Chicago and Illinois
Chicago Penetration Testing Services
Invadel runs fixed-price penetration testing for Chicago and Illinois companies, from the trading and prop firms of the Loop to the insurers of the suburbs, the health systems of the near north and west sides, and the software companies of Fulton Market. Senior New York testers, delivered remotely, on-site by arrangement.
Why Invadel
Why Chicago companies test with us
Internal network and red team, remotely
Chicago companies ask us most often for internal network testing and red team exercises. Both are delivered remotely: internal tests through a small device we ship to your office, red team operations from the outside in, exactly as an attacker would work.
Fluent in trading and insurance
Prop trading firms, futures and options market participants, and insurers carry regulator, exchange, and client expectations that a generic test does not address. We scope to the systems those parties actually ask about.
Fixed prices, no travel line
Every engagement is fixed-scope and fixed-price, agreed in writing before we start. Remote delivery means no travel charge, and a Chicago client pays the same published price as a New York one.
Industries we serve
Built for Chicago's core industries
Chicago is a financial center, an insurance capital, a healthcare hub, and the logistics crossroads of the country, with a growing software economy in the West Loop, and each of those sectors is asked for a different kind of evidence.
Trading, futures & prop firms
Loop and River North firms protecting trading systems, market connectivity, and the internal networks that hold strategies and positions.
Insurance
Carriers and brokers across the city and suburbs meeting state insurance data security expectations, SOC 2 reviews, and the questionnaires reinsurers and partners send.
Hospitals & health systems
Academic medical centers and community systems testing patient portals, clinical applications, and internal networks to HIPAA.
Logistics, manufacturing & food
Distributors, manufacturers, and consumer brands securing warehouse and OT systems, supplier connections, and PCI DSS scope.
SaaS & fintech
Fulton Market and West Loop product companies closing SOC 2 audits and enterprise security reviews to win larger customers.
Professional services & law firms
Firms protecting privileged client data and answering client and insurer security questionnaires.
How we test each sector, with the frameworks and prices that apply: penetration testing by industry, including fintech, law firms, healthcare, and SaaS.
Services
Penetration testing services in Chicago
A focused engagement for every layer of your environment, each one led by a certified tester and delivered with a report your team, board, and auditors can use.
Web App
Manual testing of your web app across the OWASP Top 10, business logic, and every user role, from $5,200.
ExploreAPI
REST, GraphQL, and SOAP testing for broken authorization, token flaws, and data exposure, from $4,000.
ExploreCloud
Configuration and exploitation testing across AWS, Azure, and GCP, from $6,800.
ExploreHardware & IoT
Embedded, medical, automotive, and OT device testing, from firmware to radio, from $5,200.
ExploreMobile Application Testing
iOS and Android testing against the OWASP MASVS: storage, transport, runtime, and the API behind the app, from $6,000.
ExploreExternal Network
Testing of your internet-facing perimeter: exposed services, remote access, mail, and cloud edges, from $4,200.
ExploreOn the ground in Chicago
Built for how Chicago actually works
Chicago companies come to us for two engagements more than any other: internal network penetration tests and red team exercises. The first answers how far an attacker travels from one compromised workstation in a trading firm, an insurer, or a hospital toward the systems that matter. The second answers whether the security team notices. Both are delivered remotely, which removes the travel budget that used to make them expensive to buy from out of town.
Illinois adds two rules worth knowing. The Personal Information Protection Act requires reasonable security measures for residents’ personal information and sets the breach notification duty. The Biometric Information Privacy Act governs fingerprints, face geometry, and other biometric identifiers and carries a private right of action, which makes the systems that collect them, from time clocks to identity verification, a target worth testing deliberately.
We serve companies across Chicagoland and Illinois, including the Loop, the West Loop and Fulton Market, River North, Schaumburg, Naperville, Oak Brook, Deerfield, Northbrook, and Rosemont, and the rest of the state from the same team. Testing is delivered remotely from our New York office, with on-site work arranged when a scope needs a person in the building.
New York City HQ
New York, NY 10001
Serving on-site in Chicago
The Loop · West Loop · Fulton Market · River North · Schaumburg · Naperville · Oak Brook · Deerfield · Northbrook · Rosemont
Also serving
Manhattan · Brooklyn · Queens · Long Island · New Jersey · Connecticut · Westchester County · Boston · Philadelphia · Washington, DC · Florida · Texas · Denver · Atlanta · Charlotte · California
FAQ
Chicago penetration testing, answered
Common questions from Chicago teams scoping their first, or next, engagement.
Still have questions?01How much does a penetration test cost in Chicago?
The same fixed prices we publish for everyone: internal network testing from $6,000, external network testing from $4,200, web application testing from $5,200, and red team assessments from $12,500, each agreed in writing before work starts. Penetration tests include a free retest, and there is no travel charge for Chicago clients.
See the pricing page02How is an internal network test delivered remotely?
We ship a small testing device to your office, or connect over a VPN you provide, and work from that foothold exactly as an attacker who had compromised a workstation would: toward Active Directory, the segmentation between zones, and the systems that hold what matters. The device is returned or wiped at the end of the engagement.
Internal network penetration testing03What does a red team exercise look like for a Chicago firm?
An objective-based operation: we agree a goal, such as reaching a trading system or exporting a client list, and pursue it through phishing, external attack paths, and lateral movement while your security team defends. The report shows what worked, what was detected, and how long it took, mapped to MITRE ATT&CK.
Red team assessment04Do you test systems that collect biometric data under BIPA?
Yes. Time clocks, identity verification flows, and any application that stores biometric templates are scoped explicitly, because Illinois law gives individuals a private right of action when that data is mishandled. We test how the data is collected, stored, transmitted, and deleted, and report the findings in that frame.
05Do you work with insurers and trading firms?
Regularly. Insurers ask for evidence that maps to state insurance data security rules and SOC 2; trading and prop firms ask for internal network testing, red team exercises, and testing of the platforms that hold positions and strategies. Both receive an attestation letter written for the parties that asked.
Penetration testing for insurers06How fast can a Chicago engagement start?
Scoping takes about a day, onboarding begins within 24 hours of a signed proposal, and testing typically starts within a week. Tell us your audit, renewal, or customer deadline and we plan the engagement around it.
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