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.

Cloud Infrastructure Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Jul 23, 2025

We are seeking a highly experienced and strategic Cloud & Infrastructure Architect to lead the design, governance, and implementation of enterprise-grade cloud…

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

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Jul 23, 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…

Data Analyst - Remote

Company: Guidehealth

Location: Chicago, IL

Posted Jul 23, 2025

Employees provide their own internet connection, capable of conducting video calls on camera and connecting to various internal and external systems.

Software Development Engineer

Company: WEX Inc.

Location: Chicago, IL

Posted Jul 23, 2025

You will be responsible for building and maintaining efficient development pipelines, driving automation, and contributing to scalable deployment strategies.

Customer Service Specialist

Company: Lenova Group, Inc.

Location: Hillside, IL

Posted Jul 23, 2025

Follow up with inbound inquiries daily and develop a working knowledge of accounts. Discuss with customers by telephone or e-mail to provide information about…

Event Chef

Company: Blue Plate Catering

Location: Chicago, IL

Posted Jul 23, 2025

Completion of City of Chicago Department of Public Health Certified Food Service Manager certification preferred, or ability to complete the certification…

Retail Sales Associate

Company: MY WIRELESS IL, INC

Location: Wood Dale, IL

Posted Jul 23, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Registered Nurse Pediatrics - Full Time, Night Shift

Company: Shirley Ryan AbilityLab

Location: Chicago, IL

Posted Jul 23, 2025

Illinois license to practice as a registered nurse. Implement interventions consistent with the established plan of care and interdisciplinary treatment plan,…

Analytical Lead Associate, Sales Associate Program (English)

Company: Google

Location: Chicago, IL

Posted Jul 23, 2025

Experience with data analysis using data sets using tools (e.g., SQL, Looker, PowerBI, or other data analysis software) through full-time roles, internships, or…

Registered Nurse - Burr Ridge Immediate Care

Company: Loyola University Health System

Location: Burr Ridge, IL

Posted Jul 23, 2025

Triage - Handles nurse-directed telephone calls from patients and seeks appropriate input and direction from the physician or functions from signed protocols if…

Janitor

Company: The Salvation Army Central Territory

Location: Chicago, IL

Posted Jul 23, 2025

Valid Drivers license and the ability to pass the Salvation Army MVR check. Ability to make minor plumbing, electrical and carpentry repairs.

Second Shift Custodian

Company: Elmwood Park Community Unit School District #401

Location: Elmwood Park, IL

Posted Jul 23, 2025

Uses hand tools of trade and related power equipment, including brooms, mops, floor cleaning and waxing machines, vacuum cleaners, snow blowers, shovels, power…

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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