Flexible Schedule Jobs in Chicago, IL

34,512 open positions · Updated daily

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

PHARMACY/PHARMACIST

Company: Kroger

Location: Skokie, IL

Posted Jan 22, 2025

Bakery/Deli Clerk

Company: Kroger

Location: Bloomington, IL

Posted Jan 22, 2025

SALAD BAR/LEAD CLERK

Company: Kroger

Location: Lake Zurich, IL

Posted Jan 22, 2025

Cashier

Company: Kroger

Location: Lake Zurich, IL

Posted Jan 22, 2025

Client Value Executive - Audiences

Company: TransUnion

Location: Chicago, IL

Posted Jan 22, 2025

TransUnion is seeking an experienced professional for a remote role in their Data Marketplace. The ideal candidate will have a BA/BS degree and 5-8 years of experience in account management, preferably in audience data and advertising technology. They should possess strong customer-facing skills, project management abilities, and excellent communication skills. The role involves engagement management, project management, and commercial orientation. The candidate will inspire customer confidence, help customers adopt and scale data solutions, and lead and deliver initiatives. TransUnion offers competitive benefits including flexible time off, health benefits, parental leave, and a 401(k) retirement savings plan. The salary range is $45,200.00 - $70,000.00 annually with potential for commission earnings.

Grocery Clerk

Company: Kroger

Location: Evanston, IL

Posted Jan 22, 2025

The job description outlines responsibilities for a Grocery Clerk, emphasizing the importance of customer service, product quality, and maintaining a safe environment. Key tasks include assisting customers in discovering new items, informing them of food specials, and ensuring freshness by checking 'sell by' dates. The role also involves stocking, inventorying, and reporting discrepancies. A positive attitude, adherence to food safety regulations, and promoting trust among associates are crucial. The company, Food 4 Less, values respect, honesty, integrity, diversity, inclusion, and safety. Qualifications include customer service skills, stress management, effective communication, and basic math. Benefits include healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Online Grocery Pick-Up Clerk

Company: Kroger

Location: Bourbonnais, IL

Posted Jan 22, 2025

The job description is for an Online Grocery Pick-Up Clerk, also known as an In-Store Grocery Shopper. The role involves selecting and gathering products for customers' online orders efficiently, ensuring freshness and quality. Responsibilities include assembling orders, processing payments, and delivering orders to customers' cars. The position requires excellent customer service skills, communication, and the ability to work without supervision. Previous experience in personal shopping, production, or warehouse environments is desired. The company offers comprehensive benefits, including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

CUSTOMER SVC/SHIFT LEADER

Company: Kroger

Location: Danville, IL

Posted Jan 22, 2025

STARBUCKS/LEAD BARISTA

Company: Kroger

Location: Chicago, IL

Posted Jan 22, 2025

The job description involves ensuring high service standards in a coffee department, including prompt and quality service, effective marketing, and supervision of staff. Responsibilities also include maintaining stock, adhering to company policies, and demonstrating core values such as respect, honesty, and integrity. The role requires strong communication skills, barista training, and the ability to handle stressful situations professionally. Benefits include comprehensive healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for growth.

STR MGMT/DELI DEPT LEADER

Company: Kroger

Location: Chicago, IL

Posted Jan 22, 2025

Courtesy Clerk/Grocery Bagger

Company: Kroger

Location: Deerfield, IL

Posted Jan 22, 2025

BEER-WINE-LIQR/BARTENDER

Company: Kroger

Location: Northbrook, IL

Posted Jan 22, 2025

This job description outlines responsibilities for a beverage server in a high-volume establishment, such as Mariano's, a grocery store chain in the Chicago Metro area. The role involves creating an excellent customer experience by maintaining a friendly, safe, and clean environment. Key responsibilities include providing efficient service, demonstrating knowledge of beverages, maintaining product quality, operating equipment, and adhering to regulations. The ideal candidate should have a high school diploma, be 21 years old with a bartending license, and have proven knowledge of contemporary dining, wines, and beverages. They should possess effective interpersonal, communication, and customer service skills, along with sound judgement and decision-making abilities. The role also involves physical demands such as frequent standing, lifting, and carrying objects.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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