Flexible Schedule Jobs in Chicago, IL

34,503 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.

Risk Operations Specialist

Company: Afterpay

Location: Chicago, IL

Posted Feb 03, 2025

Cash App, a dynamic financial ecosystem, is seeking an operations professional with compliance, credit, or fraud analysis experience to join their Merchant Onboarding team. The role involves reviewing new merchants, assessing risks, and ensuring a safe, compliant, and seamless onboarding experience. The ideal candidate should have 1+ years of relevant experience, strong communication skills, and a self-starter mentality. Cash App offers competitive pay, flexible time off, and modern family planning benefits, among others, to empower employees to do their best work.

Retail Sales Specialist

Company: Staples

Location: Carbondale, IL

Posted Feb 03, 2025

STR MGMT/BAKERY DEPT LEADER

Company: Kroger

Location: Park Ridge, IL

Posted Feb 03, 2025

SEO Manager

Company: Vivid Seats

Location: Chicago, IL

Posted Feb 03, 2025

Vivid Seats, a leading online ticket marketplace founded in 2001, is seeking an experienced SEO Manager. The role involves developing and leading the company's SEO roadmap, identifying opportunities for organic search presence, and collaborating with cross-functional teams. The ideal candidate should have 5+ years of enterprise SEO experience, a deep understanding of SEO facets, and expertise in keyword research, on-page optimization, and content development. The role offers a competitive salary range of $110,000-$140,000 USD/CAD, along with comprehensive benefits and a flexible hybrid working model in Chicago, IL.

Press Operator I

Company: GANNETT

Location: Peoria, IL

Posted Feb 03, 2025

Team Manager

Company:

Location: Park Ridge, IL

Posted Feb 03, 2025

Pharmacy Technician

Company: CVS Health

Location: Ottawa, IL

Posted Feb 03, 2025

Experienced Site-Civil Engineer

Company: Leidos

Location: Chicago, IL

Posted Feb 03, 2025

Sales Intern GSIP

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Analyst - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 03, 2025

You can work on your own schedule. Proficient in data science, arithmetic, algebra, geometry, calculus, probability, statistics, and inductive/ deductive…

Strategic Account Executive

Company: DoorDash

Location: Chicago, IL

Posted Feb 03, 2025

(USA) Member Specialist

Company: Walmart

Location: Aurora, IL

Posted Feb 03, 2025

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.

Related Pages