Top Managed IT Companies in Chicago

Outsource Solutions Group

Reliable IT and a help desk that answers promptly.

✓ Verified Provider ⭐ 5.0/5 Stars
The Loop (N. Michigan Ave), IL
50–249 employees
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Outsource Solutions Group is a managed IT services provider based in The Loop (N. Michigan Ave), IL. Across 31 verified Google reviews it averages 5.0 out of 5, a public track record you can weigh during diligence. It focuses on Managed IT Services, Cybersecurity & Threat Protection, Cloud Services & Migration, IT Help Desk & End-User Support. Compare it against other Chicago managed IT providers, then request a quote.

Vetted by the Best IT MSP editorial team · Last updated June 2026

About Outsource Solutions Group

Searches for Outsource Solutions Group reviews surface a 5/5 Google rating across 31 ratings, with clients praising a solid, reliable IT partner. A Bourbonnais Public Library reviewer credits rep Bryan J and on-site technician Derek for promptly answered tickets and genuine care; another client points to fast firewall, email, and hardware help that keeps a small business stress-free; and a five-year customer calls the team efficient, knowledgeable, and protective of their data. One reviewer even found OSG through ChatGPT and got a fast, professional fix.

The firm works from the Loop on N. Michigan Ave with a 50-249 person team, and many reviews describe long-running engagements rather than one-off service calls.

Its service set covers managed IT, cybersecurity, cloud services, help desk support, and backup and business continuity behind a Microsoft Partner credential, most often for professional-services firms, financial-services firms, and retail and e-commerce operations.

Services Offered

🖥️
Managed IT Services
🔒
Cybersecurity & Threat Protection
☁️
Cloud Services & Migration
🛟
IT Help Desk & End-User Support
💾
Backup & Business Continuity

Industries Served

📋 Professional Services
💰 Financial Services
🛍️ Retail & E-commerce

Why Choose Outsource Solutions Group

5/5 From 31 Google Reviews

Thirty-one Google ratings at a perfect 5.0 give Outsource Solutions Group a measurable, third-party benchmark for buyers.

📍

Loop / N. Michigan Ave

An in-city Loop office lets OSG cover downtown clients with prompt local support and on-site visits when needed.

🔒

Reliable Managed Coverage

Reviewers cite promptly answered tickets, protected data, and steady firewall and hardware support, backed by backup services.

Location

The Loop (N. Michigan Ave), IL

Certifications & Compliance

Microsoft Partner

Frequently Asked Questions

What do Outsource Solutions Group reviews say?

Across 31 verified Google reviews, Outsource Solutions Group averages 5.0 out of 5. Weigh that public track record alongside a direct quote.

Which IT services does Outsource Solutions Group provide?

Outsource Solutions Group delivers Managed IT Services, Cybersecurity & Threat Protection, Cloud Services & Migration, IT Help Desk & End-User Support, Backup & Business Continuity to organizations across Chicago, IL.

What area does Outsource Solutions Group serve?

Outsource Solutions Group is based in The Loop (N. Michigan Ave), IL and supports businesses across Chicago and the greater metro area.

Is Outsource Solutions Group certified?

Outsource Solutions Group carries Microsoft Partner.