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.

Mid Shift Custodian - Julian Middle School

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Jul 03, 2025

Sets up and breaks down chairs, tables and equipment in meeting rooms, and functional rooms. Under the direct supervision of the Senior Director of Buildings &…

Treasury Accountant

Company: Google

Location: Chicago, IL

Posted Jul 03, 2025

Support cash and other short-term liquid asset classes from project implementation through monthly accounting and reporting cycles.

Low Voltage Project Manager

Company: Corporate Resources, Ltd.

Location: Chicago, IL

Posted Jul 03, 2025

Valid driver’s license and ability to travel to project sites as needed. Proficiency in project management tools and methodologies.

Azure Cloud Engineer

Company: Flex Employee Services

Location: Chicago, IL

Posted Jul 03, 2025

Architect and design cloud solutions on Microsoft Azure, ensuring scalability, reliability and cost effectiveness while considering operational concerns and non…

WMS Project Manager (HYBRID: $110-140K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Jul 03, 2025

Lead end-to-end delivery of warehouse automation projects, from design to implementation. Technical/automation solutions implementation: 3 years (Required).

Pre-K Teacher, Type 04/PEL

Company: South-East Asia Center

Location: Chicago, IL

Posted Jul 03, 2025

Deliver a research‑based early learning curriculum aligned with Illinois state standards and SEAC’s Bridge‑building and cross‑cultural teaching philosophy.

Senior IT Compliance Analyst

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 03, 2025

Ability to clearly articulate compliance requirements and gather necessary information from both technical and non-technical teams.

Janitorial Associate

Company: Walmart

Location: Northlake, IL

Posted Jul 03, 2025

Programs range from high school completion to bachelor's degrees, including English Language Learning and short-form certificates.

Owner Operator Truck Driver

Company: Cargomaxx Express, Inc

Location: Bensenville, IL

Posted Jul 03, 2025

Driver must have own IFTA and Plate. Company and Dispatchers treat drivers with Respect! Paid Bobtails / Detention / Accessorial Charges.

Water & Sewer Worker I

Company: Village of Oak Park

Location: Oak Park, IL

Posted Jul 03, 2025

License or Certificate:* Possession of or ability to obtain appropriate, valid B CDL drivers license, with air brake endorsement within the first six months of…

SECURITY MANAGER

Company: Chicago Athletic Association

Location: Chicago, IL

Posted Jul 03, 2025

Monitor activities of guests and team members inside hotel premises via closed-circuit television (CCTV) system and personal observation, for criminal…

Heating, Ventilation, and Air Conditioning Technician

Company: The Fair Plumber

Location: Elmhurst, IL

Posted Jul 03, 2025

Valid driver’s license with a clean driving record. EPA certification (Type II or Universal). Strong knowledge of furnaces, air conditioners, heat pumps,…

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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