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.

Entry-Level Staff Accountant

Company: Premier Service

Location: Oak Brook, IL

Posted Jul 31, 2025

Bachelor's degree in accounting, Finance, or a related field. Help prepare tax filings, including sales tax and contractor-related compliance.

Service Associate - Evening Shifts - Housekeeping

Company: Loyola University Health System

Location: Melrose Park, IL

Posted Jul 31, 2025

Supporting quality patient care services by maintaining a clean, sanitary, safe and orderly environment for health care providers as well as patients and…

Machine Operator 1st and 2nd Shift

Company: JobSquad Staffing Solutions

Location: Stone Park, IL

Posted Jul 30, 2025

Responsible for manufacturing, distributing and consistently maintaining safe and quality food by following good manufacturing practices, allergen controls,…

Enterprise Product Risk Lifecycle Analyst

Company: PayPal

Location: Chicago, IL

Posted Jul 31, 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…

Sr. Manager, eCom & Customer Marketing Ops

Company: Kraft Heinz Company

Location: Chicago, IL

Posted Jul 31, 2025

Partner with Brand Teams to identify and develop strategy and creatives for retail media and shopper marketing programs that align with both customer objectives…

Officer (8AM-4PM Shift)

Company: Art Institute of Chicago

Location: Chicago, IL

Posted Jul 31, 2025

Works regularly in all Control areas; inspects parcels, issues keys, visitor and contractor management, answering radio traffic and telephones, etc.

Software Engineer II

Company: AppFolio

Location: Chicago, IL

Posted Jul 31, 2025

Become a master of your software engineering craft, and work with other software engineers who are smart enough to teach you, and humble enough to learn from…

Preservation Analyst, Audit and Monitoring, Information Governance

Company: Google

Location: Chicago, IL

Posted Jul 31, 2025

4 years of experience in Information Governance, eDiscovery or a related field (e.g., data governance, privacy). Ability to develop and understand strategy.

Seasonal Overnight Sales Associate

Company: Primark

Location: Chicago, IL

Posted Jul 31, 2025

Setting up a good-looking shop floor with full shelves, tidy fitting rooms and all the latest fashions, as well as keeping a tidy and well-organised stockroom.

Senior Project Manager - #2061

Company: Pivotal Talent Search

Location: Chicago, IL

Posted Jul 31, 2025

Escort design team, lenders, and other project stakeholders through construction sites to perform status reviews and draw meetings.

Software Engineer

Company: Getty Images

Location: Chicago, IL

Posted Jul 31, 2025

A Bachelor’s degree, or foreign equivalent, in Information Systems, Computer Science, or a closely related field of study. Serve as part of on-call rotation.

Field Solutions Architect, Generative AI Technologies, Google Cloud

Company: Google

Location: Chicago, IL

Posted Jul 31, 2025

Master's degree in Computer Science, Engineering, or a related technical field. Coordinate regional field enablement with leadership and work with product and…

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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