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.

Hybrid Customer Support Specialist - Pet Insurance

Company: Prudent Pet

Location: Downers Grove, IL

Posted Oct 02, 2025

Handle inbound calls, texts, tickets, and chats from existing policy holders, potential clients, and other external parties.

Senior Analyst, Data Sciences

Company: BMO Financial

Location: Chicago, IL

Posted Oct 02, 2025

Investigates additional technologies and tools for developing innovative data solutions for business stakeholders. Data driven decision making - In-depth.

Accountant - Accounts Payable [48456]

Company: Technology Resource Group

Location: Chicago Heights, IL

Posted Oct 02, 2025

Bachelors Degree in Accounting or a related field (CPA certification is a plus) and 2-5+ yrs. relevant experience, preferred.

Marketing Manager

Company: Adtalem Global Education

Location: Chicago, IL

Posted Oct 02, 2025

Proficiency in marketing tools and platforms (e.g., Salesforce, CMS, email platforms, project management tools). 401k Retirement Program + 6% employer match.

Warehouse Vault Custodian

Company: GardaWorld Cash

Location: Broadview, IL

Posted Oct 02, 2025

We provide our clients with solutions in every phase of their cash supply chain, including secured transportation, cash management, cash vault processing,…

Distinguished Engineer - Velocity Black

Company: Capital One

Location: Chicago, IL

Posted Oct 02, 2025

Work within and across teams to design, develop, test, implement, and support technical solutions across a full-stack of development tools and technologies.

Principal Associate, Data Scientist - US Card (New To Credit Team)

Company: Capital One

Location: Chicago, IL

Posted Oct 02, 2025

Master’s Degree in “STEM” field (Science, Technology, Engineering, or Mathematics) plus 3 years of industry experience in data science, or PhD in “STEM” field (…

Full Stack Developer – Chatbot/AI Integration

Company: Softtek

Location: Chicago, IL

Posted Oct 02, 2025

The ideal candidate will have *hands-on experience in chatbot implementation*, strong front-end development skills, and the ability to work across distributed…

Senior Manager, Data Engineering (AWS, Gen AI, Innovation Management)

Company: Capital One

Location: Chicago, IL

Posted Oct 02, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Lead Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Oct 02, 2025

Capital One is an equal opportunity employer (EOE, including disability/vet) committed to non-discrimination in compliance with applicable federal, state, and…

Licensed Electrician

Company: Sunrun Installation Services, Inc.

Location: Des Plaines, IL

Posted Oct 02, 2025

Must possess a valid Journeyman License/Electrician Certification or equivalent per local and state requirements, e.g. wireman license.

Lead Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Oct 02, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

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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