IT Services · Chicago Metro

IT Services in Chicago That Fit the Way Your Business Runs

Datastrive provides IT services to Chicago businesses that depend on technology but don’t want to build a large internal IT department. We handle support, networks, backup, planning, and the vendors in between. You can have us run your IT completely, or work alongside the IT people you already have.

Before we recommend anything, we ask one question: would we spend our own money on this? If the answer is no, we’ll tell you.

  • Based on Chicago's Northwest Side at 6351 W Montrose Ave
  • Security built around the CIS Controls v8.1 framework on every agreement
  • Fully outsourced IT or co-managed support for existing IT teams
  • Serving Chicago and businesses across Cook, DuPage, Lake and Will counties

Book a Free IT Review

Tell us a little about your business and someone from our team will reach out to set up a time. Your information stays private.

IT Services Chicago

What Business IT Services Actually Cover

IT services are the work of keeping a company's technology usable, secure, and planned for. For most businesses, that means four things:

01Helping employees when something breaks
02Maintaining the network, servers and devices behind the scenes
03Protecting and backing up company data
04Planning technology spending so it supports where the business is headed

A Chicago business with 20 to 200 employees usually needs all four but rarely has the budget or headcount to cover each one in-house. That is the gap an IT services company fills. The right partner does more than close tickets. They get to know how your team works, what slows people down, and which problems cost you real money.

IT Services in Chicago

The IT Services We Provide in Chicago

Every service below can stand alone or be part of a single ongoing agreement. We would rather build around what you need than sell you a package with parts you'll never use.

Fully Outsourced or Shared IT Management

If you don't have an IT person, or you have one who is stretched thin, this is where most partnerships start. With outsourced IT services, our team becomes your IT department: support, maintenance, security, and planning under one agreement. If you already have internal IT staff, co-managed IT services add capacity where your team needs it, such as help desk overflow, after-hours coverage, or deeper engineering on a project.

IT Support and Help Desk

When an employee can't log in, print, or open a file, they need a person who understands the problem and fixes it. Our IT support and help desk team handles those everyday requests and escalates bigger issues to senior engineers when they need it. When a problem needs someone in the room, onsite IT support covers offices across Chicago and the suburbs.

Networks, Servers and Devices

Most IT trouble starts with something nobody was watching. Network and infrastructure management keeps your office network, business WiFi, and remote access working the way your team expects. Server and endpoint management takes care of patching, device setup, and replacing equipment before it becomes a problem. Remote monitoring and management gives our team visibility into your systems so warning signs get attention early.

Backup and Disaster Recovery

A backup only matters if you can actually restore from it. Our backup and disaster recovery service starts by asking which systems your business can't run without, then builds recovery plans and tests around those priorities.

IT Consulting and Planning

Some decisions deserve more than a quick answer. IT consulting covers the advice and project work that shape your technology over time. Through vCIO and IT strategy services, you get a senior advisor who helps plan budgets and replacements and meets with you on a regular schedule. IT project management keeps larger changes like server moves or new office setups organized, with clear responsibilities and a defined finish line.

IT vendor management means we deal with your internet provider, software vendors, and licensing, so your team isn't stuck on hold.

We also run IT assessments for businesses that want an honest look at where they stand, and we help plan office setups and relocations so moving day doesn't turn into a week of downtime.

Business Phone Systems

Phones are still how many clients reach you. Business VoIP covers setup and ongoing support for cloud-based phone systems, managed by the same team that looks after the rest of your technology.

Cybersecurity and Cloud, Handled Alongside

Security and cloud work run through every service above, and each has its own dedicated team page. See our cybersecurity services for firewall, email, and endpoint protection, and our cloud services for Microsoft 365 management and other cloud platforms.

Finding the Right Fit

Which IT Services Does Your Business Actually Need?

Not every business needs every service, and you shouldn't pay for ones you won't use. Here is how we usually think about it in an early conversation:

Your situation
Where we'd usually start
No internal IT person and a team of 20 to 200
Outsourced IT with help desk, maintenance and security included
An internal IT team that's overloaded or short on specialists
Co-managed IT for overflow, after-hours coverage or project help
Technology decisions coming up with no clear plan
vCIO and IT strategy
A move, new office, or major system change
IT project management
Not sure what shape your IT is in
An IT assessment before any agreement

If a conversation shows you only need one piece, that's what we'll recommend. We'll tell you if you don't need it. That honesty builds more trust than any sales pitch.

Security Standard

A Security Standard Built Into Every IT Service

Every Datastrive agreement is built around the CIS Controls v8.1 framework, a widely recognized set of security practices published by the Center for Internet Security. We treat Implementation Group 1, the framework's baseline for essential cyber hygiene, as the minimum for every business we work with, whatever its size or industry.

In practical terms, that means basics like keeping track of your devices and software, controlling who has access to what, keeping systems patched, and making sure data can be recovered. These are the things that most often go wrong at smaller businesses.

