
Why Fairway IT
The Right Solution, Not the Most Expensive One
We’re not here to sell you the most complex setup. We’re here to make sure your technology works — reliably, securely, and within your budget.
For Managed IT clients, our average response time is 3.5 minutes — and we guarantee a response within 5 minutes during business hours.
One predictable monthly fee covers everything. You’ll always know your IT costs before the month begins.
You get a dedicated technician who knows your name, your systems, and your business. We’re a Chicago team serving Chicago businesses — when you call, you talk to someone who already knows your setup.
We watch your network 24/7, but we also advise you — on upcoming risks, budget planning, and technology decisions — so you’re always ahead of problems, not reacting to them.
Every client gets security-first IT — endpoint protection, threat monitoring, and staff training baked in. We don’t treat cybersecurity as an upsell; it’s the foundation of how we work.
Compliance
Audit-Ready IT Compliance for Regulated Industries
We assess your environment, implement the required controls, and keep your documentation current — so compliance never becomes a fire drill.
01
Compliance Assessment — we audit your environment against the framework to identify gaps.
02
Remediation Plan — a prioritized roadmap of controls with clear timelines and ownership.
03
Implementation — we deploy encryption, access controls, monitoring, and train your staff.
04
Ongoing Management — we maintain your compliance posture and keep you audit-ready year-round.

By The Numbers
Built For Speed. Backed By Results.
Fairway IT Solutions delivers managed IT, cybersecurity, and compliance services for Chicago businesses — with flat-rate pricing, 24/7 monitoring, and the fastest response times in the city.




Average Response Time
We guarantee a response within 5 minutes during business hours — every time.
Network Monitoring
We watch your network around the clock, catching problems before they become emergencies.
Compliance Frameworks Supported
HIPAA, PCI DSS, CMMC/NIST, and SOC 2 — we help regulated industries stay audit-ready.






Testimonials
Don’t just take our word for it

“Their communication and follow-up are outstanding — they ensure users are fully satisfied before moving on to the next issue. We’re 100% satisfied with our decision to switch to Fairway.”
Aaron Nosek, President, Keson Industries

“Over my 25 years managing IT services, I’ve rarely encountered a more trusted and capable partner. Fairway consistently delivers with thoughtful planning, adaptability, and a deep investment in our success.”
Randy Levy, CFO, Fair Oaks Foods

“Fairway’s co-managed services expedite resolution times, eliminating the lengthy escalations and wait times typical of other MSPs. They offer a personal touch and seamless communication.”
Tommy Senn, Director of IT, Fair Oaks Foods
Compliance
Compliance Frameworks We Support
We design and maintain your IT environment to meet the standards your regulators and auditors expect — no scrambling before an audit.
HIPAA
PCI DSS
CMMC / NIST
SOC 2 / ISO 27001
What We Do
Everything Your Business Needs, Under One Roof
From day-to-day help desk support to compliance readiness and cloud migration — we handle the technology so you can focus on growing your business.
FAQ
Common Questions About Managed IT in Chicago
For Managed IT clients, our average response time is 3.5 minutes and we guarantee a response within 5 minutes during business hours. You’ll be connected to a real Chicago-based technician — not a ticketing queue.
One monthly fee covers unlimited help desk support, 24/7 network monitoring, proactive maintenance, security updates, and vendor management. No per-ticket charges, no surprise invoices.
Yes. We provide full HIPAA compliance services including risk assessments, technical safeguard implementation, staff training, and documentation — keeping your practice audit-ready year-round.
We specialize in small to mid-sized businesses in the Chicago area, typically with 10 to 200 employees. Our services are designed to give growing businesses enterprise-level IT without enterprise-level costs.
No. We don’t believe in locking clients into long-term contracts. We earn your business every month by delivering reliable, responsive IT support — and we’re confident enough in our service to let the results speak for themselves.
Our 24/7 network monitoring means most issues are caught and resolved before they become emergencies. For critical after-hours situations, Managed IT clients have access to emergency support escalation to address business-impacting outages.
Ready to Stop Worrying About Your IT?
Start with a free, no-pressure IT assessment. We’ll review your current setup, identify risks, and tell you exactly what we’d do differently — and why. No jargon, no commitment required.
Prefer to talk now? Call (312) 761-5790 or email info@fairwayitsolutions.com
