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Best Software Companies to Work for in Chicago, IL (1,098)

Artera
Healthtech • Other • Sales • Software • Analytics • Conversational AI
10 Offices
250 Employees
66 Benefits Hiring Now
Artera delivers a platform-level patient communications solution that integrates across a health system’s tech stack.

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,...

Artera
Block
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Block builds technology for economic empowerment.

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...

Block

Block's Top Workplace Perception Strengths

Innovation & Products: Work spans Square and Cash App at large scale, offering modern fintech challenges with AI-augmented tooling and open-source engagement. This creates high leverage for builders to ship impactful features across mature payments and consumer finance ecosystems.

Benefits & Perks: Distributed-first flexibility, comprehensive health and wellness support, equity participation, an employee stock purchase plan, retirement match, and flexible time off are emphasized. International work flexibility and tailored regional offerings further support diverse employee needs.

Mission & Purpose: The company frames its work around “economic empowerment” and publishes structured inclusion commitments with ERGs and bias checks. This mission orientation provides a clear through-line connecting product decisions and culture investments.

McMaster-Carr
eCommerce • Hardware • Information Technology • Logistics • Mobile • Software • App development
McMaster-Carr is a one-stop shop for the materials that keep plants running.

McMaster-Carr is an e-commerce company offering more than half a million products used to keep business in motion. With more than 300,000 daily visits to our website, customers from a variety of industries turn to us when they need to build, design, repair or maintain just about anything because we are the complete, one-stop source for industrial supplies. Technology teams...

McMaster-Carr

McMaster-Carr's Top Workplace Perception Strengths

Compensation: Pay is considered unusually strong across multiple functions, often paired with profit sharing and cash components that compare favorably to local markets. Feedback suggests this is a primary draw across both operations and engineering roles.

Benefits & Perks: Benefits include no‑premium health coverage, paid parental leave, 100% tuition reimbursement, company‑funded retirement, profit sharing, and first‑time homebuyer assistance. Feedback suggests the breadth of these programs is a standout advantage.

Market Position & Stability: A long‑established, privately held distributor with multiple U.S. distribution centers and continued expansion signals durable operations. Strong customer reputation for logistics and e‑commerce execution reinforces perceived stability.

Atlassian
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
16 Offices
11,000 Employees
71 Benefits See Our Teams
Atlassian provides tools to help every team unleash their full potential.

Atlassian creates teamwork solutions for high-performing teams. Our portfolio of collaboration and work management software products includes Jira, Confluence, Trello, Loom and Rovo. More than 300,000 businesses worldwide rely on Atlassian’s technology, including 80 percent of Fortune 500 companies. Our solutions support various business teams and they help organizations plan, track, and deliver their biggest ideas together.

Atlassian
Chamberlain Group
Automotive • Hardware • Internet of Things • Mobile • Software • App development • PropTech
We make access simple and secure.

Chamberlain Group is a global leader in intelligent access and Blackstone portfolio company. Our innovative products, combined with intuitive software solutions, comprise a myQ ecosystem that delivers seamless, secure, access to people's homes and businesses. Our recognizable brands, including LiftMaster® and Chamberlain® , are found in 50+ million homes, and 10+ million people rely on our myQ® app daily to...

Chamberlain Group
Dropbox
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working.

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...

Dropbox
Hireology
HR Tech • Other • Productivity • Social Impact • Software
Chicago
150 Employees
68 Benefits Hiring Now
Hireology is hiring software purpose-built for business’ specific needs and challenges.

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.

Hireology
Vivid Seats
Consumer Web • eCommerce • Events • Information Technology • Software
Vivid Seats connects fans with the live events they love.

Founded in 2001, Vivid Seats is a leading online ticket marketplace committed to becoming the ultimate partner for connecting fans to the live events, artists, and teams they love. Based on the belief that “Life Happens Live”, the Chicago-based company provides exceptional value by providing one of the widest selections of events and tickets in North America and an industry...

Vivid Seats
Locusview
Enterprise Web • Logistics • Mobile • Software • Energy • Utilities
Chicago
150 Employees
39 Benefits Hiring Now
Locusview is creating the future of smart utilities construction technologies.

At Locusview, we help utilities control and optimize their capital projects while preparing for the coming challenges of building smarter infrastructure. This is why we built the world’s best Digital Construction Management (DCM) platform that helps energy, telecom and water utilities manage large scale construction projects from Planning to Revenue. We are fast-paced, and expect employees to use their creativity...

Locusview
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Mastery Logistics Systems
Enterprise Web • Logistics • Software • Transportation
3 Offices
500 Employees
35 Benefits Hiring Now
Mastery is on a mission to empower shippers, carriers & logistics companies to thrive in complexity.

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.

Mastery Logistics Systems
Strata Decision Technology
Edtech • Fintech • Healthtech • Professional Services • Software • Analytics • Consulting
Chicago
800 Employees
82 Benefits Hiring Now
We empower organizations to fuel their missions.

