Chicago is a bustling hub for technology and innovation, home to many companies that are making waves in the IT industry. From cybersecurity to eCommerce, these companies are leading the charge in their respective fields. In this article, we’ll take a closer look at the top 10 IT companies in Chicago that are setting the standard for excellence and driving the industry forward.

• Motorola Solutions is a key player in communication technology.
• ThoughtWorks is known for its innovative software solutions.
• Trustwave Holdings specializes in cybersecurity.
• GrubHub is a leader in the online food delivery market.
• Discover offers a range of financial services and products.

Motorola Solutions is a key player in the IT industry, especially known for its contributions to public safety and security. The company builds and connects technologies that help protect people, property, and places. Their solutions enable collaboration between public safety agencies and enterprises, which is crucial for a proactive approach to safety.

Motorola Solutions offers a range of perks and benefits to its employees, including:

• 401(K) matching
• Employee stock purchase plan
• Flexible Spending Account (FSA)
• Dental insurance
• Wellness programs
• Company equity

"Everyone is really friendly and supports each other to ensure the team as a whole succeeds. We use state-of-the-art technologies, and we have high standards for code quality. I’ve grown a lot as a developer in just a short amount of time," says Greg, a Software Engineer at Motorola Solutions.

Large enough to matter, small enough to care. This phrase perfectly captures the essence of working at Motorola Solutions. The company is big enough to offer great opportunities but still maintains a close-knit, supportive environment.

• Total Employees: 3,000
• Location: Chicago, IL + 1 office
• Founded: 2012

Motorola Solutions is one of the top tech companies to work for in Chicago in 2024, making it a great choice for those looking to advance their careers in a supportive and innovative environment.

ThoughtWorks is a leading global technology consultancy that integrates strategy, design, and software engineering to enable enterprises and technology disruptors to thrive. Founded in 1998, the company has grown to employ over 1,600 people in its Chicago office.

• Location: Chicago, IL
• Founded: 1998
• Total Employees: 1,600
• Top Perks and Benefits:
  • Mean gender pay gap below 10%
  • Team-based strategic planning
  • Life insurance
  • Job training & conferences
  • Fitness stipend
  • Childcare benefits

ThoughtWorks is large enough to matter but small enough to care, making it a unique player in the tech industry.

The company is known for its inclusive culture and commitment to diversity, which is evident in its various employee resource groups and strategic planning initiatives. ThoughtWorks continues to be a pioneer in the tech industry, offering a range of benefits that make it an attractive place to work.

Trustwave Holdings is a leading cybersecurity company based in Chicago. They specialize in managed security services, threat detection, and vulnerability management. Trustwave is known for its innovative solutions that help businesses protect their data and maintain compliance with industry standards.

Trustwave strikes a balance between being large enough to offer comprehensive security solutions and small enough to provide personalized service. This makes them Your Trusted IT Partner for businesses of all sizes.

• Managed Security Services
• Threat Detection and Response
• Vulnerability Management

Trustwave was positioned as the innovation leader in the Frost & Sullivan 2024 Managed Security Services Radar, Americas.

Choosing the right managed IT service provider in Chicago is crucial for businesses looking to enhance their operational efficiency and security. Trustwave stands out as a reliable option, offering tailored solutions to meet diverse business needs.

GrubHub is a major player in the U.S. food ordering and delivery market. As a subsidiary of Just Eat Takeaway.com, it connects diners with their favorite local restaurants through innovative technology and user-friendly platforms. GrubHub’s main headquarters is located at 111 W Washington St., Chicago, Illinois 60602, and the company has employees across six continents.

• Innovative Technology: GrubHub uses cutting-edge restaurant technology to streamline food ordering and delivery.
• User-Friendly Platforms: The platform is designed to be easy to use, making it simple for customers to order food from their favorite local spots.
• Global Reach: With employees across six continents, GrubHub has a broad and diverse workforce.

GrubHub offers a range of perks and benefits to its employees, including:

• Commuter benefits
• Relocation assistance
• Some meals provided
• Diversity employee resource groups
• Hybrid work model
• Open door policy

GrubHub is dedicated to connecting diners with the food they love from their favorite local restaurants, elevating the food ordering experience through innovative technology and improved delivery services.

Groupon, Inc. was incorporated in 2008 and is headquartered in Chicago, Illinois. The company has grown to become a major player in the e-commerce space, offering a wide range of deals and discounts on various products and services.

• Founded: 2008
• Headquarters: Chicago, Illinois
• Industry: E-commerce
• Total Employees: 3,300
• Top Perks & Benefits:
  • Commuter benefits
  • Relocation assistance
  • Some meals provided
  • Diversity employee resource groups
  • Hybrid work model
  • Open door policy

Groupon’s mission is to connect customers with local businesses, providing them with unbeatable deals and experiences. The company has a hybrid work model and promotes a culture of openness and diversity. With a workforce of 3,300 employees, Groupon continues to innovate and adapt to the changing market needs.

Large enough to matter, small enough to care, Groupon remains committed to its core values and mission, ensuring both customers and employees are satisfied.

Groupon’s success is built on its ability to offer value to both consumers and businesses, making it a standout in the competitive e-commerce industry.

