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.

Executive Chef

Company: Moody Bible Institute

Location: Chicago, IL

Posted Aug 21, 2025

Operates within a standard college food service context, which includes a student dining room, a cash and carry food service operation, catering venues, and…

Hotel Executive Chef

Company: Mims Consulting Group

Location: Chicago, IL

Posted Aug 21, 2025

Partnering closely with hotel owners, management companies, and independent operators, we deliver strategic solutions that drive financial performance, enhance…

Task Force Executive Chef

Company: Mims Consulting Group

Location: Chicago, IL

Posted Aug 21, 2025

Partnering closely with hotel owners, management companies, and independent operators, we deliver strategic solutions that drive financial performance, enhance…

Armed Mobile Patrol (Position Located in Northwest Suburbs)

Company: Advanced Security Solutions Inc.

Location: Chicago, IL

Posted Aug 21, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Office Furniture Specialist

Company: Office Furniture Center

Location: Chicago, IL

Posted Aug 21, 2025

A degree in interior design, business, or a related field, with a strong passion for commercial interiors. Stay at the forefront of industry tools and systems,…

Data Scientist - Ops Performance

Company: United Airlines

Location: Chicago, IL

Posted Aug 21, 2025

Collaborate with cross-functional teams like Tech Ops, NOC to design, develop, and maintain predictive models that drive actionable insights and optimize…

Work Management & AI Operations Specialist

Company: Radwell International

Location: Chicago, IL

Posted Aug 21, 2025

Collaborate with marketing, creative, product, marketplace, eprocurement, and engineering teams to integrate work management discipline in their execution…

New Business Presentation Designer

Company: Eastport Holdings

Location: Chicago, IL

Posted Aug 21, 2025

You’ll partner with pitch teams to develop custom design systems for each opportunity, ensuring consistency with client brand guidelines while translating…

Armed Security Officer 2nd & 3rd Shift (Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Aug 21, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Lead Commercial HVAC Refrigeration Foreman / Installer

Company: Midway Mechanical Services

Location: Chicago, IL

Posted Aug 21, 2025

Valid driver’s license & clean driving record. Oversee EMS wiring, programming, and upgrades (preferred). Foreman or Lead experience managing installation crews…

Automotive Controller- Luxury

Company: Ed Napleton Automotive Group

Location: Chicago, IL

Posted Aug 21, 2025

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

CNC Swiss Machinist II or III - 2nd Shift

Company: Woodward, Inc.

Location: Niles, IL

Posted Aug 21, 2025

Intermediate ability to read, interpret and use the information presented in drawings, diagrams and blueprints to determine appropriate activities, tools, and…

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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