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 Signage Installation

Company: Black Diamond Technologies

Location: Chicago, IL

Posted May 06, 2025

The ideal candidate will have experience with vinyl graphics installation and excellent customer service skills. Purchase necessary graphics and materials.

Merchandise & Gate Worker - New Lenox, IL (Chicagoland Area)

Company: Perfect Game Incorporated - Part Time

Location: Chicago, IL

Posted May 05, 2025

Maintain the commitment to work the full duration of time/event you signed up for. Where you will ensure every customer purchases a. Apparel at all PG Events.

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL A Truck Driver- Increased Driver Pay

Company: PAM Transport

Location: Chicago, IL

Posted May 05, 2025

Earn more at PAM Transport, with our newly increased driver pay. Retirement plan w/ company matching. 3 months of CDL-A Tractor Trailer experience in the last…

Chicago Tutor/Teacher – All Subjects

Company: Grade Potential Tutoring

Location: Chicago, IL

Posted May 05, 2025

Professional independence – use your own materials and teaching methods. Willing to travel within your preferred local radius to meet the student (typically 5-…

Assistant Director of Nursing

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted May 05, 2025

Current, unencumbered license to practice as a RN in this state. Coordinates an effective orientation program that orients the new employee to the RAI process…

Software Engineer

Company: Wellbe Senior Medical

Location: Chicago, IL

Posted May 06, 2025

Bachelor’s Degree in computer science or related field. Design and develop software systems responsible for integrating and maintaining data integrity among…

Plumber Installer

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted May 06, 2025

Valid license to practice the profession (license or apprenticeship). Ability to handle plumbing tools and equipment (pipe wrenches, pipe cutters, plungers, etc…

Sr. Golang Software Engineer - Chicago, IL or Reston, VA- ONSITE -

Company: Comcast Corporation

Location: Chicago, IL

Posted May 05, 2025

Bachelor's or master's degree in computer science or a related field. Design and develop client-facing audience products, features, and applications using…

Senior Manager, Software Engineering, Mobile Development

Company: Capital One

Location: Chicago, IL

Posted May 05, 2025

Develop iOS client code solutions that deliver on Product Strategy and adhere to established engineering best practices, design guidelines and principles.

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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