Top 15 Penetration Testing Company in Chicago

Top 15 Penetration Testing Company in Chicago

Table of Contents

Penetration testing is usually referred to as pen testing. It is an essential process of cybersecurity where real attacks are simulated into an organization’s systems to expose its weaknesses to cyber attacks. With the escalating levels of cyber risk, testing a system’s vulnerability must be a constant process to cover all possible breaches.

As Chicago continually grows as a technical landscape, many companies within the city offer these essential services. Therefore, this blog reveals the top 15 penetration testing companies in Chicago to assist firms in selecting the right cybersecurity partner.  

Overview of Penetration Testing Importance & Chicago’s Tech Ecosystem

Protecting an organization’s digital assets requires penetration testing. Hence, pen testers use attack simulation to find security flaws before hackers do, preventing possible data breaches and monetary damages. Therefore, businesses can improve their security procedures and ensure strong protection against cyber threats using the discoveries gathered from the tests.

Chicago’s tech sector is flourishing since it has a strong foundation of established tech companies, startups, and excellent educational institutions. Furthermore, its technology sector is growing and vibrant because of big firms, new startups, and a strong academic presence. The city’s strategic location and diverse economy are ideal for technology and cybersecurity enterprises. As businesses work to protect sensitive information and maintain customer trust, there is an immense need for qualified cybersecurity workers, especially penetration testers.

How to Choose the Best Penetration Testing Company in Chicago?

To choose the best penetration testing company in Chicago, one should consider the following points:

1. Determine What You Need

Recognize the purpose of the pen test, your spending limit, the schedule, and any particular compliance needs. Thus, this makes a better description of your perfect cybersecurity partner.

2. Research and Evaluations

Seek out businesses that have a solid reputation and satisfied clients. Don’t depend entirely on promotional materials.

3. Examine Pentest Reports

Make sure the reports provide helpful information about vulnerabilities and how to fix them. Therefore, seek out businesses that provide executives with personalized reports.

Check out what a real penetration testing report looks like. Download a sample report by clicking the link below.


Latest Penetration Testing Report


4. Knowledge and Skill

Find pentesting companies with experience in your sector and knowledge about the domains that require testing (web apps, networks, cloud services, etc.).

5. Exchange of Information

Choose a vendor who will keep you updated and communicate clearly during the penetration testing procedure. Ensure they provide retesting options to confirm the remediation process.

Top 15 Penetration Testing Company in Chicago

The list of the top 15 Penetration Testing Companies in Chicago are:

1. Qualysec

Qualysec was founded in 2020. It is a reputable penetration testing company. Their areas of expertise are vulnerability assessment, penetration testing, and security audits. Additionally, the company’s knowledgeable staff is committed to spotting weaknesses that intruders can exploit, working collaboratively with clients to address the problems and strengthen security in general.

Furthermore, through its superior cybersecurity knowledge, Qualysec is the most recommended penetration testing company in Chicago. The team at Qualysec consists of security researchers and seasoned offensive professionals. Additionally, they make sure their customers access the newest security methods.

Their VAPT services, which follow industry standards, provide transparent results, mitigation methods, and post-assessment advice by combining human experience with automated techniques. Moreover, the company’s extensive list of services comprises:

  • Web App Pen testing
  • Mobile App Pen testing
  • API Pen testing
  • Cloud Security Pen testing
  • IoT Device Pen testing
  • AI ML Pen testing

Get in touch with us right now, and together, we can make your applications and network secure from evolving cyber threats.



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2. Sikich

Sikich LLP is a multinational business specializing in professional services promoted by technology. Sikich, established in 1982, provides a broad range of cybersecurity, information technology, and compliance services. Furthermore, Sikich’s customers include corporations, not-for-profit organizations, state and local governments, and federal agencies. Additionally, they use various services and products to enhance operations and accomplish long-term, strategic objectives.

3. Ascend Technologies

Founded in 2020, Ascend Technologies provides managed IT services. They have a smaller crew and are based in Chicago, Illinois. Furthermore, the company specializes in cybersecurity, CRM and SI consulting, IT strategy consulting, IT managed services, and more.

