Companies in Chicago That Offer Generous PTO
Chicago Companies with Generous PTO
126 Companies
Cloud5 Communications
Software • Travel
Cloud5 Communications connects hotel guests and staff using fast, reliable, user-friendly data and voice communications. The unique combination of hospitality expertise and a holistic technology platform is what sets us apart.
Flexible Spending Account (FSA)
Dental Benefits
Vision Benefits
Health Insurance Benefits
+8
Wellspring
Software
Ideas, expertise, and intellectual property are the building blocks of product innovation. Companies source these assets from partners around the world and combine them in much the same way that manufacturers combine parts. Wellspring develops purpose-built software for technology scouting, corporate venturing, and technology transfer.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+23
Adage Technologies
eCommerce • Software
Adage Technologies is an eCommerce web design and development firm that builds engaging digital experiences. Adage has consistently been recognized as one of Chicago’s 101 Best and Brightest Companies to Work For, one of the Best Places to Work in Illinois, and on the Inc. 5000 list of the Fastest Growing Private Companies in America.
Flexible Spending Account (FSA)
Dental Benefits
Vision Benefits
Health Insurance Benefits
+18
Morningstar
Enterprise Web • Fintech
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.
Dental Benefits
Vision Benefits
Health Insurance Benefits
401(K)
+15
Discover Financial Services
Fintech • Other
Discover is one of the most recognized brands in U.S. financial services. We’re a direct banking and payment services company built on a legacy of innovation and customer service. We support, challenge and inspire employees to continually develop their skills, advance their career and help grow our business.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+29
Cars.com
Automotive • Digital Media
Cars.com is one of Chicago’s original tech companies. Our online platform makes it easier for consumers to shop for, sell and service their cars. With our expert content, mobile app features, a comprehensive set of research tools & the largest database of consumer reviews in the industry, we offer innovative products to connect dealers & consumers....
Flexible Spending Account (FSA)
Dental Benefits
Vision Benefits
Health Insurance Benefits
+20
CCC
Internet of Things • Software
At CCC, we’re all about connectedness - from our people to our products. Our team is truly reshaping the auto and casualty insurance, auto manufacturer, collision repair, and parts industries. We’re setting the bar in these industries for AI-powered data insights, machine learning, IoT, and telematics.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+21
Relativity
Software
At Relativity, we make software to help users organize data, discover the truth, and act on it. Our platform is used by thousands of organizations around the world to manage large volumes of data and quickly identify key issues during litigation, internal investigations, and compliance projects. Relativity has over 175,000 users in 40+ countries.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+20
RXBAR
Food
Real and delicious, we make clean-label snack products including RXBAR, RXBAR Kids and RX Nut Butter. Made with egg whites, dates and nuts, our core ingredients are all there for a reason. No free rides. No fillers. No B.S. As the fastest-growing nutrition bar brand in the United States, RXBAR cuts through the cluttered world of snacks.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+19
DRW
Fintech
DRW is a diversified principal trading firm, trading our own capital at our risk across a range of asset classes, instruments and strategies in markets around the world. Sophisticated technology and a passion for solving complex problems drives this activity.
Dental Benefits
Vision Benefits
Health Insurance Benefits
Onsite Gym
+16
Home Chef
Food
Home Chef makes home cooking simple with perfectly portioned ingredients and easy-to-follow recipes delivered to your door weekly. Choose meals you'll love to cook and eat from 11 new chef-designed recipes each week, and learn new cooking techniques as you go!
Dental Benefits
Vision Benefits
Health Insurance Benefits
401(K)
+6
FTD Companies
eCommerce • Retail
FTD Companies is a global premier floral and gifting company on the road to becoming the leading and most trusted gifting e-commerce brand in the world. We provide floral, specialty foods, gift and related products and services to consumers, retail florists, and other retail locations and companies.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+17
Deloitte Digital
Cloud • Professional Services
We are a creative digital consultancy. All across the globe, we’re helping clients see what’s possible, identify what’s valuable, and deliver on it. How? By combining creative and digital capabilities with advertising agency prowess and the technical experience, deep business strategy, and relationships of the world’s largest consultancy.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+24
Strata Decision Technology
Healthtech • Information Technology
Here at Strata, our mission, and our passion, is to help heal healthcare – driving solutions that will bend the cost curve. Our software is influencing one of the biggest socio-economic problems of our time for the better and positively impacting patients’ lives in the process.
Flexible Spending Account (FSA)
Dental Benefits
Vision Benefits
Health Insurance Benefits
+17
Braintree
Fintech • Software
Braintree builds products that make payments easier—so easy that they fade into the background, making entirely new kinds of interactions possible. We're known for our technology but we're also known for our support, with internal risk and underwriting, account management and technical support teams who ensure a frictionless payments experience.
Dental Benefits
Vision Benefits
Health Insurance Benefits
401(K)
+13
PEAK6 Investments
Fintech
PEAK6 is not your typical investment firm. We are a unique, smart and entrepreneurial firm that thinks differently. We see solutions others don’t, and we are driven to capitalize on opportunities others miss.
This ambitious, entrepreneurial culture has helped us become the diverse range of successful businesses we are today.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+22
ServiceNow
Cloud • Software
ServiceNow was founded on a very simple idea: that work should be easier. That getting simple stuff done shouldn’t be so hard and complex stuff should be manageable. We started with IT, and today, an entire enterprise can tap into the power of the Now Platform™ to transform the way work is done.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+24
Yello
Enterprise Web • Software
Yello is reinventing recruiting by replacing outdated practices with innovative solutions. Organizations from Fortune 500 companies to high-growth start-ups use our technologies to modernize talent acquisition processes. Our culture emphasizes collaboration and supports rapid professional growth.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+23
iManage
Cloud • Legal Tech
iManage transforms how professionals in legal, accounting and financial services get work done by combining the power of artificial intelligence with market leading document and email management. Over one million professionals at over 3,000 organizations in over 65 countries rely on iManage to deliver great client work.
Flexible Spending Account (FSA)
Dental Benefits
Vision Benefits
Health Insurance Benefits
+12
Lumere
Big Data • Healthtech
At Lumere, we have the ambitious goal to change the way our healthcare system delivers medical care through access to unbiased clinical evidence and in-depth analytics to make better decisions.
If every health system in the country uses our industry-leading solutions, we can fundamentally change the way health systems operate.
Dental Benefits
Vision Benefits
Health Insurance Benefits
Onsite Gym
+11
Peapod
eCommerce
We make your life easier & strive to amaze & delight you every single day.
How? By delivering fresh, quality products, priced fairly and delivered with friendly and reliable service. Using almost 30 years of experience and cutting edge technology we are finding new ways to make groceries better.
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
+22
Trunk Club
eCommerce • Fashion
When you join Trunk Club, you join the Nordstrom family. Our fast-paced and entrepreneurial environment is paired with the strong history and experience of a retail legacy. We have access to some of the greatest minds in retail and technology and are constantly creating innovative strategies to develop the ultimate apparel solutions.
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
+15
project44
Logistics • Software
project44 is a logistics technology company that brings dynamic shipment data and visibility to a black box industry, empowering organizations to be nimble, proactive and reliable. We enable the smartest and most efficient shipping experiences by providing full visibility into the entire freight shipment workflow.
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
+14