for all production lines and will be responsible for installing and programming electrical equipment.

Public Safety Officer I - Armed (Registry, 1st shift, Multi-Site)

Company: Advocate Aurora Health

Location: Evergreen Park, IL

Posted May 30, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responds to service calls, such as combative or threatening patients or visitors and team…

Mobile Association - Retail Sales

Company: T-Mobile USA, Inc.

Location: Chicago, IL

Posted May 30, 2025

Becomes skilled with and consistently uses digital tools in interactions and onboarding to actively demonstrate: How our ever-expanding coverage stacks up in…

CDL-A Regional Tanker Truck Driver

Company: TransWood

Location: Chicago, IL

Posted May 31, 2025

Good driving record with no major violations or accidents (some restrictions apply). 401(k) with employer matching. Hauling liquid chemicals in a liquid tanker.

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Jun 01, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

Class A Regional Driver- Champaign, IL

Company: Whiteline Express Ltd

Location: Chicago, IL

Posted May 31, 2025

Must meet DOT driving standards. Up to $0.12 per mile for driver referral program. Minimum of 6 months of Class A tractor/trailer experience within the past 24…

Public Safety Officer I - Armed (Full Time, 3rd Shift)

Company: Advocate Aurora Health

Location: Oak Lawn, IL

Posted May 30, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responds to service calls, such as combative or threatening patients or visitors and team…

2026 Commercial & Investment Bank Innovation Development Summer Analyst Program

Company: JPMorganChase

Location: Chicago, IL

Posted May 31, 2025

Problem-solving skills in interpreting data, trends, and insights to identify opportunities and develop actionable solutions. Analyze data to drive decisions.

Class A Regional Driver- Jackson Ctr, OH

Company: Whiteline Express Ltd

Location: Chicago, IL

Posted May 31, 2025

Must meet DOT driving standards. Up to $0.12 per mile for driver referral program. Minimum of 6 months of Class A tractor/trailer experience within the past 24…

HVAC Install Assistant

Company: Deljo Heating & Cooling

Location: Chicago, IL

Posted Jun 02, 2025

Valid driver's license and insurable driving record. Experience in construction, electrical, plumbing, HVAC, or other trades preferred.

Traveling HVAC Controls - Lead Field Service Technician

Company: Honeywell

Location: Des Plaines, IL

Posted May 31, 2025

Valid driver’s license with a clean driving record. 2+ years of experience in c ommercial HVAC controls field service with a solid track record in installation,…

Security Analyst

Company: Blume Global

Location: Chicago, IL

Posted May 31, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

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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