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.

Customer Service Representative

Company: Kennicott Bros Co

Location: Elk Grove, IL

Posted Aug 08, 2025

Proven experience in customer service, sales, or a related field. Prepare and manage documentation related to customer accounts and transactions.

HVAC Technician - Star Tech Academy

Company: American Vintage Home

Location: Evanston, IL

Posted Aug 08, 2025

Must have a valid Driver's License. Aptitude for working with hands and mechanical systems. Participate in hands-on training, video tutorials, and classroom…

Customer Service Representative

Company: Continental Western Corporation

Location: Chicago, IL

Posted Aug 08, 2025

Manage large amounts of incoming calls. Provide accurate, valid and complete information by using the right methods/tools. Track record of over-achieving quota.

Security Call Off Coverage - Entry Level

Company: GardaWorld Security Services U.S.

Location: Lombard, IL

Posted Aug 08, 2025

A comprehensive benefits package including medical, dental, and vision insurance plans, a 401(k) retirement savings plan with employer matching contributions,…

Machine Learning Engineer

Company: paypal

Location: Chicago, IL

Posted Aug 08, 2025

The ideal candidate will possess a degree in engineering, science, statistics or mathematics with strong technical background in machine learning.

Epoxy Floor Technician / Crew Leader

Company: Comer & Cross Coatings

Location: Elk Grove Village, IL

Posted Aug 08, 2025

Trailer driving experience a plus! Driving work truck to and from work sites, if applicable. Proper and satisfactory completion of projects including prep,…

Janitor - evening - Commercial Bldg

Company: Monadnock Building

Location: Chicago, IL

Posted Aug 08, 2025

Keep areas clean, including stairs, interior sills and hardware. The Janitor is responsible for cleaning the lobby, restrooms, and common areas, and daily…

Registered Nurse Ambulatory

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 08, 2025

Current license as a Registered Professional Nurse or eligible in the State of Illinois. This role is a registered professional nurse who is accountable for…

Pharmacist

Company: Rush Oak Park Hospital

Location: Oak Park, IL

Posted Aug 08, 2025

Perform data entry and pharmacotherapy analysis. Dispense and maintain records of controlled substances in accordance with federal and state laws.

Maintenance Technician/Electrician (2nd & 3rd Shift)

Company: The Royal Group

Location: Cicero, IL

Posted Aug 08, 2025

High school diploma or equivalent; technical certification or apprenticeship in mechanical or electrical trades preferred.

Automotive Controller- Luxury

Company: Ed Napleton Automotive Group

Location: Chicago, IL

Posted Aug 08, 2025

18+ years of age or older to comply with the company driving policy. Ability to explain technical financial information in an understandable manner.

Security Supervisor - Special Response

Company: GardaWorld Security Services U.S.

Location: Chicago, IL

Posted Aug 08, 2025

A comprehensive benefits package including medical, dental, and vision insurance plans, a 401(k) retirement savings plan with employer matching contributions,…

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.

Related Pages