4. TechNoir Solutions

Chicago-based TechNoir Solutions is a managed IT services company. Established in 2012, they focus on cybersecurity, cloud consulting, and IT-managed services.

5. JetRails

JetRails is an e-commerce and IT service provider based in Park Ridge, Illinois. Founded in 2000, the company offers cloud consulting and SI, cybersecurity, IT managed services, IT strategy consulting, and ERP consulting and SI.

6. Protek-IT

PRO is a Chicago-based supplier of IT services. Founded in 2003, the company offers cybersecurity, IT managed services, and IT strategy consulting to small businesses and organizations in the manufacturing, nonprofit, financial services, business services, and real estate sectors.

7. AGB Investigative Services

Founded in 2001, AGB Investigative Services provides managed IT services and cybersecurity solutions. They have a mid-sized team and are located in Chicago, Illinois. Additionally, they offer managed IT services as well as cybersecurity.

8. CrossRealms, INTL.

CrossRealms, Intl. is an IT strategy consulting firm located in Chicago, Illinois. Founded in 2008, they provide cybersecurity, IT managed services, IT strategy consulting, and IT personnel augmentation.

9. UncommonX

UncommonX operates in the cybersecurity space. They have their headquartered in Chicago, Illinois. Additionally, they offer financial planning & advising, cybersecurity, IT managed services, and compliance consulting.

10. CyberMaxx

CyberMaxx is a Chicago, Illinois-based big data analytics company. Since its founding in 2003, the team has focused on cybersecurity, IT managed services, compliance consulting, BI & big data consulting, and SI.

11. Fairway IT Solutions

Fairway IT Solutions is a small IT strategy consulting firm with its main office located in Chicago, Illinois. Furthermore, the group offers cybersecurity, cloud consulting & SI, IT managed services, and IT strategy consulting.

12. Advanced IT

Advanced IT operates in the cybersecurity space. They are based in Chicago, Illinois, USA. Furthermore, they offer cybersecurity services to companies. Moreover, the business opened for business in 2013.

13. ETS Technology Solutions

Founded in 2011, ETS Technology Solutions provides managed IT services. With a small staff, the company specializes in IT managed services, cybersecurity, IT strategy consulting, and other IT consulting and SI.

14. 7 Layer Solutions Inc.

7 Layer Solutions Inc. is a managed IT services and cybersecurity firm with its headquarters located in Schaumburg, Illinois. In 2010, the midsize agency was established. IT managed services and cybersecurity are their areas of expertise.

15. CloudRoads

CloudRoads is a Chicago, Illinois-based provider of cloud consulting and SI services. They were founded in 2020 and concentrate on cloud consulting & SI, cybersecurity, and IT strategy consulting.


Chicago has a growing penetration testing market, which is essential to protect digital assets. Hence, the collaboration between penetration testing companies and corporations is becoming more and more important as cybersecurity threats continue to change.

Therefore, with AI and machine learning integrated, there are exciting opportunities for the future that highlight the necessity of ongoing testing and adaptation. Penetration testing businesses in Chicago are at an advanced stage of protecting the digital future with a focus on innovation, collaboration, and a dedication to excellence.


1. What are penetration testing companies?

A. Penetration testing companies are specialized businesses that use cyberattack simulations to evaluate the security of systems, networks, and applications. Further, they pinpoint weaknesses, offer risk evaluations, and suggest fixes to strengthen an organization’s defenses against cyberattacks.

2. What are the three types of penetration tests?

A. The three types of penetration tests are:

  • Black box testing
  • White box testing
  • Gray box testing

3. What are the main aims of penetration testing?

A. Penetration testing’s primary goals are to find and exploit system vulnerabilities, evaluate a system’s security posture, offer thorough risk analysis, and recommend security measures to strengthen defense against potential cyber threats and unauthorized access.

4. What is the purpose of penetration testing?

A. Penetration testing assesses a system’s security by mimicking cyberattacks. This, thus, increases defenses against actual attacks, helps find flaws, and guarantees the system’s resilience.

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