
Global managed security provider with the elite SpiderLabs penetration testing team and deep PCI DSS compliance expertise.
North America
Chicago-based penetration testing providers serving the Midwest's largest business hub.
Chicago's diverse economy spans financial services, healthcare, manufacturing, and a growing technology sector, creating strong demand for security testing across multiple industries.

Global managed security provider with the elite SpiderLabs penetration testing team and deep PCI DSS compliance expertise.

Cybersecurity consulting division of global insurance leader Aon, uniquely combining penetration testing with cyber risk quantification and insurance expertise.

US-headquartered cybersecurity consultancy with 800+ employees, serving ~40% of the Fortune 500. FedRAMP 3PAO, PCI QSA, and HITRUST accreditations.

Global risk advisory firm with a 400+ person cyber practice. IR-led penetration testing that feeds active breach intelligence straight into test scoping.
US-wide pen testing firm serving major cities including Atlanta, Dallas, Denver, Houston, and Miami with comprehensive security assessments.

The largest CPA-firm-based cybersecurity assessor in the US. Unique in holding FedRAMP 3PAO, PCI QSA, HITRUST, ISO 27001, and SOC attestation authority simultaneously.
We currently list 6 penetration testing providers serving Chicago. You can filter by service type, accreditation, compliance expertise, and pricing to find the best fit for your requirements. Each provider profile includes verified accreditations, service details, and independent scores based on our transparent methodology.
Of the 6 providers listed for Chicago, 1 hold CREST accreditation, the most widely recognised standard for penetration testing quality in the North America region. For US-based organisations, FedRAMP 3PAO and CMMC assessment capabilities are important for government contracts, while SOC 2 and PCI DSS expertise matters for commercial engagements.
Penetration testing costs in Chicago vary significantly based on scope and complexity. A standard web application test typically ranges from $5,000 to $25,000, network penetration tests from $10,000 to $30,000, and comprehensive red team engagements from $30,000 to over $100,000. Key cost factors include the number of targets, required accreditations, testing methodology, and whether on-site presence is needed. See our general pricing guide for more detail.