Chicago Companies With Generous Vacation Time
Chicago Companies with Generous PTO
425 Companies


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.


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.


Vail Systems, Inc.
Cloud • Natural Language Processing
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.


SDI Presence
Information Technology • Professional Services
SDI Presence LLC is an IT managed services provider (MSP) and consultancy that leverages its strong team presence to advance our clients to a secure digital enterprise. With a 20-year corporate resume, SDI delivers strategic managed services, IT consulting, and hybrid infrastructure solutions to optimize our clients’ technology environments.


Codifyd
eCommerce • Professional Services
At Codifyd, we transform the way distributors and manufacturers leverage the digital landscape. With a product content-centric approach, our digital transformation services and technologies enable operational efficiency for organizations and their channel partners, while providing a superior experience for buyers and financial growth for sellers.


IMC Trading
Fintech • Software
We're one of the world's leading market makers, trading on 100+ exchanges around the world. Founded in Amsterdam in 1989, IMC was among the first to value the importance of technology and innovation in the evolution of trading. As we invested we grew, from 2 to over 700. Today we operate globally – across time zones and continents.


Edovo
Edtech • Social Impact
Edovo is a social impact company that provides fair and honest communication services, educational and
vocational programming, and re-entry preparation for justice-involved people and their loved
ones. Our mission is to help everyone connected to incarceration build better lives.


Carminati Consulting
Cloud • Enterprise Web
We are an innovative IT consulting firm and software company working to make our communities better, stronger and healthier every day.
Our team provides unique solutions to web software application development, website design, data analytics and project management, ultimately allowing our clients to more effectively serve their clientele.

Nexgen Packaging
Big Data • eCommerce
We are changing how companies leverage technology to manufacture and manage supply chain in the retail, apparel and footwear industry. We have created a software platform to optimize, organize, and digitize customers’ portfolios. Considered the industry’s leading technology platform, over 10,000 brands and manufacturers globally use our platform.


Infutor Data Solutions
AdTech • Big Data
Infutor is 100% focused on enabling brands to know everything they need to about consumers, to instantly make informed marketing and risk decisions. Infutor’s experience linking trusted data sources results in proven, secure, and compliant solutions for our clients, and that is what makes us the experts.


Upwork
HR Tech • Software
Upwork is the world’s largest freelancing website, making it easier to get work done anytime, anywhere. With talented freelancers offering services in more than 3,500 areas of expertise on the platform, Upwork makes it easy for businesses and independent workers to connect—and team up on projects that range from web development to accounting.


Hudson River Trading
Fintech
Hudson River Trading brings a scientific approach to trading financial products. We have built one of the world's most sophisticated computing environments for research and development. Our researchers are at the forefront of innovation in the world of algorithmic trading.


National General
Fintech • Information Technology
National General Insurance Group offers property and casualty products, including personal auto, RV, motorcycle, commercial auto and more. With a nationwide network of claims professionals and a 24-hour, toll-free claims hotline available 365 days a year, National General Insurance provides superior claims service for its customers.


Geneva Trading
Fintech
Geneva was designed to be a nimble organization with a rigid focus on its core strengths: risk management, market enhancement, technology innovation, and alpha generation.


Focused Labs
Cloud • Information Technology
At Focused Labs we take a unique approach to developing high-quality, business focused, software. We believe that digital products can and should be built to evolve with your business. Our approach is structured around delivering products to market fast, testing with real customers, and iterating based on their feedback.


OppLoans
Fintech
We're a socially-responsible FinTech firm that's grown 1,527% over the last three years. Backed by a global investment firm with $106 billion AUM. Accolades include three consecutive years on the Inc. 500, 3rd fastest-growing startup by Built In Chicago & 6th best company to work for by Glassdoor!


Grubhub
eCommerce • Food
Grubhub is the nation's leading online and mobile food ordering and delivery marketplace dedicated to connecting hungry diners with local takeout restaurants. Our Technology is what makes us an industry-leader.. We empower our restaurant partners to connect with hungry diners, and support their delivery.


Wolverine Trading
Fintech
The Wolverine companies comprise a number of diversified financial institutions specializing in proprietary trading, asset management, order execution services, and technology solutions. We are recognized as a market leader in derivatives valuation, trading, and value-added order execution across global equity, options, and futures markets.


Kalderos
Healthtech • Machine Learning
Kalderos delivers technology that solves the challenges around drug discounts in the US healthcare system. We work with healthcare providers, drug manufacturers, payers, and government agencies alike to increase transparency and restore trust — lowering the cost of healthcare and enabling everyone to focus on improving the health of all people.


Arity
Big Data • Transportation
Founded by The Allstate Corporation in 2016, Arity is a data and analytics company focused on improving transportation. We collect and analyze enormous amounts of data, using predictive analytics to build solutions with a single goal in mind: to make transportation smarter, safer and more useful for everyone.