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.

Men's Locker Room Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 13, 2025

The Men's Locker Room Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while providing…

HVAC Technician

Company: The Richmond Group USA

Location: Chicago, IL

Posted Aug 13, 2025

If you have any type of technical training and/or mechanical ability *AND English is not your native language*, we want to hear from you. This is your…

Pre/Post-Op Clinical Nurse

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 13, 2025

Current State of Illinois, Registered Professional Nurse license. Advances clinical expertise, as demonstrated through pursuit of informal and formal continuing…

IMH Public Safety Officer

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 13, 2025

Hazards of the role include mechanical, electrical, chemical, biohazards, sharps, and radiation. Under general supervision, the Armed Public Safety Officer…

Residential / Remodeling Electrician ( 2 + YRS exp req )

Company: Upgrade Electric Inc

Location: Elk Grove Village, IL

Posted Aug 13, 2025

Must have a valid driver license and pocket tools. Must be experienced in new construction and remodeling.

Senior Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Kitchen Manager

Company: Headquarters Beercade/Machine Cocktail Bar

Location: Chicago, IL

Posted Aug 13, 2025

The ideal candidate will have a strong background in the food industry, particularly in fine dining and catering environments. Machine Cocktail Bar/New Venue.

Project Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 13, 2025

Helps develop, design and conduct research projects according to plan. 2-5 years of experience with research project management, preferably in the field of…

Staff Accountant-Onsite

Company: Ignite Medical Resorts

Location: Park Ridge, IL

Posted Aug 13, 2025

Assist with year-end including gathering information for the completion of the annual financial statement reviews, Medicare and Medicaid cost reports and tax…

Insulation Technician - Contractor

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Aug 13, 2025

Reliable transportation and valid driver's license. Operate and maintain insulation equipment and tools. Familiarity with tools and machinery used in insulation…

CDL A Yard Jockey

Company: Bulkmatic LLC

Location: Summit, IL

Posted Aug 13, 2025

Frequent bending stooping and climbing to inspect tractor and trailer per DOT regulations. Ability to drive a tractor-trailer around the yard.

5th Grade General Education Teacher

Company: Yeshivas Tiferes Tzvi

Location: Chicago, IL

Posted Aug 13, 2025

Regularly assess student progress through formative and summative assessments. Communicate with parents/guardians on student progress and any concerns.

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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