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.

Field Marketing Manager CHI

Company: Midtown Home Improvements

Location: Wood Dale, IL

Posted Jul 04, 2025

Valid driver's license and reliable transportation. Eventually oversee multiple markets and team leads. Ability to walk outdoors for extended periods.

Senior Software Engineer

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 03, 2025

Advanced degree in computer science, mathematics, statistics, engineering, or a relevant quantitative field. Senior Software Engineers perform web application…

Rocker Framer

Company: E&K of Chicago, Inc.

Location: Elmhurst, IL

Posted Jul 05, 2025

Screw guns, routers, chop saws, powder actuated tools (Hilti), various hand tools, knives and lasers. From (1") to (48"), (20/day), a distance of up to (20 feet…

Service Technician/Machinist

Company: ITT Cannon LLC

Location: Chicago, IL

Posted Jul 04, 2025

Building on centuries of pump design experience, PRO Services provides an array of services focuses on reducing equipment total cost of ownership and increasing…

Senior Brand Manager - Cottonelle® Flushable Wipes

Company: Kimberly-Clark

Location: Chicago, IL

Posted Jul 06, 2025

Diverse income protection insurance options to protect yourself and your family in case of illness, injury, or other unexpected events. In this role, you will:

HVAC Service Technician

Company: Aire Serv

Location: Bedford Park, IL

Posted Jul 05, 2025

Valid driver's license and clean driving record. We employ a front-line service system that, when followed, will consistently generate 5-star reviews.

Registered Nurse Ambulatory

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 04, 2025

Current license as a Registered Professional Nurse or eligible in the State of Illinois. This role is a registered professional nurse who is accountable for…

SENIOR DESIGNER

Company: ALG Vacations and Trisept United States Offices

Location: Chicago, IL

Posted Jul 04, 2025

Exceptional online portfolio showcasing conceptual thinking and expertise in color theory, logo design, layout, typography and graphic design.

Customer Support Specialist

Company: Ingredion

Location: Westchester, IL

Posted Jul 03, 2025

The impact and complexity of the role will vary based on your level of experience and product knowledge (entry-level, experienced, or advanced), the types of…

Project Manager

Company: Michael Page

Location: Chicago, IL

Posted Jul 06, 2025

The Project Manager is responsible for scheduling, oversight of construction and communication with project team. Bonus per project (up to 12%).

Part- Time Graphic Designer - Global Food Distributer (35083)

Company: Activ8 Recruitment and Solutions

Location: Elk Grove Village, IL

Posted Jul 03, 2025

Create graphic designs for their social media content. Utilize design software like Photoshop, Microsoft Publisher, and Adobe Creative Suite.

Machine Operator - Bedford Park, IL

Company: WestRock

Location: Bedford Park, IL

Posted Jul 03, 2025

Smurfit Westrock Bedford Park is looking for Machine Operator’s for 2nd and/or 3rd shift. The salary range for this position is $22.55 per hour depending on…

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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