Flexible Work Arrangements Jobs in Chicago, IL

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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.

Assistant Project Manager

Company: J. F. Ahern Co.

Location: Chicago, IL

Posted Jul 22, 2025

You will be a key member on the project team making sure field crews have their resources well planned and organized for installation efficiency.

Full Time Long Term Care Pharmacist

Company: Care One Pharmacy

Location: Niles, IL

Posted Jul 22, 2025

Conduct patient assessments and collaborate with healthcare teams to develop individualized care plans. Reporting to the General Manager, your role will involve…

Senior Software Development Engineer

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 22, 2025

Minimum requirements include a college or university degree in related field. Solves complex problems and identifies opportunities for technical improvement and…

Teacher (PreK-3)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Jul 22, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

Executive Chef – High-Profile Rooftop Venue

Company: Artifact Events

Location: Chicago, IL

Posted Jul 22, 2025

This role is ideal for a hands-on leader who thrives in high-volume, high-visibility environments and is passionate about driving excellence across food, people…

ACCOUNTANT

Company: SGA YOUTH & FAMILY SERVICES NFP

Location: Chicago, IL

Posted Jul 22, 2025

Perform accounting, clerical and analytical tasks related to the efficient bookkeeping maintenance and processing of accounts payable / account receivable…

Registered Nurse (RN) or Licenses Practical Nurse (LPN)

Company: Celebrate Senior Living of Niles

Location: Niles, IL

Posted Jul 22, 2025

Valid RN or LPN license for Illinios. Assess the residents’ needs and assist in developing and following individual care plans.

Temporary Teacher (PreK-3)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Jul 22, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

Owner Operator Truck Driver

Company: TForce Freight Inc

Location: Chicago, IL

Posted Jul 22, 2025

Join TForce Freight and enjoy a work environment that exceeds your Class A truck driver business needs and those of your family! Solos- up to 3,000 miles/week.

Indirect Tax Sales & Use Manager--Open Location

Company: EY

Location: Chicago, IL

Posted Jul 22, 2025

Under our flexible vacation policy, you’ll decide how much vacation time you need based on your own personal circumstances.

Bilingual Security Officer (Part-Time)

Company: Chicago Children's Advocacy Center

Location: Chicago, IL

Posted Jul 22, 2025

Answer telephone calls to take messages or determining appropriate staff member to forward calls to. The Security Officer will greet all visitors according to…

CNC Machinist III, 1st shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Jul 22, 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…

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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