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Window Washing, Gutter Cleaning, and Power Washing!
Why is gutter cleaning important?
Gutters protect your home by directing rainwater away from the foundation. When clogged with leaves or debris, they can overflow—leading to roof leaks, basement flooding, wood rot, and landscape erosion.
How often should gutters be cleaned?
For most homes, twice a year is ideal—once in spring and again in late fall after the leaves drop. Homes with heavy tree coverage may need additional service.
What does your gutter cleaning service include?
We remove all debris from gutters and downspouts, check for proper water flow, and clean up any mess left behind. If we notice a drainage or structural issue, we’ll let you know before proceeding.
Do I need to be home during the cleaning?
No, not unless you’d like to be. As long as we have access to your gutters and water source if needed, we can handle the work independently. We’ll confirm everything beforehand.
How long does gutter cleaning take?
Most jobs are done in 1–2 hours. Larger homes or properties with multiple levels may take longer. We’ll give you a time estimate in advance.
Do you clean underground drains or gutter guards?
We flush downspouts and can check attached drainage systems for blockages. If you have gutter guards, let us know ahead of time—some types require additional removal or cleaning steps.
Gutter Cleaning Services in Chicago
Experience the difference with Initial Service Cleaning—trusted by homeowners across Chicago and surrounding suburbs. From Beverly to Rogers Park, South Loop to Irving Park, we’ve helped homeowners maintain clean, functional exteriors for over a decade. Our team provides expert gutter cleaning, power washing, and window care that safeguards your property and boosts its curb appeal—all at fair, accessible rates.
Striving to be the Best, Top-Rated Online
Our gutter cleaning process begins with a full inspection to identify clogs, buildup, and drainage issues. We clear all debris and flush your system to ensure proper flow. Each service is done with care and attention—leaving your gutters clean and your property protected.





Our Work
We take pride in every job—big or small. Whether we’re clearing a few feet of gutter or pressure washing an entire home’s exterior, every project gets the same attention to detail and care. Our goal is always the same: to leave your home looking its absolute best.
Why Gutter Cleaning Matters
Cleaning your gutters is one of the simplest and most important ways to preserve your home’s structure and value. Clogged or overflowing gutters can cause water damage, rot, mold, pest infestations, and even foundation issues—all of which are costly and avoidable with regular maintenance.
What Can Happen if You Don’t Clean Your Gutters:

Initial Service Does More Than Just Clean Gutters
Expert Gutter, Window & Power Washing Across Chicagoland
At Initial Service Cleaning, gutter cleaning is just the start of our complete exterior care services. Clogged gutters can cause serious damage, and our team ensures yours are cleared, flushed, and flowing properly. But while we’re up there, many homeowners take the opportunity to tackle other important maintenance—like cleaning windows or power washing the siding and walkways.
With transparent pricing and a commitment to doing the job right, our insured technicians will walk through your service options, answer any questions, and never push unnecessary add-ons. We’re happy to explain the value of additional services—no pressure, just honest recommendations.
Additional Services We Offer:
- Interior and exterior screen cleaning
- French pane and divided lite window care
- Sill and frame detailing
- Storm window cleaning and removal
- Skylights and window wells
- Sliding doors and storm inserts
- Track cleaning
- Exterior light fixtures
- Shower doors and mirrors
Initial Service Cleaning is proud to serve Chicago and nearby suburbs with top-rated window, gutter, and power washing services. Reach out today and let us make your home shine!
When it comes to deeper exterior cleaning, we’ve got you covered. Our team tackles pressure washing for brickwork, siding, patios, and driveways, removing built-up grime and restoring curb appeal. We also clean and seal decks, balconies, and fences, extending their life while keeping them safe and beautiful year-round.
Explore our Pressure Washing Services » | See Deck & Balcony Cleaning & Sealing » | Check out our Window Cleaning »