Top Chicago, IL Companies That Offer Flexible Work Schedules (1,348)

Block, Inc. is a global technology company with a focus on financial services. Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the...

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.

IG North America is home to tastytrade, tastylive, tastyfx, and tastycrypto—a family of brands built to democratize trading and empower individual investors. Founded in Chicago by the creators of thinkorswim, acquired by London-based IG Group in 2021, we combine startup innovation with the backing of a global fintech leader with 50+ years of experience. From our headquarters in Chicago's Fulton...

Expedia Group, Inc. is the global travel marketplace with one purpose: to help travelers explore the world, one journey at a time. Expedia Group™ connects travelers, partners, and advertisers through its trusted brands, leading technology, and rich first-party data, delivering predictive, personalized experiences that shape the future of travel. Expedia Group’s ecosystem includes three flagship consumer brands – Expedia®, Hotels.com®, and...

Over the last 15 years, we’ve grown from a startup to a market-leading organization with over 150 team members, and we’ve created an award-winning culture that makes this company an amazing place to work. We've been ranked on multiple best places to work lists including the 2026 BuiltIn Chicago rankings.

It’s an exciting time to be a Teragonian! Come help us transform the Private Equity industry and drive AI innovation while taking on new challenges and career growth opportunity.​ Teragonia provides an AI-based Value Orchestration platform for private equity backed mid-market operators, helping them transform fragmented operational data into an execution-focused view of business performance. With Teragonia, mid-market leaders align their...

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...

Our e-commerce website has everything businesses and consumers need to make their business go, at prices that make sense. We have over 12 million products on our website (and counting) to help your business run that are shipped fast and often free. Throw in our award-winning workplace culture and you’ll find Zoro an amazing place to work and grow.

YCharts was founded in 2009 to democratize investment research. As we build an increasingly powerful and intuitive tool that our clients use daily, we might be outgrowing our name—but not our mission. From humble beginnings, YCharts has grown to become an all-in-one platform for investment research and client communication. Our guiding principle has always been to create software that elevates and...

Our platform creates comprehensive digital twins of your supply chain with AI-powered digital workers to automate resolution, improve collaboration and drive outcomes across all stakeholders. Unlike traditional control towers, we enable true real-time execution and intelligent fulfillment, transforming both your supply and customer-facing operations.

Whether you're writing, designing, coding, or collaborating, Quillbot is a place where anyone can create at the speed of thought. Our AI-powered tools help you think clearly, communicate effectively, and create beautifully across every platform, in any format, at any skill level.

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...

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...

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...

EDGE is a data and analytics platform that harnesses bank transaction data to measure consumer credit risk. Founded in 2021, EDGE is part of a larger family of FinTech brands that sits underneath our parent company, NinjaHoldings (www.ninjaholding.com). NinjaHoldings’ brands also include CreditNinja, an online consumer lending business, and NinjaCard, a neobanking platform focused on consumers in the emerging credit...

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...

Computer Projects of Illinois, Inc. (CPI), is a privately held corporation that delivers market-leading software solutions to the law enforcement industry. CPI develops & maintains many different best-in-class, mission-critical criminal justice solutions to law enforcement & public safety agencies around the world with their OpenFox® Product Suite.

At Vail we develop innovative technology to enhance the way people communicate. Our mission is to create business value for our clients and growth opportunities for our employees by developing solutions that inspire people to interact freely and authentically.

Flatfile, the pioneer of AI-assisted data exchange, provides companies and their software development teams with the easiest, fastest, and safest way to build the ideal data file import experience for their users. Hundreds of companies such as AstraZeneca, Square or Sage rely on Flatfile’s extensible, API-first platform to create enterprise-scale, intelligent, file-based data import solutions, increase developer productivity, reduce cost...