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.

Custodian - Sub

Company: Chicago Ridge School District 127.5

Location: Chicago Ridge, IL

Posted Sep 29, 2025

JobID: 380 Position Type: Maintenance/Custodial/Custodian Date Posted: 4/16/2024 Location: Chicago Ridge School District Office Date Available: ASAP…

Customer Support Specialist, Merchant Payments

Company: Uber

Location: Chicago, IL

Posted Sep 26, 2025

High flexibility - When the only constant is change, you're ready to roll with the punches while remaining customer-centric and driving resolutions.

Licensed Security Supervisor

Company: Andy Frain Services

Location: Wheaton, IL

Posted Sep 26, 2025

Req Benefits: - Comprehensive medical, dental, vision, and STD insurance - 401(k) plan for future savings - Generous paid time off to recharge - Competitive…

Jr. Accountant

Company: Trova Group

Location: Westmont, IL

Posted Sep 27, 2025

This role will support the department by processing and reconciling a variety of accounting documents, preparing reports, making deposits, and coding financial…

HVAC Lead Installer

Company: ARS-Rescue Rooter

Location: Chicago, IL

Posted Sep 27, 2025

Valid driver’s license with good driving record. EPA certification (or willingness to obtain). Disassemble and remove outdated HVAC systems, then install, start…

Experienced Commercial Construction Carpenter

Company: Tuscany Construction

Location: Lombard, IL

Posted Sep 26, 2025

Experience in *light-gauge metal framing, rough carpentry, drywall, doors/hardware, FRP/bath accessories/other trim carpentry, and acoustical ceiling…

Architect/Project Manager

Company: Globetrotters Engineering Corporation

Location: Chicago, IL

Posted Sep 26, 2025

Prepare design and contract drawings using advanced design tools. In partnership with Project Director, manage a team in the design and construction…

Senior Accountant

Company: Weber Packaging Solutions Inc

Location: Arlington Heights, IL

Posted Sep 29, 2025

This pivotal role will be responsible for driving financial reporting, cost accounting, and compliance initiatives while ensuring the utmost accuracy in…

Welder

Company: Dover Corporation

Location: Skokie, IL

Posted Sep 29, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Licensed Guard

Company: Andy Frain Services

Location: Wheaton, IL

Posted Sep 27, 2025

Maintain professional image that includes greeting customers, visitors and employees in a polite and friendly manner. Inspection of security and fire exposures.

Full Stack Web Developer

Company: American Academy of Sleep Medicine

Location: Darien, IL

Posted Sep 26, 2025

Ability to think creatively and develop innovative solutions. Competence in reading, analyzing, and interpreting technical and business documents.

STOCK & HOUSEKEEPING ASSOCIATE

Company: Von Maur

Location: Glenview, IL

Posted Sep 28, 2025

Unload truck of new merchandise and supplies - distribute to the proper areas and departments. Load outbound merchandise and supplies onto the truck.

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