Cars.com, launched in 1998 and headquartered in Chicago, empowers shoppers with the data, resources, and digital tools needed to make informed buying decisions. The company simplifies the car buying and selling process through its innovative platform.

• Comprehensive Listings: Cars.com offers a wide range of car listings, making it easy for users to find the perfect vehicle.
• Dealer Reviews: The platform includes dealer reviews to help buyers make informed decisions.
• Digital Tools: From price comparison to trade-in calculators, Cars.com provides various tools to assist in the buying process.

Cars.com is known for its excellent employee benefits, including:

• Company-sponsored outings
• Generous parental leave
• Wellness programs
• Apprenticeship programs
• Dedicated diversity and inclusion staff
• Diversity employee resource groups

Cars.com is large enough to matter but small enough to care, making it a great place to work and grow your career.

Basecamp is a cloud-based platform offering software for project management. The company has raised a total funding of $56 million over 3 rounds from 2 investors.

Basecamp prides itself on being large enough to provide robust solutions but small enough to offer personalized service. This balance allows them to cater to a wide range of clients while maintaining a close-knit company culture.

• Funding: $56 million
• Rounds: 3
• Investors: 2

Basecamp’s unique approach ensures that every client feels valued and receives the attention they deserve, making it a standout in the project management software industry.

CDK Global is a leading provider of integrated technology solutions to the automotive retail industry. They offer a wide range of services that help car dealerships manage their operations more efficiently. Their solutions cover everything from sales and marketing to customer service and parts management.

• Sales and Marketing Solutions: CDK Global provides tools to help dealerships attract and retain customers.
• Customer Service: Their customer service solutions ensure that dealerships can offer top-notch support to their clients.
• Parts Management: CDK Global’s parts management systems help dealerships keep track of inventory and streamline operations.

• Comprehensive Solutions: CDK Global offers a full suite of services that cover all aspects of dealership operations.
• Industry Expertise: With years of experience, they understand the unique needs of the automotive retail industry.
• Innovative Technology: CDK Global uses cutting-edge technology to provide effective and efficient solutions.

CDK Global is large enough to matter but small enough to care, making them a top choice for dealerships looking for reliable and innovative technology solutions.

• Essential IT services in Chicago for modern businesses: CDK Global offers vital IT services that enhance operational efficiency and protect sensitive information.
• Managed IT Services: They provide managed IT services to ensure that all systems run smoothly.
• 24/7 IT Support: CDK Global offers round-the-clock support to address any issues that may arise.
• Cloud Computing: Their cloud solutions help dealerships store and manage data securely.

CDK Global stands out as a top IT company in Chicago, offering essential services that modern businesses need to thrive.

Flexera Software is a key player in the IT management solutions space, offering SaaS-based services that help businesses speed up their digital transformation. Their tools provide unmatched insights into complex IT ecosystems, making it easier for companies to manage their technology investments.

• Company-sponsored outings
• Generous parental leave
• Wellness programs
• Apprenticeship programs
• Dedicated diversity and inclusion staff
• Diversity employee resource groups

"I love Flexera. We’ve been driving value for customers while delivering on a vision formed a decade ago. It’s easy to sell something you believe in." – Matt, Strategic Account Manager

• Total Employees: 1300
• Location: Chicago, IL
• Founded: 1987

Flexera’s commitment to driving value for customers and fostering a supportive work environment makes it a standout in the industry.

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. Our mission is to help people spend smarter, manage debt better, and save more.

• Founded: 1986
• Total Employees: 18,000
• Location: Chicago, IL + 4 offices

• Job training & conferences
• Mental health benefits
• Flexible work schedule
• Mentorship program
• Paid volunteer time
• Adoption Assistance

At Discover, employees are encouraged to develop their skills, advance their careers, and help grow the business. The company supports, challenges, and inspires its team members to achieve their best.

"My career with Discover allows me to work daily with emerging, innovative technologies, and provides ample opportunities to grow my career technically and professionally." – Gina, Director, Cybersecurity

Explore the endless possibilities with our top-notch IT services. From managed IT to cybersecurity, we have everything you need to keep your business running smoothly. Don’t wait, take the next step in transforming your business today!

Motorola Solutions provides communication equipment and software for public safety and commercial customers. They are known for their radios and communication systems used by police, fire departments, and other emergency services.

ThoughtWorks is a global technology consultancy that offers software development, digital transformation, and IT consulting services. They help businesses innovate and improve their technology strategies.

Trustwave Holdings specializes in cybersecurity solutions. They offer services like threat detection, managed security services, and compliance management to help protect businesses from cyber threats.

GrubHub is an online food delivery service. Users can browse local restaurants, order food online, and have it delivered to their doorstep. The platform connects diners with a wide range of eateries in their area.

Groupon offers deals and discounts on various products and services. Users can purchase coupons for things like dining, travel, and activities at reduced prices, helping them save money while exploring new experiences.

Cars.com is a digital marketplace for buying and selling cars. It offers tools for car shoppers to compare prices, read reviews, and find local dealerships. They also provide resources for sellers to list their vehicles online.