Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

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.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T2799)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

Registered Nurse

Company: DaVita

Location: Atlanta, IL

Posted Jan 24, 2025

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.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T2035)

Company: Target

Location: Tinley Park, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.75 USD. The position involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The role is dynamic, involving tasks like scanning items, handling returns, and maintaining a clean work area. Target values team members' growth and offers training. Essential skills include effective communication, a welcoming attitude, attention to detail, and the ability to work in a fast-paced environment.

Cashier

Company: Kroger

Location: Marion, IL

Posted Jan 24, 2025

Fusion Sales Athlete (Seasonal)

Company: Sunrun

Location: Chicago, IL

Posted Jan 24, 2025

Bakery/Deli Clerk

Company: Kroger

Location: Crystal Lake, IL

Posted Jan 24, 2025

The job description is for a Grocery Clerk (Bakery/Deli) at Mariano's, a Kroger company. The role involves preparing items per customer requests, offering product samples, and informing customers of specials. Key responsibilities include maintaining a safe and clean environment, assisting in reaching sales and profit goals, and demonstrating the company's core values. The ideal candidate should have customer service skills, be able to handle stressful situations, and have knowledge of basic math. Previous bakery or deli experience is beneficial. The company offers comprehensive benefits, including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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