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- Chicago Construction

Company: Michael Page

Location: Chicago, IL

Posted Jul 09, 2025

Train and develop the project team. Our client is a design/build developer who specialize in K-12 and healthcare projects including but not limited to…

CHICAGO SOUTH LOOP ELECTRICIAN

Company: State of Illinois

Location: Chicago, IL

Posted Jul 09, 2025

Requires a valid driver’s license and the ability to travel to various sites/facilities. Under general supervision, receiving day-to-day guidance from the Chief…

Sous Chef

Company: Ramen - San

Location: Chicago, IL

Posted Jul 09, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

PT Sales Associate - North Michigan Ave Bloomingdales

Company: REISS

Location: Chicago, IL

Posted Jul 09, 2025

As part of our Chicago team, you'll be joining our Bloomingdale's concession in Chicago on a part time basis as our Sales Associate, who is responsible for…

Flash-Butt Welder

Company: RailWorks Corporation

Location: Chicago, IL

Posted Jul 09, 2025

A valid class A driver’s license and satisfactory driving record. Must have a valid driver’s license and the ability to gain Class-A CDL with 90-day.

Founding Graphic Designer

Company: Bulqit

Location: Chicago, IL

Posted Jul 08, 2025

Have enough technical skill to collaborate with developers—or even build simple tools and automations yourself.

Business System Analyst, HRIS Data - National Office (Remote)

Company: YMCA of the USA

Location: Chicago, IL

Posted Jul 09, 2025

Excellent communication and interpersonal skills; ability to translate technical concepts for non-technical audiences. YMCA Team Leader certification preferred.

Part-Time Janitor - North Side of Chicago (zip code 60630 or 60646) - Experience required

Company: TMP Janitorial

Location: Chicago, IL

Posted Jul 09, 2025

*Has their own transportation (non-negotiable)*. *Proven working experience as a cleaner, janitor, cleaner technician, or any other relevant experience related…

Electrician AC Eng

Company: Metra

Location: Chicago, IL

Posted Jul 09, 2025

In addition to installing and repairing HVAC systems, this position is responsible for construction, maintenance, repairs, and wiring of medium voltage…

Senior Customer Support Specialist - Chicago, IL

Company: Uber

Location: Chicago, IL

Posted Jul 09, 2025

Facilitate driver sign-ups and communicating value proposition of driving with Uber, which may include proactive outreach.

Union Carpenter Foreman - Data Center Hot Aisle Containment

Company: Turner Construction Company

Location: Chicago, IL

Posted Jul 09, 2025

Supervise and develop trade employees, as assigned, including providing input on or completing performance appraisals. Address staff needs and resolve problems.

Oncology Infusion RN 2 - RUSH Cancer Center (Chicago) - Per Diem

Company: Rush Oak Park

Location: Chicago, IL

Posted Jul 09, 2025

Demonstrates accountability for own professional practice, including progress toward achievement of annual goals. Work Type: Restricted Part-Time (0. 1 FTE).

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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