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.

Built Environment & Sustainability Project Manager

Company: The Academy for Global Citizenship

Location: Chicago, IL

Posted Sep 19, 2025

AGC’s new learning hub will provide critically needed access to tuition-free early childhood learning, high quality K-8 public education, health care and mental…

Plumber

Company: Tradesmen International, Inc.

Location: Chicago, IL

Posted Sep 19, 2025

This is a full time opportunity and the pay rate is $25-28/hour based on experience and skill level plus $100/per diem for travelers 60+ miles from the job site…

Jewerly Sales Associate/ graduate gemologist

Company: Fuenfer Jewelers

Location: Wilmette, IL

Posted Sep 19, 2025

*Fuenfer Jewelers* is seeking an experienced and enthusiastic *Jewelry Sales Associate & or Graduate Gemologist* to join our dedicated team. For over 90 years…

Customers Ops Healthcare Life Science Veeva CRM Consultant

Company: Deloitte

Location: Chicago, IL

Posted Sep 19, 2025

Offer end-to-end solutions including process analysis and design, requirements planning, business case development, analytics support, and administration…

Construction Worker

Company: EcoBuild and Green Attic

Location: Mount Prospect, IL

Posted Sep 19, 2025

Basic HVAC, plumbing, or electrical experience. Own hand and power tools. Trim carpentry (baseboards, doors, casing, cabinet installation — including coping/…

CNC Machinist III, 1st shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Sep 19, 2025

Person’, which includes U.S. citizens, U.S. nationals, U.S. permanent residents, individuals granted asylum in the United States, and refugees in the United…

Retail Customer Service & Sales Associate

Company: Vici Marketing, Inc

Location: Burr Ridge, IL

Posted Sep 19, 2025

Operate the cash register efficiently and accurately while handling transactions. Basic math skills for handling transactions and cash management.

Graphic Artist

Company: Advantage Solutions

Location: Chicago, IL

Posted Sep 19, 2025

Use of computer tools/design tools used to perform role; ability to efficiently utilize computer tools (MAC) which programs include Illustrator, Photoshop,…

Armed Driver Cash Transport - FOID Required

Company: GardaWorld Cash

Location: Broadview, IL

Posted Sep 19, 2025

21 years of age or older with a valid and clean driver’s license. We provide our clients with solutions in every phase of their cash supply chain, including…

Artificial Intelligence (AI) Engineer

Company: Harbor

Location: Chicago, IL

Posted Sep 19, 2025

Minimum Education and Experience Requirements: Master's degree, or foreign equivalent, in Data Science, Operations Research, Machine Learning, or related field,…

STAFF PHARMACIST | PART-TIME

Company: Forum Extended Care Services Inc Ii

Location: Chicago, IL

Posted Sep 19, 2025

Current unencumbered license as a Registered Pharmacist in the pharmacy's state of practice. Assist pharmacy managers and lead pharmacy technicians in managing…

Data Scientist

Company: The University of Chicago

Location: Chicago, IL

Posted Sep 19, 2025

Minimum requirements include a college or university degree in related field. Provides professional support to staff or faculty members in defining the project…

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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