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.

Lead Preschool Teacher

Company: St. Thomas The Apostle School

Location: Chicago, IL

Posted Apr 28, 2025

The ideal candidate will have a strong background in Active Playful Learning, 21st Century learning and a student centered philosophy.

View Details Apply on SimplyHired

MIG Welder

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Welding classes and/or technical training is a plus but not required. Our ideal candidate should be proficient in MIG welding (in and out of position ideally)…

View Details Apply on SimplyHired
health system full time be or bc

Northwestern Medicine Epileptologists Opportunities in the Chicago Metro Area

Company: Northwestern Medicine Regional Medical Group

Location: Orland Park, IL – Winfield, IL

Posted Apr 28, 2025

View Details Apply on healthecareers.com
relocation assistance sign-on bonus health system

Join our established Endocrinology team in South Chicago

Company: Advocate Health

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

TIG Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of TIG welding and be able to set and adjust their own machine as needed.

View Details Apply on SimplyHired

Stick Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of Stick welding as well as carbon arc cutting (arc gouging) and be able to set and adjust their own…

View Details Apply on SimplyHired

Logistics Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Apr 25, 2025

Prolonged periods sitting at a desk and working on a computer. Additionally, maintaining accurate logs of all transactions in the company's systems is crucial…

View Details Apply on SimplyHired

Data Control Officer | Security (Access Control)

Company: Sitemetric

Location: Elk Grove Village, IL

Posted Apr 28, 2025

Sitemetric provides construction owners, general contractors, subcontractors, and workers data, hardware, software, and tech-enabled services in combinations…

View Details Apply on SimplyHired

Solo OTR CDL-A Truck Drivers: $1,000 Sign On Bonus!

Company: U.S. Xpress

Location: Chicago, IL

Posted Apr 25, 2025

Consistent Miles & Freight with this truck driving job. Flex Fleet drivers must live within 250 miles of a U.S. Xpress terminal. Now with $1,000 Sign On Bonus!

View Details Apply on SimplyHired

Sous Chef

Company: Pizzeria Portofino

Location: Chicago, IL

Posted Apr 26, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

MIG/TIG Welder/Fabricator

Company: J & I Tool Company

Location: Franklin Park, IL

Posted Apr 25, 2025

The ideal candidate will be skilled in reading blueprints, interpreting technical drawings, and fabricating metal components to exact specifications.

View Details Apply on SimplyHired

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Apr 28, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

View Details Apply on SimplyHired

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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