Flexible Work Arrangements Jobs in Chicago, IL

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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.

Service Technician/Machinist

Company: Goulds Pumps IPG LLC

Location: Chicago, IL

Posted Sep 01, 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…

CDL A Owner Operator Truck Driver

Company: ICD Freight Inc

Location: Chicago, IL

Posted Sep 01, 2025

Your choice = 72% of the load + 100% FSC OR a mileage pay program of $1.73* per mile. Competitive pay packages and fuel discounts to keep more money in your…

Tool Room Machinist 1st shift)

Company: Klein Tools

Location: Elk Grove Village, IL

Posted Sep 01, 2025

Fits and assembles parts into complete assembly, using jigs, fixtures, surface plates, surface table, hand tools and power tools. Ability to weld is a plus.

Sous Chef Needed for Upscale Restaurant in Chicago!

Company: EHS Recruiting Company

Location: Chicago, IL

Posted Sep 01, 2025

Ability to balance food/labor costs. $65-$75k + bonus/benefits!*. At least 2 years of CURRENT Sous Chef experience. Good tenure, no job hoppers.

Commercial Carpenter

Company: Aerotek

Location: Chicago, IL

Posted Sep 01, 2025

Operate hand and power tools safely and efficiently. Proficiency with hand and power tools. Follow all construction safety standards. Pay: $25–$30/hour.

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Chicago, IL

Posted Sep 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

Lead HVAC Technician

Company: Aerotek

Location: Oak Park, IL

Posted Sep 01, 2025

Valid driver’s license and vehicle for site transport. Proficient with HVAC specialty tools, including sheet metal break, gauges, manometer, hand tools, pipe…

Extra Help - Customer Service Representative - Hospital Neonatal Nursing

Company: University of Illinois

Location: Chicago, IL

Posted Sep 01, 2025

This includes greeting patients, answering/routing telephone calls, ordering supplies and other administrative/customer service duties.

Accounting Manager

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Sep 02, 2025

This position will be fully responsible for closing the books, entering orders, invoicing, account reconciliations and presenting BU results in the month-end…

Maintenance Electrician - 2nd Shift

Company: Edsal Manufacturing

Location: Chicago, IL

Posted Sep 01, 2025

Diagnose and repair electrical components of hydraulic and pneumatic machinery. Edsal seeks a dynamic individual to join our team as the Maintenance Electrician…

CDL-A Owner Operator Local Intermodal Home Daily

Company: PB Industries, Inc

Location: Elk Grove Village, IL

Posted Sep 01, 2025

(1099 Contractors are responsible for their own health, dental, and vision insurance. 1099 Owner Operator truck drivers are also responsible for tax reporting.)…

Executive Chef Needed for Upscale Chicago Suburb Restaurant!

Company: EHS Recruiting Company

Location: Chicago, IL

Posted Sep 01, 2025

Ability to balance food/labor costs. Executive Chef Needed for Upscale Chicago Suburb Restaurant! Great opportunities for growth, as well! *.

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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