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.

Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 14, 2025

The Locker Room Housekeeping Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while…

Project Manager

Company: Ryan Specialty

Location: Chicago, IL

Posted Aug 14, 2025

Identifies potential risks and develops mitigation strategies monitoring and managing risks throughout the project lifecycle.

Assistant Designer/ Sales Assistant

Company: Stone City Kitchen & Bath

Location: Chicago, IL

Posted Aug 14, 2025

We are looking for an Assistant to our Sales Associates to manage transactions, from design, budgeting and project managing. Must have strong follow-up skills.

Supervisor Temp Services Care Agent

Company: Lakeshore Recycling Systems LLC

Location: Rosemont, IL

Posted Aug 14, 2025

Monitors or reviews calls or other correspondence between representatives and customers and ensures that representatives are informed about changes to company…

Lamination Machine Operator - 2nd Shift w/ Shift Differential $$$

Company: PAXXUS

Location: Addison, IL

Posted Aug 14, 2025

Experience operating lamination equipment in a manufacturing facility. Ability to read user manuals and complete documentation in English.

Registered Nurse (RN)

Company: Northwestern Women's Health Associates

Location: Chicago, IL

Posted Aug 14, 2025

Current and valid RN license. Managing and triaging patient calls and electronic messages to prioritize care. This position is full-time, in-person.

Registered Nurse (RN)

Company: ALIYA on 87th

Location: Chicago, IL

Posted Aug 14, 2025

Active Registered Nurse (RN) license in the state of Illinois. Collaborate with allied health team members to develop and implement individualized care plans.

HVAC Master Technician/Technical Trainer

Company: Leslie Heating & Cooling

Location: Lombard, IL

Posted Aug 14, 2025

Provide field support and advanced troubleshooting for complex service or turnover calls. Run service calls (on demand). $85,000 – $125,000 per year*.

Promotional Products Subject Matter Expert

Company: Main St.

Location: Chicago, IL

Posted Aug 14, 2025

Main Street delivers impactful brand stories through design, displays, promotional, print, packaging, and fulfillment. Ability to travel 20% of the time.

EXECUTIVE SOUS CHEF

Company: Culinaire

Location: Chicago, IL

Posted Aug 14, 2025

Recognized as the technical expert, teacher and trainer for this operation and the culinary team. Current and cutting edge on new products, presentations, and…

Office Administrator and Data Analyst

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Aug 14, 2025

Bachelor's degree in business, data analytics, or a related field. Perform regular data entry and data maintenance to ensure accuracy and consistency across…

Treatment Coordinator/Sale Consultant- Transform Lives with Smile

Company: Lakeshore Dental Studio

Location: Chicago, IL

Posted Aug 14, 2025

Celebrate wins—because helping someone say yes to a new smile feels amazing. Walk them through treatment options and payment plans. This is a *sales role*.

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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