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.

Retail Sales Associate - Downtown Park Ridge

Company: Gap Inc.

Location: Park Ridge, IL

Posted Jan 24, 2025

Athleta, a certified B Corp, is seeking passionate individuals to join their team. The role involves providing excellent customer service, educating customers about products, and promoting brand loyalty. The company values inclusivity, collaboration, and personal/professional growth. Benefits include a merchandise discount, competitive Paid Time Off, volunteer time, extensive 401(k) plan, and health insurance. Athleta is committed to diversity and inclusion, recently recognized by Forbes as one of the World's Best Employers and Best Employers for Diversity.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3272)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target offers an On-Demand role with flexible scheduling, allowing employees to work as much or as little as they like. The pay range is $17.25 - $25.90 USD per hour. Regular attendance is required, with shifts to be picked up via the myTime mobile app. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

Specialty Sales (Style, Tech, Beauty) (T2860)

Company: Target

Location: Lake Bluff, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $16.75 USD. The role involves providing excellent guest service, maintaining product availability, and creating an inviting shopping environment. Key responsibilities include greeting guests, understanding their needs, replenishing the sales floor, and executing visual merchandising. The position requires strong interest in apparel, effective communication, and the ability to work in a fast-paced environment. Target values teamwork, guest satisfaction, and offers comprehensive benefits.

Energy Sales Retail Associate

Company: Sunrun

Location: Peoria, IL

Posted Jan 24, 2025

Veterinary Assistant - 000425

Company: Banfield Pet Hospital

Location: Tinley Park, IL

Posted Jan 24, 2025

Banfield Pet Hospital offers rewarding Veterinary Assistant careers. These professionals work closely with other pet health care experts, advocating for pets and educating clients on pet health. They support veterinarians and technicians, ensuring pet and client safety, and maintaining cleanliness. Vet Assistants at Banfield use their technical skills daily, communicate effectively, and mentor team members. Benefits include 401(k) participation, paid time off, and Optimum Wellness Plans for pets. Banfield supports professional growth with development plans, learning opportunities, and community involvement.

Registered Nurse

Company: DaVita

Location: Atlanta, IL

Posted Jan 24, 2025

Modeler

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

Discover is offering a job opportunity for a data scientist to develop predictive models, leverage state-of-the-art modeling techniques, and present results to management. The role requires a Master's degree in a relevant field, extensive technical knowledge, and the ability to communicate verbally and in written form. The position is primarily indoors in an office setting, with a base pay ranging from $91,500.00 to $127,900.00. Discover values diversity and offers a range of benefits including paid parental leave, 401(k) plan, and education assistance.

Occupancy Specialist II (Jackson Park Terrace)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a detail-oriented Occupancy Specialist II for their Jackson Park Terrace property in Chicago, IL. The role involves assisting with tenant recertifications, processing forms, conducting interviews, and ensuring compliance with regulatory agencies. The position offers a pay range of $2163 to $2404 per hour based on experience and a full-time schedule. Requirements include a high school diploma, relevant work experience, computer skills, and excellent communication abilities. Preferred qualifications include a degree, Tax Credit Specialist Certification, and SHCM certification. Benefits include generous time off, 401k options, comprehensive medical plans, and tuition reimbursement. WinnCompanies is a nationally recognized leader in apartment community management and development, offering a job that is rewarding, challenging, and conducive to professional growth.

Chief Engineer Local 1 (Patrick Sullivan Apartments)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a Chief Engineer for Patrick Sullivan Apartments, a 479-unit public housing and senior community in Chicago, IL. The role involves overseeing maintenance and repair of mechanical equipment, planning and directing projects, ensuring safety regulations compliance, and managing resources. The work schedule is Monday through Friday, 8:00 AM to 5:00 PM, with on-call activity every three weeks. The pay rate is $33.41 per hour. Responsibilities include maintaining mechanical equipment, allocating resources, conducting inspections, and assisting in budget development. Requirements include vocational training, 3-5 years of related experience, and strong communication skills. Preferred qualifications include a Bachelor's degree, previous experience as a Maintenance Technician, and basic plumbing and electric repair knowledge.

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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