Here at Strata, we provide financial planning software, data, and insights to drive decisions and performance for organizations spanning the healthcare, higher education, and financial services industries.

Strata Decision Technology
Kalderos
Big Data • Healthtech • Software • Analytics • Pharmaceutical • Infrastructure as a Service (IaaS)
2 Offices
120 Employees
36 Benefits Hiring Now
Redefining how the business of healthcare performs.

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...

Kalderos
Nextpoint
Big Data • Cloud • Information Technology • Legal Tech • Software
Chicago
81 Employees
114 Benefits Hiring Now
A cutting edge cloud based, eDiscovery and eLaw tech company simplifying and innovating the modern litigation process.

Nextpoint is a Chicago-based legal technology company that has been building cloud-based eDiscovery and litigation software since 2001. We make it simpler for law firms, corporate legal teams, and government agencies to manage the full lifecycle of litigation — from data ingestion and document review to case preparation and trial presentation. Our platform is built on the cloud, which means legal...

Nextpoint

Nextpoint's Top Workplace Perception Strengths

Benefits & Perks: Benefits are portrayed as comprehensive, including health coverage, 401(k) match, equity, stipends, daily lunches, and hybrid-friendly support, signaling material investment in employee well-being. Feedback suggests perks extend beyond basics to education support, mental health days, and flexibility that accommodates different life situations.

Work-Life Balance: Company materials emphasize flex-time, remote options, open vacation, sabbaticals, and explicit encouragement to take time off, indicating flexibility as a core norm. Feedback suggests time-off practices and flexible scheduling are actively encouraged rather than just stated.

Autonomy: The environment is framed as small-team with ownership where individuals can enact change and see visible impact. Feedback suggests self-starters have room to shape ideas and contribute directly in a lean, product-focused setting.

Clear Street
Fintech • Software • Financial Services
10 Offices
581 Employees
44 Benefits Hiring Now
Speed, Transparency and Scale for Sophisticated Investors™.

Clear Street’s mission is to give every sophisticated investor access to every asset, in every market, through a unified platform built for speed, transparency and scale. We give our clients the technology, tools, and service once reserved for the largest institutions, rebuilt with modern infrastructure. Our single, cloud-native, end-to-end capital markets platform powers investor growth today and is transforming how they...

Clear Street
Pricefx
Artificial Intelligence • Cloud • Enterprise Web • Information Technology • Software • Analytics • Business Intelligence
8 Offices
450 Employees
80 Benefits Hiring Now
The World’s Leading SaaS Pricing Software Company.

"This should be easier..." Pricefx was born of a simple yet powerful idea: that building a 100% cloud-native pricing platform would be the key to unlocking exceptional profitability for customers. At the time, cloud SaaS was only emerging as a trend, though we know today that cloud SaaS software is the future of software. Our founders had a unique insight –...

Pricefx
Quantum Rise
Artificial Intelligence • Machine Learning • Natural Language Processing • Professional Services • Software • Consulting • Automation
Chicago
20 Employees
43 Benefits
Quantum Rise is a new kind of AI Consultancy that combines the best in human ability with the full power of AI.

At Quantum Rise, we're transforming how businesses use AI and automation to fuel growth and innovation. As an AI-native company, we combine human expertise with cutting-edge technology to solve real-world challenges. Our team is passionate about building products that are always on, continuously improving, and designed to help companies get the most out of their existing technology. But it’s not...

Quantum Rise
Square
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
18 Offices
12,000 Employees
58 Benefits Hiring Now
Invent today. Shape tomorrow.

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage...

Square
Flywire
Fintech • Payments • Software
14 Offices
1,200 Employees
47 Benefits Hiring Now
Delivering the most important and complex payments.

Flywire is a global payments enablement and software company. We combine our proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.

Flywire
Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
23 Benefits
Easy-to-use TMS built for Bulk Haulers

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.

Toro TMS
Enverus
Big Data • Information Technology • Software • Analytics • Energy
15 Offices
1,800 Employees
35 Benefits
Enverus is the leading energy SaaS company delivering highly-technical insights and predictive/prescriptive analytics

Enverus’ innovative technologies drive production and investment strategies, enable best practices for energy and commodity trading and risk management, and reduce costs through automated processes across critical business functions. Enverus is a strategic partner to more than 6,000 customers in 50 countries. Enverus is a portfolio company of Hellman & Friedman and Genstar Capital.

Enverus

Enverus's Top Workplace Perception Strengths

Work-Life Balance: Work–life balance is often highlighted as a strength, with hybrid flexibility and flexible PTO available in many roles. Expectations are generally described as manageable even amid a fast‑moving environment.

Team Support: Colleagues are frequently described as collaborative and supportive, with “great people” and an inclusive culture emphasized across teams. Day‑to‑day cooperation and approachable peers are cited as meaningful positives.

Market Position & Stability: Active expansion in energy SaaS and analytics, including added utility planning and engineering capabilities, signals a solid market foothold. Ongoing growth across power/renewables and data/AI products contributes to perceived stability.

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