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.

Inpatient Pharmacist

Company: Loyola University Health System

Location: Maywood, IL

Posted Jun 13, 2025

Clinical staff pharmacists provide pharmaceutical care services to all patients of the hospital including, but not limited to, oversight, monitoring,…

Manager Contract Administrative Operations

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Jun 13, 2025

J. D. degree or 4 years experience in a leadership role with independent decision-making. Manages the performance, overall quality and resource allocation to…

Data Loss Prevention Analyst

Company: Sidley Austin LLP

Location: Chicago, IL

Posted Jun 13, 2025

This position is responsible for the ongoing design, implementation, monitoring, and refinement of the Firm’s DLP solutions. Able to work under pressure.

Experienced Armed Security Officer (3rd Shift) – Chicago, IL

Company: S & C Electric Company

Location: Chicago, IL

Posted Jun 13, 2025

This role will involve drafting clear, accurate, and timely incident and daily field activity reports, and must have a keen eye for detail, observation skills,…

Bulk Tanker Driver - OTR

Company: Diversified Logistics

Location: Chicago, IL

Posted Jun 12, 2025

If you don’t have manual transmission experience, a tanker endorsement, a TWIC card, and at least 3 years of driving experience — this isn’t the job for you.

Sales Associate

Company: Rally House

Location: Chicago Ridge, IL

Posted Jun 12, 2025

Sales: Ability to generate sales, add-on and develop relationships with guest. Customer Service: Ensure that the guest remains the top priority.

HVAC Technician

Company: Trane Technologies

Location: Willowbrook, IL

Posted Jun 12, 2025

Must possess a valid driver’s license for a minimum of 12 months, with no major or frequent traffic violations including, but not limited to:

HVAC Technician

Company: Trane Technologies

Location: Willowbrook, IL

Posted Jun 12, 2025

Must possess a valid driver’s license for a minimum of 12 months, with no major or frequent traffic violations including, but not limited to:

Graphic Designer

Company: Berglund Construction

Location: Westmont, IL

Posted Jun 11, 2025

Bachelor’s degree in graphic design, visual arts, or a related field. Develop engaging visual content for the company's website and social media platforms.

CDL A Regional Truck Driver

Company: Zeller Transportation

Location: Calumet City, IL

Posted Jun 12, 2025

Must have valid CDL-A license. If you’re ready to join a carrier that will fuel your career growth as a CDL-A truck driver, take a closer look at Zeller…

CUSTOMER SERVICE REPRESENTATIVE

Company: Family Dollar

Location: Chicago, IL

Posted Jun 12, 2025

Key priorities include greeting customers, assisting them with selection of merchandise, completing transactions, and answering questions regarding the store…

Payroll Accountant

Company: Google

Location: Chicago, IL

Posted Jun 13, 2025

From developing forward-thinking analysis to generating management reports to scaling our automated financial processes, the Finance organization is an…

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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