Top Chicago, IL Companies With Flexible Time Off (198)

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...

Founded in Chicago in 1987 by Stan Day, SRAM, LLC has grown to be one of the world's largest bicycle component manufacturers. Today, we are led by CEO, Ken Lousberg, and Stan Day serves as Chairman of our Board. SRAM’s global footprint helps us bring cycling to every corner of the globe, including your local roads and trails. We design and...

Fusion Risk Management is recognized as the most innovative and fastest growing provider of cloud-based enterprise software for business continuity risk management, IT disaster recovery and crisis management. Fusion is transforming the industry and has been named a leader in Gartner's Magic Quadrant for Business Continuity Management software.

Artera, a SaaS leader in digital health, transforms patient experience with AI-powered virtual agents (voice and text) for every step of the patient journey. Trusted by 1,000+ provider organizations — including specialty groups, FQHCs, large IDNs and federal agencies — engaging 100 million patients annually. Artera’s virtual agents support front desk staff to improve patient access including self-scheduling, intake, forms,...

Comcast Advertising is driving the TV advertising industry forward, from delivering ads to linear and digital audiences to pioneering the tech that makes it possible. We help brands connect with their audiences on every screen using advanced data. Just as important as our work is our inclusive and supportive culture, which has earned us recognition as one of the top...

Gogo Business Aviation is the world’s leading provider of broadband connectivity services for the business aviation market. We offer a customizable suite of smart cabin systems for highly integrated connectivity, inflight entertainment, and voice solutions – innovations that help people in the air stay fully connected to their work, life and entertainment on the ground. Gogo created the inflight connectivity...

At GoHealth, advancing health equity starts with the intentional, data-driven application of proprietary technology, beneficiary and Medicare-expert insight, and an unwavering commitment to creating positive, health-focused impacts. With our determined drive to help Medicare consumers find a plan that fits their budget and needs, we believe in hiring risk-takers, innovators, and collaborators within our industry to create individualized, simplified healthcare...

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...

tms unites technology and marketing and sourcing to drive transformational change for the world’s leading brands. With 1200+ employees across 26 countries, we offer an impressive range of solutions — from inspiration and innovation to category management and delivery. ​ Headquartered in Chicago with 10 offices worldwide, we are responsible for some of the world’s most successful and iconic long-term marketing...

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...

CDW Corporation is a leading multi-brand provider of information technology solutions to business, government, education and healthcare customers in the United States, the United Kingdom and Canada. A Fortune 500 company and member of the S&P 500 Index, CDW helps its customers to navigate an increasingly complex IT market and maximize return on their technology investments. For more information about...

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,...

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...

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...

QuillBot is on a mission to make writing painless. We are starting with our state-of-the-art AI paraphraser which functions as a full-sentence thesaurus. Millions of people already use it to craft sentences, improve fluency, and get over writer's block.

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...

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...

iManage is dedicated to Making Knowledge Work. Over one million professionals across 65+ countries rely on our intelligent, cloud-enabled, secure knowledge work platform to uncover & activate the knowledge that exists inside their business content and communications. We are continuously innovating to solve the most complex professional challenges & enable better business outcomes. Our work is not always easy but it...

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...

Enfusion, a Clearwater Analytics company (NYSE: CWAN), helps investment managers solve their most pressing challenges by approaching innovation from a fundamentally different perspective. Our cloud-native, multi-tenant architecture powers continuous innovation, non-disruptive upgrades, and unmatched speed to market for institutional investors. We empower them to see clearly—so they can act with confidence. From hedge funds to asset managers, we support firms in...