Top Chicago, IL Companies With Generous PTO (695)

Alliant is unlike any other financial institution — a digital credit union that wows our members. We’re boldly disrupting banking norms to do good for our members, employees and communities. With 90 years of history and more than $19 billion in assets, Alliant Credit Union is the largest credit union in Illinois and one of the largest in the U.S. Our industry-leading...

Life can’t evolve without innovation. That’s why we’re ideating to help feed the planet, build smarter, and help our farmers and growers to sustainably optimize their land. The mission is underway, but we need the right people to continue bringing it to life. From coders to assemblers and from engineers and tech experts to marketers and field teams. All find...

Allwyn North America is a full-service lottery operator, supplier, and business partner to North American lotteries. We make play better for all with innovative lottery technology and services, engaging content, and tried-and-tested playbooks that responsibly grow lotteries’ player base, revenue, and returns to good causes over time. As operating partner to the Illinois Lottery, Allwyn North America works to responsibly...

As the foundation for secure markets, OCC is a customer-driven organization that delivers world-class Risk Management, Clearing, and Settlement Services for a sophisticated mix of financial products that includes standard options, stock loans, and futures contracts.

PEAK6 is not your typical investment firm. Here, we build and invest in businesses that span from finance and insurance to esports and education — and we're always seeking new opportunities. We're not defined by one industry or market. We activate "what is" into "what ought to be" through world-class technology, operational excellence, and purposeful design. We're in the business...

Prolaio is a clinical intelligence company dedicated to unlocking continuous, predictive and shareable heart data to liberate patients from hospital-based reactive care and accelerate every new therapy. The company was created by cardiologists, cardiovascular practitioners, and data scientists specifically to address the world’s number one cause of death — cardiovascular disease. By combining scientific rigor with cutting‑edge technology, Prolaio aims...

Discover is one of the most recognized brands in U.S. financial services. We’re a direct banking and payment services company built on a legacy of innovation and customer service. We support, challenge and inspire employees to continually develop their skills, advance their career and help grow our business.

Bectran is an industry-leading SaaS platform which has grown rapidly to become the companion toolkit for the Credit Department just as a CRM is for the Sales Department. Recognized as a top innovator in the credit software industry, Bectran has been described by credit professionals as "the future of the credit department."​

At Morningstar, we believe in building great products in-house in a highly collaborative, agile environment where we focus on technical excellence, the user experience, and continuous improvement. Our technologists represent a range of skills and experience levels, but they all view their work as a craft and push technology’s boundaries.

Aceable is a mobile education platform, focused on creating affordable, engaging, and convenient educational content. Our Austin-based team is obsessed with helping people pursue their dreams with continued education. After launching our first mobile app to provide accredited driver's ed courses, Aceable expanded into real estate, mortgage, insurance, and healthcare education. We actively work to foster a creative, collaborative, and...

Flywire is a global payments enablement and software company. We combine our proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.

Sprout Social is a global leader in social media management and analytics software. Sprout’s award-winning platform offers intuitive and comprehensive social media management solutions, including publishing and engagement functionality, customer care, influencer marketing, advocacy, and AI-powered, predictive business intelligence. Founded in 2010 and headquartered in Chicago, Sprout has a hybrid team of 1400 people across the globe with offices in...

Upside is a technology company that increases the financial power of people and businesses in the real world. Our technology has helped millions of people get more purchasing power on the things they need, and tens of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes...

Our mission is to move financial lives forward. We utilize data and technology to connect everyday Americans to financial solutions, empowering our customers to achieve their financial goals and build financial health. We are a data-driven platform at the intersection of technology and credit*, built to meet the financial needs of millions of middle-income Americans. We use data and machine learning...

Prosodica transforms the way organizations understand and improve human connection. Our AI-powered conversation analytics platform captures every nuance of human dialogue—tone, pacing, empathy, and engagement—and translates it into measurable data that leaders can act on. By quantifying what was once intangible, Prosodica helps enterprises build stronger teams, elevate customer experiences, and create workplaces where communication drives results. At the heart of...

Qualtrics is trusted by thousands of the world’s best organizations to power exceptional customer and employee experiences that build deep human connections, increase customer loyalty, boost employee engagement, and drive business success. Our advanced AI and specialized Experience Agents™ allow businesses and governments to proactively interact with customers and employees in personalized ways across every channel and touchpoint, respond in-the-moment...

At Locusview, we help utilities control and optimize their capital projects while preparing for the coming challenges of building smarter infrastructure. This is why we built the world’s best Digital Construction Management (DCM) platform that helps energy, telecom and water utilities manage large scale construction projects from Planning to Revenue. We are fast-paced, and expect employees to use their creativity...

LogicGate® is the AI-powered enterprise GRC platform, helping governance, risk, and compliance teams limit surprises, strengthen resilience, augment program performance, and confidently quantify impact and business value. Built to provide a centralized view of risk and compliance, with AI intelligence woven into the platform's core, LogicGate delivers real-time insights and actionable data to help drive current business decisions, with the...

ABN AMRO Clearing USA LLC (AAC-USA) is a subsidiary of ABN AMRO Clearing Bank N.V. We are a global clearing firm that provides an integrated suite of financial services to professional trading participants in the global financial market. The core service offering consists of clearing, execution, stock borrowing and lending, settlement. AAC-USA has a Global Reach through direct and indirect clearing...

At Vibes, our premier mobile messaging platform helps world-class brands intelligently automate and optimize their mobile marketing outcomes through the power of SMS, MMS, RCS and Mobile Wallet. Industry leaders like Chipotle, Kohl’s, Polo Ralph Lauren, The Children's Place, KFC, Ulta Beauty, and others use Vibes to grow their customer relationships with relevant, high-volume mobile messaging and mobile wallet marketing on...