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.

Janitorial Crew Member (Part-Time)

Company: Sertoma Star Services

Location: Chicago, IL

Posted Jul 30, 2025

To comply with state regulations ensuring the safety and well-being of the individuals we support, we require all potential employees to undergo a thorough…

Product Marketing Manager

Company: Expedia Group

Location: Chicago, IL

Posted Jul 30, 2025

With a deep knowledge of the Transport product space, you will champion customer-centric products and communicate the product vision, craft insights to help…

Marketing Specialist

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 30, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. Undergraduate degree in Marketing or related field.

Registered Nurse / Educational Assistant

Company: LaGrange Area Department of Special Education

Location: Brookfield, IL

Posted Jul 30, 2025

A valid Illinois driver’s license and access to a reliable, insured vehicle *. All duties are performed in accordance with district/cooperative/state board of…

Local Truck Driver

Company: Wylie Transit LLC

Location: Chicago, IL

Posted Jul 30, 2025

Valid commercial driver's license (CDL) with appropriate endorsements (Tanker endorsement preferred). Proven experience in truck driving or as a delivery driver…

Senior Income Tax Analyst

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 30, 2025

Working knowledge of federal and state corporate income tax compliance. The Senior Income Tax Analyst, Tax Reporting will play a key role in the preparation and…

Travel General Laborer Nights $18

Company: SPAR Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Reliable transportation, valid driver’s license,. This role is made for road warriors — expect to be continuously on assignment outside your home state.

Ambulatory RN 2 - Adult and Pediatrics Population

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 30, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

Senior Marketing Specialist

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 30, 2025

Minimum 3 years of experience in related field. Undergraduate degree in Marketing or related field. We offer a wide range of benefits that provide employees…

Janitor

Company: Newly Weds Foods- Broadview, IL

Location: Broadview, IL

Posted Jul 30, 2025

Maintain work area in a clean and orderly manner so that it can receive incoming baskets of trash. It is this worker’s professional responsibility to clean and…

Registered Nurse - Brain Innovation Center

Company: Shirley Ryan AbilityLab

Location: Chicago, IL

Posted Jul 30, 2025

Illinois license to practice as a registered nurse. Implement interventions consistent with the established plan of care and interdisciplinary treatment plan,…

UN Swing Driver

Company: Lakeshore Recycling Systems LLC

Location: Chicago, IL

Posted Jul 30, 2025

Must not have any license suspensions within the last 2 years. The Swing driver collects and hauls waste, recycling materials or containers to a disposal site…

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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