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.

AI Engineer (Associate) - Remote

Company: Huron Consulting Group Inc.

Location: Chicago, IL

Posted May 28, 2025

Ability to work on cross-functional teams, balance multiple projects, and communicate effectively with technical and non-technical audiences.

Pharmacist

Company: Loyola University Health System

Location: Maywood, IL

Posted May 29, 2025

Clinical staff pharmacists provide pharmaceutical care services to all patients of the hospital including, but not limited to, oversight, monitoring,…

Principal Platform Engineer

Company: Avant, LLC

Location: Chicago, IL

Posted May 28, 2025

As a team member, you will be developing tools to create and maintain cloud infrastructure, automate the management of complex service-oriented applications,…

Part Time Sales Associate for Luxury Linen Boutique

Company: Yves Delorme

Location: Oak Brook, IL

Posted May 29, 2025

The store is open 10-6 Monday to Saturday. Applicant should have some flexibility with hours, and have past retail experience (preferably high end).

Commercial Roofing Project Manager

Company: NATIONS ROOF LLC

Location: Villa Park, IL

Posted May 28, 2025

A valid driver’s license and insurable driving record. Understanding of commercial/industrial system design and installation code compliance and manufacturers…

Building/Refrigeration Engineer

Company: The University of Chicago

Location: Chicago, IL

Posted May 28, 2025

Current valid driver's license. In addition, this role is responsible for advanced installation, maintenance, repair, and operation of building equipment…

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 29, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Data Analyst 2

Company: PayPal

Location: Chicago, IL

Posted May 29, 2025

Day-to-day duties include data analysis, monitoring and forecasting, creating the logic and implementing risk rules and strategies, providing requirements to…

CDL-A Dedicated Truck Driver: $1,000 BONUS & Avg $1,500+/wk!

Company: U.S. Xpress

Location: Chicago, IL

Posted May 28, 2025

SAP drivers are not eligible for hire. Drive DEDICATED with U.S. Xpress: $1,000 SIGN ON BONUS and get HOME WEEKLY! Newer equipment averaging 18 Months.

Corporate Banking Professional - Client Services Analyst for Japanese Corporate Banking, Chicago IL

Company: MUFG Bank, Ltd.

Location: Chicago, IL

Posted May 29, 2025

Instructs the back office operations to proceed with booking the transactions once the terms and conditions of the products are agreed upon ensuring those…

Bilingual Wireless Retail Sales Associate

Company: Total Wireless - Mobile Generation Prepaid

Location: Chicago, IL

Posted May 29, 2025

Mobile Generation is an Equal Opportunity Employer and does not discriminate in employment based on race, color, religion, creed, national origin, ancestry, sex…

Home Health Care, RN Case Manager

Company: Providence Home Health Care, Inc

Location: Northbrook, IL

Posted May 28, 2025

Candidates must possess strong clinical knowledge in various geriatric disease processes. Each staff nurse performs nursing services for residents within a…

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.

Related Pages