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.

Lead Software Engineer (C++ AND Golang) On-site, Chicago, IL or Reston, VA

Company: Comcast Corporation

Location: Chicago, IL

Posted Apr 29, 2025

Oversees the researching, writing and editing of documentation and technical requirements, including software designs, evaluation plans, test results, technical…

View Details Apply on SimplyHired

CNC Swiss Set Up/Operator

Company: Precision-Tek Mfg., Inc

Location: Arlington Heights, IL

Posted Apr 29, 2025

Ability to read technical drawings and blueprints effectively. Operate CNC machines and equipment to manufacture parts as per technical drawings and…

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Chef de Cuisine

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

Sous Chef

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

Plumber

Company: Splash Plumber Inc.

Location: Chicago, IL

Posted Apr 30, 2025

Requires transportation and a current drivers license. The majority of our work is simple residential service calls.

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relocation assistance staffing agency contract

Travel CT Technologist - $2,652 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Apr 29, 2025

View Details Apply on healthecareers.com

Plumber

Company: THE PLUMBING DEPARTMENT INC

Location: Chicago, IL

Posted Apr 30, 2025

Running service calls that include assembly/installation and repair of plumbing, water flow, and drainage systems in accordance with plumbing codes.

View Details Apply on SimplyHired

HVAC Technician

Company: Topline HVAC

Location: Skokie, IL

Posted Apr 29, 2025

You will install, service, and repair heating and air conditioning systems. Familiarity with HVAC wiring diagrams. Respond to emergency maintenance requests.

View Details Apply on SimplyHired

Executive Sous Chef

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

HVAC/R Service Technician - Light Commercial

Company: CoolSys

Location: Oak Lawn, IL

Posted Apr 30, 2025

Sr, senior, Service Tech, refridgeration, HVAC, refrigeration, HVAC-R, HVAC/R, diagnostic, commercial, service, install, mechanical, mechanic, apprentice, AC,…

View Details Apply on SimplyHired

HVAC/R Service Technician - Light Commercial

Company: CoolSys

Location: Chicago, IL

Posted Apr 30, 2025

Sr, senior, Service Tech, refridgeration, HVAC, refrigeration, HVAC-R, HVAC/R, diagnostic, commercial, service, install, mechanical, mechanic, apprentice, AC,…

View Details Apply on SimplyHired

Research Data Scientist

Company: The University of Chicago

Location: Chicago, IL

Posted Apr 30, 2025

Background in research-related work in economics, climate science, data science, computer science, or a similar quantitative field is highly desirable.

View Details Apply on SimplyHired

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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