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.

Sr Data Scientist

Company: PayPal

Location: Chicago, IL

Posted Aug 07, 2025

Overall, this candidate will play a crucial role in shaping credit loss forecasting, ensuring compliance with regulatory requirements, and driving business…

CNC Machinist II, 3rd shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Aug 06, 2025

Person’, which includes U.S. citizens, U.S. nationals, U.S. permanent residents, individuals granted asylum in the United States, and refugees in the United…

Business Operations Analyst II

Company: ENGIE

Location: Chicago, IL

Posted Aug 07, 2025

Minimum of a Bachelor’s Degree in Business Analytics, Data Analytics, Operations, or a related field. ENGIE complies with all federal, state, and local minimum…

Sales Associate (Doyen)

Company: CBD Kratom

Location: Chicago, IL

Posted Aug 07, 2025

Doyen (doi'(y)en) - the most respected and prominent person in their field. Demonstrating your passion for driving sales: You use the CBD Kratom Selling…

Cyber Security Analyst - Tier 3

Company: BigHire

Location: Hines, IL

Posted Aug 06, 2025

*Bachelor’s degree in computer science, Cybersecurity, Information Technology, or a related field (or equivalent work experience) – Must have.*.

Security Operations Center Analyst

Company: iManage

Location: Chicago, IL

Posted Aug 06, 2025

End-user focused experience to investigate security issues and communicate risks clearly with technical and non-technical teams.

Senior Concrete Finisher / Framer / Layout

Company: Ari Walsh

Location: Cicero, IL

Posted Aug 06, 2025

Valid DL with a good driving record. Ability to lift up to 50lbs and be comfortable working in outdoor environments/various weather conditions.

HVAC Service Technician

Company: Guardian Heating & Cooling Services LLC

Location: Chicago, IL

Posted Aug 06, 2025

Valid driver's license and insurable driving record. Service / maintenance / repair on residential heating and air conditioning systems.

PAINTER

Company: Cook County Health & Hospitals System

Location: Chicago, IL

Posted Aug 06, 2025

A copy of a valid State ID Card or Driver’s License which identifies the holder of the ID as a Veteran, may also be attached to the application at time of…

IEP Specialist $10,000 Sign on bonus

Company: Specialized Education Services

Location: Chicago, IL

Posted Aug 07, 2025

Collaborate with school teams and families to offer personalized guidance and deliver SESI’s own evidence-based learning and instructional models, as well as…

Digital Forensic Analyst I

Company: Contact Government Services, LLC

Location: Chicago, IL

Posted Aug 07, 2025

Experience working with structured data exported from various platforms including analysis, custom scripting, and data manipulation to develop reports for…

Dialysis Registered Nurse Float (M-F + 2 S) South Chicagoland Region

Company: Concerto Renal Services

Location: Chicago, IL

Posted Aug 06, 2025

The Dialysis Nurse supervises dialysis care in accordance with policy, procedure and training and in compliance with state and federal regulations.

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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