Top Chicago, IL Companies With Generous PTO (688)

Mastercard powers economies and empowers people in 200+ countries and territories worldwide. Together with our customers, we’re building a resilient economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help...

Founded by The Allstate Corporation in 2016, Arity is a mobility data and analytics company focused on improving transportation. We collect and analyze trillions of miles of driving data, using predictive analytics to build solutions with a single goal in mind: to make transportation smarter, safer and more useful for everyone.

CSC is a global leader in providing business, legal, tax, and digital brand services to companies around the world. With more than 8,000 employees, CSC operates in more than 140 jurisdictions, delivering solutions that help businesses thrive. We pride ourselves on our client-focused approach, market-leading expertise, and unmatched global reach.

DFIN is a leading global risk and compliance solutions company. We provide domain expertise, software and data analytics for every stage of our clients’ business and investment lifecycles. Markets fluctuate, regulations evolve, technology advances, and through it all, DFIN delivers confidence with the right solutions in moments that matter.

Chamberlain Group is a global leader in intelligent access and Blackstone portfolio company. Our innovative products, combined with intuitive software solutions, comprise a myQ ecosystem that delivers seamless, secure, access to people's homes and businesses. Our recognizable brands, including LiftMaster® and Chamberlain® , are found in 50+ million homes, and 10+ million people rely on our myQ® app daily to...

Coupa is a global technology company that helps businesses run smarter by connecting all the ways they spend money — from procurement and expenses to payments and supply chain decisions — in one intelligent platform. In simple terms, Coupa gives organizations the visibility and control they need to make better financial choices, reduce waste, and drive real impact. It’s where...

OppFi is a leading tech-enabled digital finance platform that works with banks to provide financial products and services for everyday Americans. Through a transparent and responsible platform, which includes financial inclusion and excellent customer experience, the Company supports consumers who are turned away by mainstream options to build better financial health. OppFi maintains an A+ rating from the Better Business Bureau...

At Arrive Logistics, our relentless pursuit of perfection fuels our ability to optimize operations, identify efficiencies, build technology, and deliver innovation that pushes businesses like yours forward. But it’s not just what we do that sets us apart from everyone else — it’s what we’re made of grit, determination, and a 24/7 commitment to our partners. The details matter. We don’t...

LogicGate® is a global leader in Governance, Risk, and Compliance (GRC) solutions, with a mission to deliver the software and capabilities enterprises and their people need to understand and manage their risks and transform them into strategic opportunities. Built by experts, our award-winning Risk Cloud® delivers over 40 purpose-driven solutions on a unified, modern cloud platform for connected, holistic risk...

Geneva Trading LLC is a leading proprietary trading firm with a history of consistent success in the listed derivatives markets. Over the past 20 years, we’ve grown significant capital, developed proven technology, and maintained an appetite for diversified trading strategies. We foster innovation and look for people who can solve complex problems that drive immediate results. We've built a culture of...

Bounteous is an end-to-end digital transformation services consultancy that partners with leading brands around the globe to co-innovate and drive exceptional client outcomes. We build digital solutions for today’s challenges and tomorrow’s opportunities through transformative products and experiences. Driven by co-innovation, high technical and domain expertise, and a commitment to global talent, we foster a culture of belonging, support, and...

Our digital marketplace connects thousands of businesses and more than six million workers, actively working to help bridge the labor demand/supply gap. Instawork helps businesses in food & beverage, hospitality, and warehouse/logistics industries fill temporary and permanent roles in more than 40 U.S. markets. We have been fortunate to be funded by world-class investors in Silicon Valley including: Benchmark (Bill Gurley),...

At AdAction, we’re revolutionizing how brands connect with audiences through the power of mobile technology. As leaders in performance-driven marketing, we create innovative solutions that merge supply, loyalty, and rewards into seamless, mobile-first strategies. Our platform empowers brands and app developers to drive engagement, boost retention, and achieve sustainable growth by delivering personalized, reward-based experiences that foster genuine connections. With cutting-edge...

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.

"This should be easier..." Pricefx was born of a simple yet powerful idea: that building a 100% cloud-native pricing platform would be the key to unlocking exceptional profitability for customers. At the time, cloud SaaS was only emerging as a trend, though we know today that cloud SaaS software is the future of software. Our founders had a unique insight –...

The Heico Companies is the parent holding company for a diverse portfolio of manufacturing, construction, and industrial services businesses. Today, we look to acquire performing businesses that complement our existing operations. As a buy, hold, and build investor, we have owned many of our operations for over 40 years. A key factor in our growth is our commitment to reinvest...

CRSP provides data of the highest integrity and transparency to ensure the strongest foundation for economic forecasting, stock market research and financial analysis conducted by academic organizations, investment banks, brokerage firms, corporations, and government agencies. Our data has led to the transformation of the world of finance.

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 American consumers. Since Avant (AvantCredit®) was founded in...

Supernova is the technology leader in securities-based lending ("SBL") solutions that connect and empower the entire financial ecosystem. We offer the world’s first and only cloud-based, fully-customizable, end-to-end software solution to automate securities-based lending from origination through the life of the loan.

Bringg is the leading Delivery Management Platform -- optimizing last mile delivery, fulfillment, and returns for retailers and carriers worldwide. Bringg transforms delivery into a competitive advantage for 800+ customers, increasing order capacity, reducing costs, and ensuring branded customer experiences, handling over 200 million orders annually.