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.

Fleet Diesel Mechanic A

Company: Coca-Cola

Location: Chicago, IL

Posted Jan 23, 2025

Drive with Lyft - Earn on Your Own Schedule

Company: Lyft

Location: Rock Island, IL

Posted Jan 23, 2025

Lyft is offering a new driver promotion in Davenport, where new drivers can earn $400 by providing 40 rides within 7 days. The company is also introducing the Women+ Connect feature, aimed at enhancing the driving experience for women and nonbinary drivers. Lyft is portrayed as a flexible earning opportunity, providing drivers with control over their schedules and earnings. No prior experience is required, making it an attractive option for part-time, full-time, or seasonal work.

Retail Sales Merchandiser

Company:

Location: Rosemont, IL

Posted Jan 23, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.80 per hour, no weekends, early access to earned wages, and comprehensive benefits. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Orland Park, IL

Posted Jan 23, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. The job pays $16.00 per hour, provides paid training, and offers benefits including medical, dental, and life insurance. Candidates must be 18+, have reliable transportation, and a valid driver's license, capable of physical work involving moving, bending, and lifting up to 25lbs.

Supply Chain Warehouse Network Planning Specialist (Remote)

Company: US Foods

Location: Springfield, IL

Posted Jan 23, 2025

US Foods is seeking a Warehouse SC Network Planning Specialist to create, coordinate, and maintain diligence plans for M&A, new customers, and customer mapping plays. The role involves partnering with various teams to assess warehouse capacity, storage, and racking, and to design and optimize US Foods warehouses. Responsibilities include supporting M&A diligence, new business onboarding, and customer mapping processes, as well as running analytical tools and preparing what-if scenario analysis for warehouse capacity and outbound processes. The position requires 5+ years of experience in designing or optimizing physical space, proficiency in Warehouse Management software, and strong analytical skills. The role is fully remote with potential for up to 20% travel.

Warehouse Lead

Company: Coca-Cola

Location: O'Fallon, IL

Posted Jan 23, 2025

Sales Administrative Support

Company: US Foods

Location: Addison, IL

Posted Jan 23, 2025

US Foods is seeking a candidate to serve as the point of contact for Sellers, Vendors, and Corporate for all Beverage & Chemical Equipment needs. The role involves managing equipment services, coordinating installations and removals, and monitoring usage. The position offers comprehensive benefits and opportunities for career growth within the company. The ideal candidate should have 2-5 years of relevant equipment and project management experience, and proficiency in MS Excel.

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Chicago, IL

Posted Jan 23, 2025

Walgreens is transforming its pharmacy technician roles to a more patient-centric environment. As a Walgreens Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and participating in inventory management. Fluency in English, good math and computer skills, and preferably prior retail or Walgreens experience are required. PTCB certification is preferred but not mandatory. The role offers training, personal development opportunities, and potential for eight college credit hours through the Walgreens pharmacy technician apprenticeship program.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Naperville, IL

Posted Jan 23, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.00 per hour, no weekends, early access to earned wages, and comprehensive benefits package. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

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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