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 Fabricator

Company: McNichols

Location: Elk Grove Village, IL

Posted Aug 22, 2025

1-2 years of welding experience or comparable technical training required. Must be able to setup welding machine and pass welding test for horizontal and…

RN Registered Nurse

Company: Complete Care at Sheridan Commons

Location: Chicago, IL

Posted Aug 22, 2025

Beautiful and Modern Work Environment: Enjoy working in a beautiful, state-of-the-art, and well-maintained facility that promotes a serene and healing…

Data Engineer (Azure & AI)

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

10+ years of experience in data engineering, cloud platforms, and big data technologies. Familiarity with AI/ML workflows and tools such as Azure ML, MLflow,…

Software Engineer II

Company: Peak6

Location: Chicago, IL

Posted Aug 22, 2025

Design, develop, test, deploy, and maintain diverse foundational services and SDKs used by product development teams; Learn from and apply design techniques and…

Senior Agentic AI Data Scientist

Company: The Hartford

Location: Chicago, IL

Posted Aug 21, 2025

This includes object-oriented programming, unit testing, version control using Git, and familiarity with (or curiosity about) design patterns and best practices…

AI Engineer, Campus, United States - BCG X

Company: Boston Consulting Group

Location: Chicago, IL

Posted Aug 22, 2025

Apply software development practices and standards to develop robust and maintainable software. Experienced at guiding non-technical teams and consultants in…

Marketing Manager

Company: Marriott International, Inc

Location: Chicago, IL

Posted Aug 22, 2025

Promotes on-brand messaging to customers through traditional, digital, and social media channels with the goal of driving revenue and supporting total hotel…

Azure DevOps Engineer (AI Infra)

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

Manage infrastructure, automation, and deployment pipelines for AI workloads. Social well-being benefits like subsidized back-up child/elder care and tutoring.

AI/ML Engineer

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

Collaborate with data engineers and software developers to integrate models into production systems. Contribute to reusable model components and templates…

CDL A Owner Operator-Midwest Runs Only

Company: ICD Freight Inc

Location: Chicago, IL

Posted Aug 22, 2025

Transparent payments – know the amount before you start driving. 72% of the load or a mileage pay program of $1.40 per mile. Pre-Pass for Tolls & Scales.

Media Data Analyst

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Aug 22, 2025

BA/BS degree in marketing, business, or related field. Experience in platforms BI and Visualization tools. As a key member of the Client Strategy & Analytics…

Sr Cyber Threat Intel Analyst

Company: PayPal

Location: Chicago, IL

Posted Aug 22, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

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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