Top Chicago, IL Companies With Flexible Time Off (200)

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...

At Braze, we believe in the passion of our people. We seek to ignite that passion by setting high standards, championing teamwork, and creating work-life harmony. We thrive when people add their unique perspectives to our ever-growing teams—and we strive to empower you to make an impact that fuels both you, and our business.

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.

Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other, too....

Grainger is a leading broad line distributor with operations primarily in North America, Japan and the United Kingdom. We Keep The World Working® by serving more than 4.5 million customers worldwide with products delivered through innovative technology and deep customer relationships. We’re dedicated to providing value for customers, fostering an engaging culture for team members and driving strong financial results....

Together, we've turn ambition into action. For more than three decades, Citadel has captured undiscovered market opportunities in markets around the world by empowering extraordinary people to pursue their best and boldest ideas. We strive to identify the highest and best uses of capital to generate superior long-term returns for the world’s preeminent public and private institutions.

Attain is the most trusted and comprehensive source for permissioned, real-time purchase data in the United States. By connecting directly with over 10 million consumers, Attain delivers unmatched accuracy and scale across audience activation, insights, and in-flight optimization, and measurement, helping marketers tie every dollar of media to real-world sales outcomes. Attain’s portfolio of owned and operated apps, spanning financial...

As the AI platform for business transformation, we're putting AI to work across organizations — freeing people for work that matters. Making old tech work with new tech. Reaching across departments, from the front office to the back office and every office in between. Our ambition? To become the AI defining enterprise software company of the 21st century (or "AI...

Bloom Credit helps companies launch lending products, report consumers' payments, and create innovative credit experiences. We do this by providing our clients with the data they need from all three credit bureaus, the expertise they are looking for to launch seamlessly, and the proprietary analytics to supplement credit insights - all delivered through Bloom’s developer-friendly API. Over 12 million US consumers...

Join. Grow. Lead the Future of Supply Chain. At Cleo, we don’t just integrate supply chains—we orchestrate them. As the pioneer and global leader of the Supply Chain Orchestration software category, Cleo is helping thousands of companies around the globe drive transformation, deliver excellence, and shape the future of their global operations. Whether you're joining us from outside or growing within, Cleo...

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...

PartySlate is a fast-paced Chicago startup disrupting the $156 billion events industry in the United States. There are 13 million parties per year, produced by over 460,000 venues and vendors. PartySlate connects people planning all types of events — from weddings and corporate events to galas and milestone birthdays — with the venues and vendors who can bring their ideas...

Recognized by Crain’s as one of 2025’s Most Innovative Companies, UncommonX helps customers move from reactive defense to proactive resilience, with the context, prioritization, and insights needed to reduce risk and respond with precision. We believe cybersecurity should deliver more than alerts — it should deliver clarity, confidence, and control. That’s why we built an AI-powered Exposure Management platform that gives...

VelocityEHS is more than a software company - we’re a team of expert problem solvers passionate about making the world a safer, more sustainable place to work. We simplify complex challenges through innovation, collaboration, and smart technology that drives real impact. At VelocityEHS, you’ll join people who care deeply about doing meaningful work, growing together, and helping companies around the...

Nextpoint is the industry leader in delivering cloud-based services for eLaw. Our market leading software and services help legal related organizations conquer their eDiscovery, Litigation and Admin needs. We do this by providing a powerful SaaS platform with world-class support and engagement teams that help hundreds of law firms across the country manage large data sets, identify relevant information via...

Kalderos is a data infrastructure and analytics company that’s solving challenges around drug discounts in the U.S. healthcare system. Through platform technology and big data, our team is delivering smart solutions that enable healthcare stakeholders to collaborate with greater transparency and trust. We’re passionate about our mission to take on the most stubborn challenges in healthcare. We also know that...

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...

At Affirm, we help people say yes to the things that matter with flexible, transparent ways to pay over time. No hidden fees, no compound interest, and no fine print—just a smarter way to spend.

Energy CX is the fastest growing energy brokerage in the U.S. Known for transforming the way clients navigate the complex energy landscape, our data-driven approach and dedication to innovation position us as a leader in the energy brokerage industry. As a family-owned business, we've been laser-focused on our commitment to advancing energy solutions. We help clients maximize savings, efficiency, and...

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...