Penetration Testing in Chicago

Real-World Penetration Testing in Chicago – Local Engineers Who Spot Issues Before Attackers Do 

If your business relies on cloud systems, remote access, or sensitive data, penetration testing is no longer optional – it’s how you validate that your security controls actually work. CTI Technology provides professional penetration testing in Chicago for businesses that need realistic testing, fast response, and clear remediation guidance. Since 2004, we’ve helped organizations across Chicagoland uncover vulnerabilities, strengthen defenses, and meet growing cyber insurance and compliance demands – without fear-based sales tactics or generic reports.Call (847) 888-1900 or fill out the form to the right. We’ll get back to you ASAP to get started.

When Chicago Businesses Need Penetration Testing

You should be scheduling a penetration test if:

• You’re applying for or renewing cyber insurance

• You’ve implemented MFA, firewalls, or endpoint protection but haven’t tested them

• You support remote or hybrid employees

• You handle PHI, PII, financial, or confidential client data

• You’ve never had a third party attempt to break into your systems

Penetration testing shows you what attackers could exploit today, not what looks good on a checklist. Chicago businesses face unique exposure – dense networks, third-party vendors, regulated industries, and high-value data. CTI’s penetration testing simulates real attacker behavior, not just automated scans.

We identify:

• How attackers could gain initial access

• Whether security controls stop lateral movement

• What data or systems could be compromised

• Where small weaknesses compound into major risk

Our goal isn’t to overwhelm you — it’s to give you clarity and control.

Why Choose CTI Technology for Your Penetration Testing in Chicago

Penetration testing is only as good as the team behind it. CTI Technology is not a national testing firm or outsourced security shop, we’re a local IT and security partner.

Locally Based Engineers with On-Site Availability

Our engineers are based in the Chicago area, with the ability to support on-site engagements when required. You work directly with the professionals performing your test, not anonymous analysts behind a ticketing portal.

Fast Response When It Matters Most

Security findings don’t live in a vacuum. If something critical is discovered, response time matters.

• Average ticket resolution time: under 1 hour

• Direct access to experienced engineers

• Immediate guidance on containment and remediation

This level of responsiveness is a key reason local businesses continue working with CTI Technology long after the test is complete.

Vendor-Agnostic, Business-First Security

We don’t push a single security stack.

CTI follows a vendor-agnostic security strategy, tailoring penetration testing and remediation recommendations to:

• Your business operations

• Your risk tolerance

• Your compliance and insurance requirements

The result is security that supports your business — not security that slows it down.

Proven Framework & Compliance Experience

Our penetration testing methodology aligns with widely recognized standards, including:

• HIPAA

• NIST

• PCI DSS

Whether your testing is driven by regulation, insurance, or internal governance, our reports map cleanly to the frameworks stakeholders care about.

Trusted Security Partnerships

CTI works closely with leading security vendors, allowing us to test environments realistically and recommend proven controls. Our partnerships include (but aren’t limited to):

• SentinelOne

• Fortinet

• Microsoft

• And other enterprise-grade security platforms

What Our Penetration Testing Covers

Each engagement is scoped to your environment, not a generic checklist. As a leading cybersecurity firm in Chicago, we cover all the bases:

Common Testing Areas:

• External Network Penetration Testing
  Identifies exposure from the internet, perimeter systems, and remote services.

• Internal Network Penetration Testing
  Simulates what happens if a user account or device is compromised.

• Cloud & Remote Access Testing
  VPNs, Microsoft 365, cloud identity, and remote connectivity.

• Firewall & Network Segmentation Validation
  Confirms whether internal barriers actually prevent lateral movement.

• Privilege Escalation & Credential Abuse
  Tests how far attackers could move with limited access.

Most businesses who engage with us for penetration testing end up staying long-term as managed IT services clients, wherein we provide ongoing support, network security, and even cybersecurity awareness training. Book your penetration testing now – before it’s too late. Call (847) 888-1900 or fill out the form to the right.