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.

Independent Sales Associate

Company: United Roofing & General Contractors

Location: Chicago, IL

Posted Jul 15, 2025

Generate and manage leads through field prospecting, referrals, and company-provided sources. Are you ready to take control of your income, grow your career,…

Public Safety Officer Lead - Swedish Hospital - Nights

Company: Endeavor Health

Location: Chicago, IL

Posted Jul 16, 2025

A valid driver’s license. Required license and/or certification: CPI (Crisis Prevention Intervention) certification within six months of hire.

Sales Assistant - Large Retail Customers

Company: MACVAD USA

Location: Lincolnwood, IL

Posted Jul 15, 2025

A full driver’s license is required. Data entry, file management and reporting as required. Full-time, permanent role with a global company.

RN Case Manager

Company: Moments Hospice

Location: Chicago, IL

Posted Jul 16, 2025

Licensed as a Registered Nurse / RN in the state you work in. 401(k) with company matching. As an RN Case Manager, you will play a critical role in making our…

Graphic Designer – Wayfinding & Compliance

Company: Stratus

Location: Elmhurst, IL

Posted Jul 16, 2025

Our work transforms environments through strategic design, high-impact visuals, and precise production. Bachelor’s degree in Graphic Design, Environmental…

Sous Chef

Company: Bazaar Meat by Jose Andres

Location: Chicago, IL

Posted Jul 16, 2025

Train and develop kitchen staff; train cooks/kitchen staff in the importance of consistency in preparation and presentation.

RN (Registered Nurse) Pediatric Private duty

Company: Kingsway Home Health

Location: Chicago, IL

Posted Jul 15, 2025

Requirements\*\*minimum of 1-year experience as LPN/RN\*\*\*\* must be licensed in the state of Illinois\*\*\*\*CPR card, Driver’s license, S.

Financial Systems Reporting and Data Senior Analyst

Company: Plante Moran

Location: Chicago, IL

Posted Jul 16, 2025

Compensation is commensurate with technical skills and experience is provided in accordance with applicable state requirement.

Marketing Associate - Japanese bilingual

Company: Pasona N A, Inc.

Location: Chicago, IL

Posted Jul 15, 2025

A fast-growing manufacturing SaaS company is seeking a Bilingual Marketing Associate to support marketing initiatives, with a strong focus on field marketing…

Customer Experience Representative - ICS

Company: J.B. Hunt

Location: Chicago, IL

Posted Jul 15, 2025

This position will exemplify a customer-centric spirit to develop and maintain excellent customer relationships as well as maximize business potential.

Machine Operator-Liquid Filling 1st shift

Company: Rich Products Corporation

Location: Niles, IL

Posted Jul 15, 2025

In accordance with state law, the rate or range provided is Rich Products Corporation, its subsidiaries and affiliates ("Rich's"), reasonable estimate of the…

Sr Analyst, Incident Response

Company: PayPal

Location: Chicago, IL

Posted Jul 16, 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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