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.

Graphic Artist Lead

Company: Resource Label Group, Inc

Location: Des Plaines, IL

Posted Aug 13, 2025

Activities include, but are not limited to, creating separations, remapping of colors to proper separations, trapping, overprinting, knock-outs, imposition,…

Assistant Project Manager - Light Industrial

Company: Michael Page

Location: Chicago, IL

Posted Aug 13, 2025

Review project implementation and gather data on project execution. Technical background with understanding of building engineering and commercial projects;…

GRAPHIC DESIGNER (HYBRID-CHICAGO, IL)

Company: Compass Corporate

Location: Chicago, IL

Posted Aug 13, 2025

We will consider for employment all qualified applicants, including those with a criminal history (including relevant driving history), in a manner consistent…

Traditional Media Buyer

Company: Lucas James Talent Partners

Location: Chicago, IL

Posted Aug 13, 2025

Partner with planning and strategy teams to develop cross-media strategies that align with client KPIs. Strong negotiation skills backed by data analysis.

6th Grade Teacher

Company: Acero Charter Schools, Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Possess valid Illinois K-9 self-contained general education endorsement or equivalent (required). Collaborate with instructional leaders to develop and execute…

Bilingual Sales Associate (Chinese/English) – Frozen Seafood | Tropical Harvest

Company: Tropical Harvest LLC

Location: Chicago, IL

Posted Aug 13, 2025

This role involves managing current client relationships while developing new business opportunities in the B2B seafood sector.

Senior Data Analyst

Company: Purple Carrot

Location: Chicago, IL

Posted Aug 12, 2025

Bachelors degree or related field or equivalent experience. Familiarity with data visualization tools (e.g., particularly Looker). Experience with dbt a plus.

Security Sergeant - Night Shift

Company: Loyola University Health System

Location: Berwyn, IL

Posted Aug 13, 2025

General - Valid Illinois drivers license. Supports delivery of security, safety and parking services on campus by supervising the day to day operations of a…

People Experiences Project Manager

Company: Rekuten Global

Location: Chicago, IL

Posted Aug 12, 2025

A Bachelor’s degree and a min of 5 years of relevant experience and/or education in any of: Psychology, Human Resources, Operations, Project Management or a…

Kitchen Manager/Chef

Company: One Allegiance Brewing

Location: Chicago Ridge, IL

Posted Aug 13, 2025

Collaborate with Ownership and other kitchen staff to develop and update menu items. We take pride in our diverse selection of beers brewed on-site, carefully…

Software Engineer II

Company: CNH Industrial

Location: Oak Brook, IL

Posted Aug 13, 2025

Bachelor’s degree in Computer Science or related technical field with 2+ years of engineering experience. Keep abreast of new developments in the fields of…

Lead Data Scientist

Company: Caterpillar

Location: Chicago, IL

Posted Aug 13, 2025

Programming Languages: Knowledge of basic concepts and capabilities of programming; ability to use tools, techniques and platforms in order to write and modify…

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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