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.

CDL A Midwest Drivers Only Reset at Home

Company: MNS1 EXPRESS INC

Location: Chicago, IL

Posted Aug 01, 2025

Must have at least 2 years of commercial driving experience. Must have at least 2 years of commercial driving experience. 2500-3000 Miles Per Week.

Special Education Teacher

Company: Helping Hand

Location: Countryside, IL

Posted Aug 01, 2025

You'll lead instruction, develop IEPs, mentor support staff, and create a safe, inclusive, and enriching environment for students ages 3-22 with intellectual…

Data Analytics Scientist

Company: CF Industries

Location: Northbrook, IL

Posted Aug 01, 2025

Collaborate with the IT Audit and Data Analytics Director, Lead Data Analytics Scientist, and Audit Managers to understand the in-scope business risks and…

Commercial HVAC Technician

Company: Thermaster Mechanical

Location: Lombard, IL

Posted Aug 01, 2025

Our work is primarily made up of service calls, preventative maintenance and occasional projects, for industrial and commercial clients at shipping,…

Team Lead, Airport Customer Experience Administration

Company: American Airlines

Location: Chicago, IL

Posted Aug 01, 2025

Provides assistance with preparation of management presentations, analysis on trends and special projects as required. All you'll need for success.

CNC Machine Operator II

Company: Ingersoll Rand

Location: Alsip, IL

Posted Aug 01, 2025

Follow company safety procedures and standards to insure individual and collective safety, in addition to avoiding unnecessary risk to oneself, co-workers,…

CDL A Tanker Truck Driver - Home Weekly

Company: Andrews Logistics Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Paid training for dry van or flatbed drivers with clean MVR’s and good work history. Wage Range: 0.68 - 0.74 per mile. 401(k) With Company Matching.

Accountant I

Company: The Salvation Army

Location: Chicago, IL

Posted Aug 01, 2025

Enter daily credit card payments, Corp giving and offsetting entry of total daily sales to accounting system. _The Accounting Clerk is responsible for providing…

Special Education Teacher

Company: Global Psychological

Location: Chicago, IL

Posted Aug 01, 2025

Evaluate academic proficiency and determine appropriate academic curriculum for students based on assessment data, age, strengths, and special needs.

Clinical Pharmacist Night Shift

Company: Advocate Aurora Health

Location: Park Ridge, IL

Posted Aug 01, 2025

Must be able to perform manipulative skills such as writing, typing, and data entry into the computer and automated dispensing machines.

CDL A Local Company Truck Driver Chicago

Company: Kutzler YMX MC, LLC

Location: Chicago, IL

Posted Aug 01, 2025

Kutzler YMX Local CDL A Company Shuttle Truck Drivers Earn Great Hourly Pay and Home Daily in South Side Chicago, IL! Based on 40 Hour Work Week, 8 Hour Shifts.

Kindergarten Apprentice

Company: Acero Charter Schools, Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Possess valid Illinois Paraprofessional Educator License (PARA) or equivalent (required). Clearly and accurately communicate with administration, colleagues,…

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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