Gutter cleaning in Chicago, IL
When to clean gutters in Chicago, Illinois, based on local rainfall, plus 12 local gutter companies whose websites we checked.
When to clean gutters in Chicago
Chicago gets about 40.9 inches of rain and snow a year, with the most in May and the least in February. Snowfall averages about 38.8 inches a year, so check gutters and downspouts after winter storms, when ice and fallen branches can block them. Leaves, seeds and twigs collect in gutters all year, and heavy rain is when a blocked gutter overflows, so the safest plan is a regular schedule:
- Late autumn, after most leaves have fallen, to clear the biggest load before winter.
- Spring, to clear seeds, flowers and anything winter brought down.
- After big storms, check that downspouts drain freely.
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 2.3 | 2.1 | 2.7 | 4.2 | 4.8 | 4.5 | 4.0 | 4.1 | 3.3 | 3.9 | 2.7 | 2.3 |
Gutter repair, installation and gutter guards in Chicago
Cleaning is not the only job people search for in Chicago: repairs, new or seamless gutters and leaf guards come up often. If water drips behind the gutter, joints leak or sections sag, ask for a repair quote before the next heavy rain. When gutters are rusted through or pulling away along most of the house, replacement usually makes more sense than patching. Thinking about guards? Our gutter guards guide explains the main types and their trade-offs. Several of the companies below list repairs, installation or guards on their websites; ask each one exactly what they do.
Gutter cleaning companies in Chicago
These 12 local businesses offer gutter services and had a working website that mentions gutters and Chicago when we checked on 2026-10-25. They are listed A-Z. We are not connected to any of them and do not rank or recommend them; always compare quotes, insurance and recent reviews.
| Business | ZIP | Phone | Website |
|---|---|---|---|
| Affordable Gutter Cleaning | 60634 | (773) 444-8595 | Website |
| Carlos Gutters | 60636 | (773) 964-2692 | Website |
| Chicago Seamless Gutters | 60606 | (773) 309-4547 | Website |
| Crystal Clear Window Washing | 60625 | (773) 942-6765 | Website |
| Francis Multiservices LLC | 60641 | (877) 417-8280 | Website |
| Guaranteed Gutters | 60630 | (773) 685-9556 | Website |
| Gutter Enriquez LLC | 60623 | See website | Website |
| Gutter Installation Roof Repair Soffit and Fascia | 60608 | See website | Website |
| Gutter Luz Seamless Gutters Delivery | 60623 | See website | Website |
| Gutter Monkeys | 60634 | See website | Website |
| Gutter Santiago_ Installation, Repair & Cleaning | 60651 | (312) 545-4909 | Website |
| Jerry Cleans Gutters Windows & More | 60629 | (773) 344-8612 | Website |
Frequently asked questions
How often should I clean gutters in Chicago?
Most homes in Chicago need gutter cleaning at least twice a year: once in late autumn after the leaves have fallen and once in spring. Homes under tall trees may need it more often.
What is the rainiest month in Chicago?
On average May is the wettest month in Chicago, with about 4.8 inches. Make sure gutters are clear before then.
How do I choose a gutter cleaning company in Chicago?
Get two or three written quotes, ask for proof of liability insurance, ask whether downspouts are flushed and debris is taken away, and read recent reviews. Our checklist of questions to ask a gutter cleaner covers the rest.
Are gutter guards worth it in Chicago?
Gutter guards (often called leaf guards) can cut down how often you clean, especially under trees, but they still need checking and occasional cleaning. Read our gutter guards guide before you buy, and ask installers in Chicago what maintenance their system needs.
How much does gutter cleaning cost in Chicago?
Prices depend on how many feet of gutter you have, how many storeys the house has and how clogged the gutters are. Use our free cost calculator for a rough range, then compare two or three written quotes from Chicago companies.