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.

HVAC Service Technician - Tuesday to Saturday

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license and insurable driving record. Consult with customer on repair and replacements. Take home company vehicle + gas card.

Plumbing Apprentice

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Foreman of Building & Construction Laborer

Company: Chicago Park District

Location: Chicago, IL

Posted Jul 11, 2025

Use of power and hand tools, and operation of equipment used on construction work sites. License Requirement: Must have and maintain a valid Illinois Driver's…

HVAC Technician/Installer

Company: Season Comfort Corporation

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver’s license and clean driving record. Accurately document service calls and maintain detailed records. Competitive union wages and benefits.

High Pressure Sales Manager, Compressor Technique - Chicago,IL

Company: Atlas Copco Compressors LLC

Location: Chicago, IL

Posted Jul 11, 2025

Must have a valid driver’s license. These reports may also be on special developments, information, or feedback gathered through field activity, including…

Senior Accountant

Company: SARGENT LOGISTICS

Location: Oakbrook Terrace, IL

Posted Jul 11, 2025

Monitor cash flow and provide financial insights for equipment purchases and capital investments. Recommend and implement accounting software/process…

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jul 11, 2025

Own your own professional grade tools for a large variety of jobs. The pay range for this position is $32 to $36+/hr and is dependent on your experience as a…

IT Project Support Specialist (Remote - IL)

Company: Tanager, Inc.

Location: Chicago, IL

Posted Jul 11, 2025

May consider college degree in IT field in lieu of experience. This position involves direct communication and support to ensure readiness to cut over remote…

HVAC Service Technician

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license and insurable driving record. Consult with customer on repair and replacements. Take home company vehicle + gas card.

Hiring and Onboarding People Analyst

Company: Google

Location: Chicago, IL

Posted Jul 11, 2025

3 years of applied experience conducting hiring research (selection and assessment), including psychometric methods and fundamental social science statistical…

Custodian/Janitor

Company: B19 Solutions

Location: Chicago, IL

Posted Jul 11, 2025

The ideal candidate will play a crucial role in maintaining cleanliness and order within our facilities, ensuring a safe and welcoming environment for all…

Executive Chef @ Tabu

Company: Atomic Hospitality

Location: Chicago, IL

Posted Jul 11, 2025

Hire, train, schedule, and develop kitchen staff. Expo during service to ensure smooth execution and guest satisfaction.

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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