If you're searching for a trusted penetration testing service in Chicago, our team delivers expert solutions to uncover vulnerabilities and reduce cyber risk. Our penetration testing services simulate real-world attack scenarios, empowering businesses like yours to stay one step ahead.
From our base in Pittsburgh, we provide remote-first penetration testing services to businesses across the Eastern US, including Chicago. Whether you’re a tech startup in the West Loop or a financial enterprise in River North, our tailored approach ensures your cybersecurity defenses are robust and resilient.

Our Service
Our penetration testing service follows the Penetration Testing Execution Standard (PTES), widely accepted and adopted as a best practice in the industry. One of the key benefits of our approach is that we bring flexibility to best meet our clients’ needs.
Our penetration testing process is designed not only to help your organization improve your cybersecurity posture but also to ensure compliance with standards requiring penetration testing (e.g., CMMC, HIPAA, HITRUST, ISO 27001, NIST CSF, FFIEC, NCUA, GLBA, FISMA, SOC2 and more).
We use a standardized process/methodology that is broadly recognized and adopted within the security testing community:
We begin by aligning on timing, objectives, scope, and approved activities. During this phase, we also assess relevant threat intelligence to tailor our approach to the unique risks facing your organization.
Our team conducts Open-Source Intelligence (OSINT) to collect publicly available information about your organization. This helps identify potential entry points such as physical, digital, or human vectors that may be leveraged during testing.
We emulate real-world attacker profiles, techniques, and capabilities to assess your organization’s resilience. This process focuses on testing relevant controls and infrastructure, rather than targeting a generic IT inventory.
The team will identify potential weaknesses across systems, applications, physical infrastructure, and personnel. These may include misconfigurations, insecure design, poor physical security, or lack of awareness training. The vulnerabilities discovered here inform our exploitation strategy.
We attempt to bypass security controls and gain access to systems and resources. This phase builds on previous findings to uncover viable attack paths, focusing on those that are both high-impact and difficult to detect.
After access is gained, we evaluate the value of compromised assets and explore ways to maintain control. This includes identifying sensitive data, system settings, communication paths, and lateral movement opportunities to simulate advanced attacker behavior.
Every engagement concludes with clear, actionable deliverables. We collaborate closely with your team throughout and take pride in providing the following:
• Executive Summary
• Detailed Technical Report
• Threat Intelligence Report
• Risk-Based Recommendations
• Executive Briefing Presentation.
Trusted by Leaders
We go beyond providing cybersecurity services; we act as your strategic partner, working tirelessly to enhance your organization's security posture and ensure its long-term resilience.
“We used Echelon Risk + Cyber for the first time to do our penetration testing this year. The experience was great as the team worked with our tight timelines and provided a thorough breakdown of what they would be doing and how long it would take. Any questions we had were answered promptly, and there were no delays in the process. I would recommend them to anyone looking for a partner to perform their penetration testing.”
The cost varies depending on the scope and complexity of your organization’s systems. Contact us for a tailored quote.
Yes! Our services help businesses meet compliance standards like HIPAA, ISO 27001, and SOC2.
Local Focus, Remote Precision: From our base in Pittsburgh, we’ve helped businesses across the Eastern US, including Chicago, secure their networks with precision and care.
Proven Expertise: Our team of white-hat hackers uses advanced tools and techniques to deliver actionable results.
Customized Solutions: We adapt our services to meet your specific cybersecurity needs and compliance requirements.
Our experts are here to understand your needs and provide solutions. Let's talk!