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.

Manager - Digital Content Strategy

Company: United Airlines

Location: Chicago, IL

Posted Jul 10, 2025

Leads content strategy, content governance, content management strategy, and content best practices, including search engine optimization.

Plumber

Company: Hunter Recruitment Advisors

Location: Chicago, IL

Posted Jul 10, 2025

Must have a valid driver’s license and a clean driving record. Your field experience with current plumbing license and certifications.

Ammonia Technician

Company: JTM FOODS LLC

Location: Chicago, IL

Posted Jul 09, 2025

Troubleshoot and repair mechanical, electrical, hydraulic, pneumatic, and plumbing systems. Knowledge of mechanical systems, electrical distribution, and safety…

ETL/SQL Data Analyst

Company: Magnifact

Location: Chicago, IL

Posted Jul 09, 2025

Bachelor’s Degree in Business, Computer Science, Information Systems, or related field. Leverage tools such as Jenkins for automating ETL processes within a…

Executive Chef

Company: Levy Sector

Location: Chicago, IL

Posted Jul 09, 2025

Holiday Time Off (varies by site/state). Associates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state,…

Project Manager - Healthcare Construction - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 10, 2025

MPI does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability,…

Customer Success Manager-Facebook Ads

Company: Predictive Sales AI

Location: Chicago, IL

Posted Jul 09, 2025

Strategic Digital Marketing Advisor: Advise clients on holistic digital marketing strategies, emphasizing how our AI tools can enhance their paid social efforts…

Production Operator

Company: JobSquad Staffing Solutions

Location: Northlake, IL

Posted Jul 09, 2025

Food production manufacturing- mixing various products for making/ baking cookies and other products for shipment to outside establishments.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Skokie, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

EHS Prevention Initiative Lead Teacher

Company: Easterseals Serving Chicagoland and Greater Rockford

Location: Chicago, IL

Posted Jul 09, 2025

Facilitate with the classroom teaching team the creation and implementation of group lesson plans. The Lead Head Start Teacher ensures that all education staff…

Special Events Seasonal Security officers

Company: Per Mar Security Services

Location: Countryside, IL

Posted Jul 09, 2025

Stand guard at security officer post, directing visitors, issuing access badges, and providing escorts as necessary. 18 years of age or older.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Park Ridge, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

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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