Top 10 Gutter Installation Services in Chicago, IL
Quick Answer
The best gutter installation providers in Chicago, IL for 2026 include Gutter Santiago Inc. Gutters Installation and Repair (5), Guaranteed Gutters Inc (4.9), Jerry Cleans Gutters Windows & More (4.9).
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Gutter Santiago Inc. Gutters Installation and Repair
1401 N Mayfield Ave, Chicago, IL 60651
Licensed & InsuredHighly ReviewedTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
2
Guaranteed Gutters Inc
5900 W Eastwood Ave, Chicago, IL 60630
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
3
Jerry Cleans Gutters Windows & More
6941 S Washtenaw Ave., Chicago, IL 60629
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
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4
Gutter Enriquez LLC - Installation & Repair
1816 S Trumbull Ave, Chicago, IL 60623
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
5
Gutter Chicago
4320 Deyo Ave, Brookfield, IL 60513
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
6
Sparkle Service Chicago
3136 W North Ave, Chicago, IL 60647
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
7
Gutters Wilson Installation Roofing Siding Service
629 N Lotus Ave, Chicago, IL 60644
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
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8
Gutter Jhostin - Gutter replacement & cleaning
5515 W Race Ave, Chicago, IL 60644
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
9
Paul’s Gutters & Exterior Solutions LLC
5916 S Bishop St, Chicago, IL 60636
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
10
Gutter Repair & Replacement Chicago – Adrian’s
2004 W 18th Pl, Chicago, IL 60608
Licensed & InsuredTop Rated
Services: Gutter Installation · Rain Gutter Installation · New Gutters · Gutter System Installation
How We Ranked These Chicago Pros
Our rankings are based on a weighted evaluation of five key factors:
- Licensing & Insurance — All listed businesses hold active state licenses verified through official databases.
- Customer Reviews — We aggregate ratings from Google, Yelp, and the BBB, weighting recency and review volume.
- Response Time — Companies offering same-day or 24/7 emergency service score higher.
- Pricing Transparency — Businesses who offer flat-rate pricing or free estimates rank above those with opaque billing.
- Experience & Longevity — Years serving the Chicago market and breadth of services factor into overall reliability.
Rankings are reviewed quarterly. Have a correction? Contact us.
Frequently Asked Questions
How much does gutter installation cost in Chicago?
Pricing varies by scope and materials. Get 2-3 local quotes.
Who is the best gutter installation company in Chicago?
Top-rated providers include Gutter Santiago Inc. Gutters Installation and Repair (5), Guaranteed Gutters Inc (4.9), Jerry Cleans Gutters Windows & More (4.9).