Top Chicago, IL Companies With Unlimited PTO (398)

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.

Built In is the AI-powered career platform that connects innovative companies with professionals navigating their careers in a world reshaped by AI. For candidates, we provide AI-driven job recommendations and resources that support smarter career decisions. For employers, we deliver the always-on recruitment and reputation platform that ensures your brand is visible, trusted, and chosen. By combining employer brand insights,...

Basis is a leading global provider of automation software designed specifically for enterprise marketers. Our platform, Basis, is the industry’s only comprehensive digital media solution that seamlessly integrates programmatic, site-direct, advanced TV, search, and social media within a single interface. By unifying these functions, Basis simplifies complex and disconnected media operations, automates repetitive tasks, and minimizes manual processes, enabling marketing...

Adyen (ADYEN:AMS) is the financial technology platform of choice for leading companies. By providing end-to-end payments capabilities, data-driven insights, and financial products in a single global solution, Adyen helps businesses achieve their ambitions faster. With offices around the world, Adyen works with the likes of Meta, Uber, H&M, eBay, and Microsoft.

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...

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...

As the world’s largest asset manager, BlackRock partners with investors around the globe to help them (and those on whose behalf they invest) plan for life’s most important goals – like retirement, home ownership and their children’s education. Our clients range from governments, foundations and other large institutions to those investing on behalf of individuals, including firefighters, nurses, teachers and...

Mastery is the World’s First Lovable Transportation Management System™ (TMS) built to support the complex world of logistics and supply chain. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, providing interconnected automation, visibility, and productivity across their supply chains.

We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the flexibility of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who...

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...

Metropolis Technologies, Inc. is an artificial intelligence company whose computer vision platform enables checkout-free payment experiences for the real world. Its proprietary AI-driven technology reaches more than 50 million customers while reducing costs, increasing transparency and capturing additional revenue for real estate partners. Following its take-private acquisition of SP+, Metropolis is now the largest parking network in North America with...

OpenX is The Intelligent SSP™ (supply-side platform), simplifying advertising for marketers, advertisers, and publishers worldwide. As one of the largest SSPs globally, OpenX combines the industry’s only fully cloud-based infrastructure with leading AI capabilities to make digital advertising easier and more effective across every format, including CTV. Built to responsibly deliver quality, performance, and adaptability, OpenX makes digital advertising safer,...

Dscout helps companies better understand the experiences people have with their products and brands in everyday life. Our SaaS video research platform helps our customers gather, manage, share and analyze millions of in-context moments submitted by people around the world.

Bellagent is an enterprise-level AI agent platform built to automate everyday business operations with zero-touch integrations that connect instantly to more than 1,300 applications. Launched in 2025 by Proactifi Inc., and headquartered in Chicago, the platform is built for practicality with industry-leading compliance and security standards, enabling organizations to deploy AI agents without friction from day one. Bellagent’s mission to...

Bitnomial is building the next generation of U.S. derivatives infrastructure. We are a regulated exchange and clearinghouse offering bitcoin futures and options under full oversight of the CFTC. By combining the transparency and safeguards of traditional finance with the efficiency of digital assets, Bitnomial brings institutional trust and accessibility to crypto-native markets. We operate as a Designated Contract Market (DCM), Derivatives...

Taboola empowers businesses to grow through performance advertising technology that goes beyond search and social and delivers measurable outcomes at scale. Taboola works with thousands of businesses who advertise directly on Realize, Taboola’s powerful ad platform, reaching approximately 600M daily active users across some of the best publishers in the world. Publishers like NBC News, Yahoo, and OEMs such as Samsung,...

At Toro TMS, we are on a mission to deliver technology that drives lasting improvements for the trucking industry. Our dedicated team has built an easy-to-use, modern end-to-end TMS specifically designed for bulk haulers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help our customers move more loads.

Halo Investing is an award-winning technology platform that disrupts how protective investment solutions are used worldwide. Headquartered in Chicago, with employees worldwide, we’re on a mission to change the world by democratizing access to investment solutions that were previously unavailable to most investors. Our marketplace connects financial advisors and investors to protective investment products – including structured notes and annuities...

Snap Inc. is a technology company. We believe the camera presents the greatest opportunity to improve the way people live and communicate. We contribute to human progress by empowering people to express themselves, live in the moment, learn about the world, and have fun together.

In March of 2002, Belvedere Trading emerged as Chicago’s newest market maker, soon to join the ranks of the Windy City’s elite proprietary trading firms. Armed with printouts of Excel workbooks and a team of eager minds, Belvedere established their place in the SPX pit on the floor of the Chicago Board Options Exchange. From the beginning, we have iteratively...