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.

Sr. Director, Cyber Business Office

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 31, 2025

McDonald's is seeking a Sr Director Cyber Business Office to lead and oversee the execution of their Securing the Arches Strategy. The role involves implementing a comprehensive cybersecurity program, developing metrics and reporting frameworks, and collaborating with various teams. The ideal candidate should have experience leading sophisticated programs, influencing high-performing teams, and managing risks with a focus on security and compliance.

Senior Consultant Terminal Planner

Company: Ricondo & Associates, Inc.

Location: Chicago, IL

Posted Jan 31, 2025

Ricondo, a reputable aviation consulting firm, is seeking a Senior Consultant Terminal Planner for their Chicago office. The role involves advanced planning duties, research, and implementation of aviation programs, with opportunities for diverse experience in various practice areas. The ideal candidate should have a degree in a relevant field, 35 years of experience in airport planning, excellent analytical and communication skills, and the ability to work onsite at client locations. The company offers a competitive benefits package, including an ESOP, 401k, health insurance, paid time off, and professional development opportunities.

Consultant

Company: Ricondo & Associates, Inc.

Location: Chicago, IL

Posted Jan 31, 2025

Ricondo, a reputable aviation consulting firm, is seeking a Consultant to join their team. The ideal candidate will have a background in aviation or a strong desire to learn. The role involves conducting field surveys, data collection, report preparation, and providing technical assistance. The firm offers a competitive benefits package, including an ESOP, 401k, health insurance, and generous time-off. Ricondo emphasizes quality, accountability, and a collaborative environment.

Valuations Specialist (Hybrid - Oak Brook, IL)

Company: Inspira Financial

Location: Chicago, IL

Posted Jan 31, 2025

Inspira Financial is seeking a Valuations Specialist to join their RampC Operations Department. The role involves facilitating alternative asset valuation updates, working closely with investment sponsors, clients, and internal departments, and ensuring high accuracy in processing. The ideal candidate should be detail-oriented, flexible, and analytical, with a strong aptitude for numbers and reconciliations. Preferred qualifications include 13 years of experience, a Bachelor's degree in Accounting, Finance, or a related field, and proficiency in Microsoft Excel, Word, and Outlook. The position offers a competitive hourly rate and is based in Oak Brook, IL, with occasional weekend work required. Inspira Financial is recognized for its remarkable growth and outstanding workplace culture.

Sales Brand Manager – Illinois

Company: Wana Brands

Location: Chicago, IL

Posted Jan 31, 2025

Canopy USA LLC, a leading multistate operator in the US cannabis industry, is consolidating operations across its three business units - Wana Brands, Jetty, and Acreage. The company aims to realize synergies, cost savings, and support growth in state-legal markets, particularly in the Midwestern and Northeastern US. Canopy USA LLC values its employees, encouraging continuous learning and growth, and is seeking a passionate and experienced individual to promote Wana Brands in Illinois. The role involves designing sales strategies, managing KPIs, and building relationships with key retailers. The company offers competitive compensation and benefits, including health insurance, life insurance, and a 401k plan.

Development Manager, MISO

Company: Apex Clean Energy

Location: Chicago, IL

Posted Jan 31, 2025

Apex Clean Energy is a mission-driven company specializing in utility-scale wind, solar, and storage facilities. They are seeking a Development Manager with at least 3 years of experience in renewable energy project development. The role involves managing the entire project lifecycle, from early-stage development to construction, including siting, land management, interconnection, and permitting. The ideal candidate should have a strong academic record, excellent project management skills, and a solid track record in contract negotiations. They should also possess a passion for renewable energy, strong communication skills, and the ability to work collaboratively within multidisciplinary teams.

LAN & WLAN Americas - Team Lead

Company: Caterpillar

Location: Peoria, IL

Posted Jan 31, 2025

Caterpillar Inc is seeking an experienced Team Leader for Americas LAN and WLAN teams. The role involves managing daily activities, ensuring smooth operations, and contributing to defining the global LAN/WLAN strategy. The ideal candidate should have a computer-related or engineering-related degree, at least 3 years of experience in working with business unit customers, and fundamental knowledge of LAN and WLAN technologies. The position offers a competitive salary, benefits, and opportunities for career growth.

Fraud Operations Analyst

Company: Avant

Location: Chicago, IL

Posted Jan 31, 2025

Avant is seeking a Fraud Analyst for its Fraud Operations team in Chicago. The ideal candidate should have a knack for spotting patterns, excellent attention to detail, and a passion for solving complex fraud cases. The role involves investigating suspicious activities, examining data, reporting findings, collaborating with various teams, applying creative problem-solving skills, ensuring regulatory compliance, maintaining accurate records, conducting deep-dive analysis, continuously improving skills, and staying updated on fraud trends. The position requires a bachelor's degree in a relevant field, strong working memory, high accuracy, a genuine passion for fraud investigation, proficiency in data analysis tools, effective communication skills, and the ability to work in a fast-paced environment. The compensation range is $60,000 - $90,000 per year, with additional incentives. Avant values diversity, collaboration, and offers a flexible work environment with numerous benefits.

Specialist Platform Support Engineer

Company: iManage

Location: Chicago, IL

Posted Jan 31, 2025

iManage is seeking a Platform Support Engineer for their Chicago office. The role involves being a data-driven problem solver, collaborating with customer-facing teams, and advocating for users. The company offers a flexible working policy, a supportive team culture, and comprehensive benefits. The ideal candidate has 47 years of experience in a technical escalation role, with expertise in distributed cloud services and REST APIs. iManage is committed to diversity and inclusion, encouraging applicants to apply even if they don't meet every qualification.

Associate Platform Support Engineer

Company: iManage

Location: Chicago, IL

Posted Jan 31, 2025

iManage is seeking a Platform Support Engineer for their Customer Reliability team in Chicago, IL. The role involves developing deep technical knowledge of the iManage platform, collaborating with customer-facing teams, proactively assisting internal teams and customers, and advocating for users. The ideal candidate has a Bachelor's degree in computer science or information technology, experience with distributed cloud service technologies, and familiarity with log aggregation and monitoring tools. iManage offers a flexible working policy, competitive salary, comprehensive benefits, and opportunities for career growth and learning.

Data Scientist

Company: TransUnion

Location: Chicago, IL

Posted Jan 31, 2025

TransUnion is seeking a Sr Analyst Data Science and Analytics with a Masters or PhD in a relevant field or equivalent experience. The role involves supporting the development of analytic solutions for clients across various industries, leading analytic client engagements, and designing programs for data extraction and statistical analysis. The position offers a competitive salary range of $67,500 - $112,500 annually and a comprehensive benefits package. TransUnion is committed to diversity and equal opportunity employment.

Senior Account Executive - Chicago

Company: Nexxen

Location: Chicago, IL

Posted Jan 31, 2025

Nexxen is a global advertising company offering a unified technology stack comprising a DSP and SSP with the Nexxen Data Platform at its core. They are seeking a Senior Account Executive to grow sales, evangelize their DSP platform, and expand awareness among Chicago advertisers and agencies. The role involves driving revenue, managing client relationships, and delivering superior client service. The ideal candidate should have 5+ years of outbound sales experience in programmatic digital advertising, a proven track record of exceeding revenue expectations, and strong communication skills.

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.

Related Pages