Penetration Testing Providers in Chicago

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.

6
Providers
1
CREST Accredited
1-3 weeks
Avg Response
§

Top Accreditations in Chicago

SOC 26ISO 270015PCI QSA4FedRAMP 3PAO2CREST1
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Editor’s Pick

Top-ranked in Chicago

Trustwave

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

PCI QSAISO 27001SOC 2
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6 providers
Trustwave logo

Trustwave

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

Chicago, Illinois, United StatesContact for pricing
Web ApplicationNetworkMobile App+7
PCI QSAISO 27001SOC 2+1
Verified Feb 2026
Top US ProviderFedRAMP 3PAOPCI QSAHITRUST AssessorEnterprise Scale
GuidePoint Security logo

GuidePoint Security

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

Reston, United StatesContact for pricing
Web ApplicationNetworkMobile App+12
FedRAMP 3PAOPCI QSASOC 2+1
IR-Led PentestingGlobal Incident RespondersPCI QSAFinancial Services Leaders
Kroll logo

Kroll

Global risk advisory firm with a 400+ person cyber practice. IR-led penetration testing that feeds active breach intelligence straight into test scoping.

New York, United StatesContact for pricing
Web ApplicationNetworkCloud+9
PCI QSAISO 27001SOC 2
Top US Compliance AssessorFedRAMP 3PAOPCI QSAHITRUST AssessorCPA-Attested
Schellman logo

Schellman

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.

Tampa, United StatesContact for pricing
Web ApplicationNetworkCloud+5
FedRAMP 3PAOPCI QSASOC 2+2
Aon Cyber Solutions logo

Aon Cyber Solutions

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

London, United KingdomContact for pricing
Web ApplicationNetworkCloud+5
ISO 27001SOC 2
Verified Feb 2026
Redpoint Cybersecurity logo

Redpoint Cybersecurity

US-wide pen testing firm serving major cities including Atlanta, Dallas, Denver, Houston, and Miami with comprehensive security assessments.

Denver, Colorado, United StatesContact for pricing
Web ApplicationNetworkCloud+2
SOC 2
Verified Mar 2026

Penetration Testing in Chicago, FAQs

How do I find a penetration testing provider in Chicago?+

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.

What accreditations should I look for in Chicago?+

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.

How much does penetration testing cost in Chicago?+

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.