Flexible Work Arrangements Jobs in Chicago, IL

74,530 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.

Associate Category Manager

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking an Associate Category Manager for its Corporate Headquarters in Pleasant Prairie, WI. The role involves managing a product line, researching and sourcing new products, visiting vendors, and attending tradeshows. The ideal candidate should have a Bachelor's degree, 2-5 years of experience in Product Management, Supply Chain, or Marketing, and proficiency in Microsoft Office. Benefits include comprehensive insurance, 401(k) with employer match, bonus programs, paid holidays, and a Tuition Assistance Program. Uline offers on-site amenities like a café, fitness center, and walking trails.

ServiceNow Database Administrator

Company: Leidos

Location: O'Fallon, IL

Posted Jan 24, 2025

The Digital Modernization Sector is offering a ServiceNow Database Administrator position for the Global Solutions Management - Operations II (GSM-O II) contract at DISA. The role involves managing and maintaining the Defense Information System Network (DISN) within the DOD Information Network (DODIN), supporting DISA's mission and transformation through innovation. The candidate must be a US citizen with a Secret clearance and Security+ certification, and be able to commute to Fort Meade, Scott AFB, Hill AFB, or San Antonio TX. Key responsibilities include designing schema, optimizing queries, securing user access, and ensuring compliance with vendor agreements. The ideal candidate should have 3+ years of Oracle and AWS database experience, 2+ years of ServiceNow support, and strong communication skills.

Microsoft 365 System Administrator

Company:

Location: Northbrook, IL

Posted Jan 24, 2025

Store Associate

Company: CVS Health

Location: South Elgin, IL

Posted Jan 24, 2025

IT Infrastructure Architect

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering a position for an IT Infrastructure Architect with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and various perks like an on-site café and fitness center.

Associate Product Manager

Company:

Location: Hickory Hills, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking an Associate Product Manager for its Corporate Headquarters in Pleasant Prairie, WI. The role involves managing a product line, researching and sourcing new products, visiting vendors, and attending tradeshows. The ideal candidate should have a Bachelor's degree, 2-5 years of experience in Product Management, Supply Chain, or Marketing, and proficiency in Microsoft Office. Benefits include comprehensive insurance, 401(k) with employer match, bonus programs, paid holidays, and generous paid time off. Uline offers additional perks like an on-site café, fitness center, and walking trails.

IT Infrastructure Architect

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

IT Infrastructure Architect

Company:

Location: Lake Bluff, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree and 8+ years of experience with VMware, SAN, Windows, and Citrix. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Sodexo Intern

Company: Sodexo

Location: Deerfield, IL

Posted Jan 24, 2025

Sodexo is offering a paid internship in Healthcare Technology Management at Endeavor Health- Highland Park Hospital, IL. The 10-week program provides practical work experience, mentorship, and professional development opportunities. Interns will learn to maintain medical equipment, create a positive patient atmosphere, and gain insights into the healthcare industry. Sodexo values diversity and inclusion, offering comprehensive benefits and potential full-time opportunities post-graduation. Eligibility requires current enrollment in junior or senior year of a related college program.

MEAT/CLERK

Company: Kroger

Location: Chicago, IL

Posted Jan 24, 2025

EHS Manager

Company: Eaton

Location: Glendale Heights, IL

Posted Jan 24, 2025

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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