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.

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Aug 22, 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…

Lead Early Head Start Teacher

Company: Mary Crane Center

Location: Chicago, IL

Posted Aug 22, 2025

Coordinate lesson planning, field trips, and classroom events with the Education Coordinator. Communicate classroom expectations, routines, field trips, and…

Pharmacist - PRN

Company: FalconTek

Location: Hines, IL

Posted Aug 22, 2025

Full, current, and unrestricted license to practice pharmacy in a State, Territory, Commonwealth of the United States (i.e., Puerto Rico), or the District of…

Union Laborer

Company: Power Construction

Location: Chicago, IL

Posted Aug 22, 2025

Perform variety of tasks that require utilizing various tools, such as demolishing buildings, dismantling forms, setting up pumps and hoses, removing…

Clinical Pharmacist - Anticoagulation

Company: Advocate Aurora Health

Location: Niles, IL

Posted Aug 22, 2025

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

UI Health - Staff Nurse I - Psychiatry Clinic

Company: University of Illinois

Location: Chicago, IL

Posted Aug 22, 2025

Fully complete the education, licensure, certification and language sections. The University of Illinois System is an equal opportunity employer, including but…

Senior Analyst, Structural Market Risk

Company: BMO US

Location: Chicago, IL

Posted Aug 22, 2025

Conducts independent analysis and assessment to resolve strategic issues; breaks down strategic problems and analyzes data and information to provide insights…

Data Analyst

Company: Marmon Holdings

Location: Chicago, IL

Posted Aug 22, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. 4 weeks of Paid Parental Leave.

2nd Shift Welder TIG South

Company: Metraflex Company Inc

Location: Chicago, IL

Posted Aug 22, 2025

You will operate appropriate equipment to put together mechanical structures or parts with a great deal of precision. Familiarity with MIG welding is a plus.

Armed Driver Cash Transport - FOID Required

Company: GardaWorld Cash

Location: Broadview, IL

Posted Aug 22, 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…

Residential and Commercial Electrician

Company: B-Electric, Inc

Location: Skokie, IL

Posted Aug 22, 2025

Proficiency in using hand tools and power tools for electrical work. Troubleshooting, new installations, remodeling, service calls and repairs.

CDL - Driver Messenger Foid Required

Company: GardaWorld Cash

Location: Broadview, IL

Posted Aug 22, 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…

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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