The short answer
Managed IT for a 100-person company costs $15,000 to $22,500 per month at CIO Landing. That is $180,000 to $270,000 per year: $150 to $225 per user per month for all day-to-day IT. Hardware, software licenses and projects are extra.
Prices on this page are current as of November 2026. See the pricing page for the latest.
Managed IT cost by headcount
The table multiplies $150 and $225 by your user count.
| Users | Monthly cost | Annual cost |
|---|---|---|
| 75 | $11,250 to $16,875 | $135,000 to $202,500 |
| 100 | $15,000 to $22,500 | $180,000 to $270,000 |
| 150 | $22,500 to $33,750 | $270,000 to $405,000 |
| 200 | $30,000 to $45,000 | $360,000 to $540,000 |
These totals cover the monthly plan only.
What moves you within the range
We sell one plan, and every user gets the full security stack. Where you land depends on the complexity and maturity of your environment. A company with cloud systems, current devices and clear documentation sits toward $150. One with on-premises servers, several offices, a mix of Mac and Windows, an ERP (the system that runs orders, inventory and accounting) or undocumented systems sits toward $225. We confirm your number on a 30-minute call.
Your monthly fee follows your user count. Hire and it goes up; downsize and it goes down, subject to the minimum monthly fee set in your agreement.
What the monthly fee includes
- Help desk support for all of your users
- 24/7 device monitoring, security updates and patching
- Microsoft 365 or Google Workspace management
- Cybersecurity tools and monitoring: AI antivirus and managed detection and response (MDR), disk encryption, email protection and DMARC monitoring
- Security awareness training
- Backup and disaster recovery
- Employee onboarding and offboarding
- A Client Success Manager and a Technology Alignment Manager
- Technology Business Reviews and IT strategy
- Management of your other IT vendors
Full details are on our service levels page.
What costs extra
- Hardware, such as laptops, firewalls and Wi-Fi
- Software licenses, such as Microsoft 365 seats
- Projects, such as office moves and migrations, quoted in writing up front
- Fractional CIO (vCIO) strategy, as an add-on
- After-hours work outside the plan
Managed IT vs. an in-house team at 100 people
The median annual wage for network and computer systems administrators was $99,130 in May 2025, according to the U.S. Bureau of Labor Statistics. That is before benefits, tools and training. One administrator cannot cover the help desk, security monitoring, backups, projects and strategy alone, and coverage stops when that person is on vacation.
At 100 people, most companies choose one of three setups:
- Fully managed: the provider runs all day-to-day IT.
- Co-managed: an internal IT manager works with a provider that adds tools, security and coverage. See how co-managed IT works.
- Fully in-house: usually only when IT is core to the business, or when there are 300 or more employees.
Questions to ask when comparing quotes
- What is the all-in monthly total for my exact number of users?
- Which security tools are included for every user, and which are add-ons?
- Are hardware, software licenses and projects in the price? If projects are included, what are the limits?
- What is the onboarding fee, and how long is the agreement?
- What happens to my fee if my headcount goes up or down?
- Can I read the contract before a sales call?
At CIO Landing, the answers are on our pricing page and in our published agreements. If you are leaving another provider, read how to switch managed IT providers.
Frequently asked questions
How much does managed IT cost per user in Chicago?
At CIO Landing, $150 to $225 per user per month for all day-to-day IT. Projects are quoted separately.
How much does managed IT cost for a 100-person company?
$15,000 to $22,500 per month, or $180,000 to $270,000 per year, before hardware, licenses and projects.
Is there an onboarding fee?
Yes. It equals one month of service. The standard agreement is 3 years.
Does the price change if we hire or downsize?
Yes. You pay per user, so the fee follows your headcount, with a minimum monthly fee set in the agreement.
Should a 100-person company hire in-house IT instead?
Compare the full cost of a team that can cover the help desk, security and vacations against a managed or co-managed plan. Many 100-person companies use co-managed IT to keep one internal IT lead.
Get an exact quote in one call
Book a 30-minute discovery call and we will give you an exact monthly number for your headcount, or call sales at (312) 858-8886. For a broader view of local pricing, read Managed IT Services in Chicago: What Local Businesses Should Expect to Pay.