Flexible Work Arrangements Jobs in Chicago, IL

74,517 open positions · Updated daily

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.

Welder

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Valid driver’s license and reliable transportation. The ideal candidate will be skilled in various welding techniques and capable of reading blueprints and…

Manager, New Business

Company: Rise

Location: Chicago, IL

Posted Aug 11, 2025

Help develop clear, customized presentations and proposals that reflect Rise’s capabilities and approach. You’ll work closely with the Head of Growth, Sales…

High School Theater Teacher

Company: Resurrection College Prep High School

Location: Chicago, IL

Posted Aug 11, 2025

An undergraduate degree in an appropriate field from a regionally accredited college/university is required. Performs professional work providing limited direct…

Carpenter

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Valid driver’s license and reliable transportation. Operate hand tools, power tools, and woodworking machinery safely. Pay $25-30 an hour.

Azure Cloud Engineer

Company: Flex Employee Services

Location: Chicago, IL

Posted Aug 11, 2025

Architect and design cloud solutions on Microsoft Azure, ensuring scalability, reliability and cost effectiveness while considering operational concerns and non…

Group Director, New Business

Company: Rise

Location: Chicago, IL

Posted Aug 11, 2025

Develop and cultivate new Accounts for the team from methods including networking, trade resources, LinkedIn, Marketing leads, etc.

Construction Laborer

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Operate basic hand tools and power tools safely. Ability to operate basic hand and power tools. Knowledge of construction safety practices.

Retail Associate

Company: YJA

Location: Des Plaines, IL

Posted Aug 11, 2025

Ensure perfect entry of orders and resolve issues as required. Providing pre-sales technical assistance and product education.

Registered Nurse, ED

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 11, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification.

Manager, Data & Audience Services

Company: Rise

Location: Chicago, IL

Posted Aug 11, 2025

Bachelor’s degree in Data Science, Computer Science, Marketing, Business, or a related field. Excellent verbal and written communication skills, with the…

Manager, Investment, Marketplaces

Company: Rise

Location: Chicago, IL

Posted Aug 11, 2025

Serve as trusted advisor and consultant to clients on calls, emails, and in-person meetings. The Manager will provide strategic direction to team members…

Director, Data and Audience Services

Company: Rise

Location: Chicago, IL

Posted Aug 11, 2025

Bachelor degree in Data Science, Computer Science, Marketing, Business, or a related field. Excellent verbal and written communication skills, with the ability…

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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