Skip links

Managed IT Services — Chicago, IL

A Full IT Team for a Fraction of the Cost

Stop overpaying for piecemeal IT support. Fairway IT gives your business a dedicated local partner — people who learn your systems, your team, and your goals. Unlimited help desk, 24/7 monitoring, built-in cybersecurity, and proactive guidance. All for one flat monthly rate.

Get a Free IT Assessment
What's Included
✓ 3.5-min avg. response time
✓ No long-term contracts
✓ Chicago-based team
IT professional monitoring network dashboards in a server room overlooking the Chicago skyline at dusk
What’s Included

Everything You Need, Nothing You Don’t

Our managed IT services cover every layer of your technology — from the devices your team uses every day to the network infrastructure running it all.

3.5 min

Average Response Time

Unlimited Help Desk Support

Your team gets fast, friendly IT help from real Chicago-based technicians — with an average response time of 3.5 minutes. No ticket queues, no call centers.

24/7/365 Network Monitoring

We watch your servers, network, and devices around the clock — identifying and resolving issues before they cause downtime or security incidents.

24/7

Active Monitoring Coverage

Auto

Patch Management — All Devices

Patch & Update Management

We keep every device, operating system, and application up to date — closing security vulnerabilities before attackers can exploit them.

Endpoint Security & Antivirus

Enterprise-grade endpoint protection deployed and managed across all your devices — stopping malware, ransomware, and threats before they reach your data.

EDR

Endpoint Detection & Response — Standard

01
SERVICE

Backup Monitoring & Verification

We monitor your backups daily and regularly test restores — so when something goes wrong, your data is actually recoverable (not just “backed up”).

Open page →
02
SERVICE

Vendor Management

We handle your internet providers, phone systems, software vendors, and hardware suppliers — so you have one point of contact for everything tech-related.

Open page →
03
SERVICE

Quarterly IT Business Reviews

Every quarter we sit down with you to review what’s working, what needs attention, and where your technology should be heading — aligned to your business goals.

Open page →
04
SERVICE

Strategic IT Roadmapping

We don’t just fix what breaks. We help you plan ahead — identifying technology investments that support your growth and avoid costly reactive decisions.

Open page →
05
SERVICE

Asset & License Management

We track every device, software license, and warranty in your environment — so nothing slips through the cracks and you’re never caught with expired coverage.

Open page →

Managed IT Services — Frequently Asked Questions

Fairway IT’s managed services include unlimited help desk support, 24/7 network monitoring, patch and update management, endpoint security, backup monitoring, vendor management, and quarterly IT reviews — all for one flat monthly fee.

We use flat-rate pricing based on the number of users or devices — so you always know your IT cost before the month starts. Pricing varies by environment size and service level. Contact us for a free assessment and custom quote.

In almost every case, yes. A single IT hire in Chicago typically runs $70,000–$100,000+ per year in salary alone — without benefits, PTO coverage, or specialist depth. Managed IT gives you an entire team of specialists for a fraction of that cost, with no coverage gaps.

Most clients are fully onboarded within one to two weeks. We handle the setup, deploy our monitoring and security tools, and document your environment — with minimal disruption to your team’s daily work.

No. We don’t lock clients into long-term contracts. We’re confident our service speaks for itself — and we want you to stay because you’re getting value, not because you’re contractually obligated.

Ready for IT That Just Works?

Start with a free, no-pressure IT assessment. We’ll review your current setup, identify risks, and show you what a fully managed IT environment would look like for your business.

Schedule your Free IT Assessment
Call (312) 600-0804

No commitment required. Or email us at info@fairwayitsolutions.com


This site is registered on portal.liquid-themes.com as a development site. Switch to production mode to remove this warning.