No framework makes a business impossible to breach, and we won't claim otherwise. A recognized standard gives your security a consistent foundation, and gives you a clear way to see what's being done and why. For regulated work like healthcare, legal, and financial services, we describe our approach factually and never promise compliance outcomes we can't guarantee.

Our framework
CIS Controls v8.1
Center for Internet Security
Implementation Group 1The baseline for essential cyber hygiene, and the minimum for every business we work with.
  • Keeping track of your devices and software
  • Controlling who has access to what
  • Keeping systems patched
  • Making sure data can be recovered
Our Approach

How We Work With Chicago Businesses

We see IT as an investment in how your business runs, not just a cost to minimize. That shapes how we work.

We treat your money like it's ours.

Recommendations are based on what your business needs, not on what's easiest to sell.

This is a partnership.

We aren't a ticket queue or a break/fix shop. The best results come when our team gets to know your people, your software, and your plans.

We own our mistakes.

Things go wrong in IT. When we're responsible, we say so and fix it, and you'll never have to chase us for an update.

We talk like people.

Expect plain English about what happened, what it means for your business, and what happens next.

We're also upfront about what a strong partnership needs from both sides:

What we commit to

  • Working hard to make the partnership succeed
  • Treating your business and money as our own
  • Communicating in plain, human language
  • Owning up when we make mistakes
  • Being open, honest and transparent

What we ask of you

  • Working hard to make the partnership succeed
  • Treating our team as an extension of yours
  • Being willing to invest in technology
  • Being honest, open and transparent
  • Asking us for lots of help
Getting Started

Getting Started With Datastrive

1

An introductory conversation.

We learn about your business, the software your team relies on, and what's frustrating people today.

2

A review of your current setup.

We look at your network, devices, security, and existing vendors, onsite when it makes sense.

3

A written plan in plain numbers.

You get a proposal that shows what we recommend, what we don't think you need, and what it costs.

Pricing

How IT Services Are Priced

Ongoing IT services are usually billed as a monthly agreement based on the size of your team and the services included. Project work, such as an office move or a major migration, is scoped separately so you can see the cost before anything starts. Our managed IT services pricing guide explains the factors that affect cost and what to look for when comparing proposals.

Industries

IT Services for Chicago Industries

Different industries run on different software and handle different kinds of sensitive information. We support law firms, healthcare practices, manufacturers, professional services firms, financial services firms, and nonprofits throughout the Chicago area. You can see all sectors on our industries page.

Law firmsHealthcare practicesManufacturersProfessional services firmsFinancial services firmsNonprofits
Service Area

IT Services Across Chicago and the Suburbs

From our office on the Northwest Side, we support businesses throughout Chicago and the surrounding suburbs, including Skokie, Rosemont, Elk Grove Village, Schaumburg, Oak Brook, Downers Grove, Naperville, and Aurora. We also work with businesses in Evanston, Park Ridge, Des Plaines, Niles, Glenview, Northbrook, Morton Grove, and Wilmette. See our full Chicagoland service area covering Cook, DuPage, Lake and Will counties.

Our office6351 W Montrose Ave, Chicago, IL
Counties we coverCook, DuPage, Lake and Will
FAQ

Frequently Asked Questions

What IT services does Datastrive provide in Chicago?
We provide outsourced and co-managed IT, IT support and help desk, onsite support, network and infrastructure management, server and device management, remote monitoring, backup and disaster recovery, IT consulting and vCIO services, project management, vendor management, and business VoIP. Cybersecurity and cloud services, including Microsoft 365, are part of our work as well.
Can we choose individual IT services instead of a full agreement?
Yes. Many businesses begin with one service, such as help desk support or a backup review, and add more over time. We'll recommend what fits your situation.
What is the difference between outsourced IT and co-managed IT?
With outsourced IT, Datastrive acts as your whole IT department. With co-managed IT, we work alongside your internal IT staff and take on the areas where they need more time, coverage, or expertise.
What size businesses do you work with?
Most of our partners have roughly 20 to 200 employees and rely on technology every day. We also support larger organizations, up to around 500 employees, that have internal IT teams and need extra help.
Do you provide onsite IT support in Chicago?
Yes. Much of our support happens remotely, and our team comes onsite when a problem needs hands-on work, such as hardware, network issues, or office projects.
How do existing partners get IT support?
Through the client portal at portal.datastrive.com, by email at [email protected], or by phone at (773) 863-3868. Using these channels means every request is tracked and handled by the whole team.
Do your IT services guarantee compliance?
No provider can honestly guarantee compliance on its own. We build our services around the CIS Controls framework and help you put sensible security practices in place, but compliance also depends on your policies, people, and industry requirements.
Will you tell us if we don't need a service?
Yes. We treat your money like it's ours, so if something isn't worth the cost for your business right now, we'll say so.
Free IT Review

Talk to a Chicago IT Team That Plans With You

Tell us how your business runs today and where you want it to be. We’ll review your current setup, point out what’s worth fixing, flag what you can skip, and put it all in a plain-numbers proposal. There’s no cost and no obligation.

Book a Free IT Review

Tell us a little about your business and someone from our team will reach out to set up a time. Your information stays private.