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.

Chef Manager

Company: Canteen Dining Compass Group USA

Location: Wood Dale, IL

Posted May 14, 2025

Opportunities for professional growth and creative input in menu design and kitchen operations. Leverage digital tools to manage recipes, ordering systems, and…

$40+/Hour-Off-Duty/Retired Law Enforcement Security-Chicago Metro

Company: P4 Security Solutions

Location: Chicago, IL

Posted May 13, 2025

Customer service and front desk reception. Deliver professional and courteous customer service to residents, tenants, employees, students, and guests.

CDL- A Intermodal Truck Driver - Owner Operator - Home Daily

Company: Forward Intermodal

Location: Chicago, IL

Posted May 15, 2025

12 months of verifiable tractor trailer experience. Forward is partnering with Class A CDL Owner Operators in your area to run local/regional intermodal routes…

Pastry Chef - The Ritz-Carlton, Chicago

Company: Sage Hospitality

Location: Chicago, IL

Posted May 15, 2025

Schedule and manage the maintenance/sanitation of the kitchen, equipment and related areas to ensure a healthy, safe work environment which meets/exceeds…

Archive Data Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 14, 2025

The analyst will be involved in all project activities including archive intake, technical execution, operational workflow review, and validation testing to…

Project Manager - Education Construction

Company: Michael Page

Location: Chicago, IL

Posted May 15, 2025

Train and develop the project team. Our client is a design/build developer who specialize in K-12 and healthcare projects including but not limited to…

Risk Analytics Data Scientist

Company: PayPal

Location: Chicago, IL

Posted May 15, 2025

A master’s or advanced degree in a quantitative field such as statistics, mathematics, finance, or economics. We enable consumers to exchange funds more safely…

MIG Welder

Company: Accelera

Location: Addison, IL

Posted May 13, 2025

This is a great opportunity for recent graduates or those eager to grow in the welding field. We are seeking an Entry-Level MIG Welder (also known as a Welding…

Associate Director, Brand Strategy

Company: The University of Chicago

Location: Chicago, IL

Posted May 14, 2025

Minimum requirements include a college or university degree in related field. Working alongside the Senior Director of Brand, develops and refines strategic…

Mortgage Wholesale Area / Regional Manager

Company: Lendsure Mortgage- Wholesale Non -QM

Location: Chicago, IL

Posted May 14, 2025

Your duties shall be to solicit and obtain, on a wholesale basis, residential mortgage loan submissions which conform to LendSure’s loan programs, underwriting…

Project Manager

Company: Michael Page

Location: Chicago, IL

Posted May 14, 2025

Bachelors degree in Construction Management or a related field is preferred. Train and develop the Project team and schedule project resources.

Security Officer - Full Time - 3rd Shift

Company: Loyola University Health System

Location: Melrose Park, IL

Posted May 14, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

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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