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.

CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus!

Company: Quantix

Location: Riverside, IL

Posted Oct 02, 2025

Minimum of 1 year liquid/tanker experience. Earn excellent Flat Rate Pay for loads under 150 miles. Earn 67% of revenue for loads over 150 miles.

HVAC Field Supervisor/Turnover Technician

Company: Leslie Heating, Cooling, Plumbing, & Electric

Location: Lombard, IL

Posted Oct 02, 2025

We need one (2) HVAC FIELD SUPERVISORS/TURNOVER Service Techs to help develop the growth of young talent and assist in generating leads for our sales department…

Chef / Kitchen Manager - Monday through Friday

Company: EHS Recruiting Company

Location: Chicago, IL

Posted Oct 02, 2025

Must hold a valid driver’s license. We are seeking an experienced *Chef Managers* to oversee both front and back-of-house operations for a corporate dining…

Special Education Teacher (LBS1 Required)

Company: Marklund

Location: Bloomingdale, IL

Posted Oct 01, 2025

Must be a graduate of an accredited college and have proper and current Illinois teaching credentials (PEL license). Medical, Dental and Vision Insurance Plans.

CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus!

Company: Quantix

Location: Chicago, IL

Posted Oct 02, 2025

Minimum of 1 year liquid/tanker experience. Earn excellent Flat Rate Pay for loads under 150 miles. Earn 67% of revenue for loads over 150 miles.

Licensed Nurse (LPN/RN) - Maple Glen

Company: Maple Glen

Location: Glen Ellyn, IL

Posted Oct 01, 2025

Must have ability to gain CPR/ First-Aid certification as needed in accordance with company policy and applicable state rules and regulations.

CDL Class A Intermodal Truck Driver (second shift available)

Company: Innovative Intermodal Inc

Location: Forest View, IL

Posted Oct 01, 2025

Commercial driving license (CDL) with a clean driving record. This position offers competitive pay based on hazardous and tanker endorsements.

CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus!

Company: Quantix

Location: Stickney, IL

Posted Oct 02, 2025

Minimum of 1 year liquid/tanker experience. Earn excellent Flat Rate Pay for loads under 150 miles. Earn 67% of revenue for loads over 150 miles.

Licensed Service Plumber

Company: ARS-Rescue Rooter

Location: Itasca, IL

Posted Oct 02, 2025

Valid driver’s license with a good driving record. Active Plumbing License or Drain Cleaning Registration (state-specific). Dental and vision insurance options.

CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus!

Company: Quantix

Location: Berwyn, IL

Posted Oct 02, 2025

Minimum of 1 year liquid/tanker experience. Earn excellent Flat Rate Pay for loads under 150 miles. Earn 67% of revenue for loads over 150 miles.

CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus!

Company: Quantix

Location: Oak Park, IL

Posted Oct 02, 2025

Minimum of 1 year liquid/tanker experience. Earn excellent Flat Rate Pay for loads under 150 miles. Earn 67% of revenue for loads over 150 miles.

Lead Installer HVAC

Company: Leslie Heating, Cooling, Plumbing, & Electrical

Location: Lombard, IL

Posted Oct 02, 2025

2014 Goodman President’s Club of the Year Award. *100%* company paid health, Dental, and Vision insurance for your *entire family*.

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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