Gutter Cleaning at a 2-story house in Skokie on Keeler Avenue. 2000 sq ft. Completed by our Chicago team.
— Chicago crew
Small leaves are the worst kind of gutter debris. They compact into dense, wet mats that shed water poorly and pack elbows tight — and this two-story Skokie house had accumulated a full season's worth across its roughly 2,000-square-foot footprint. The gutters needed a thorough cleaning, and the roof was included in the scope as well.
We worked the gutters first, pulling out the compacted leaf mats by hand and bagging as we went — two full bags by the time we'd made the circuit. The downspouts were the main challenge: at least one elbow had seized up completely, and clearing it took some deliberate work before water could move freely through again. Once the lines were open and flowing, we finished the roof surface before wrapping up. Invoice sent once the crew was off the property.
Crew on this job
Davey
Davey joined My Window Washing in 2025, but he brings more than 5 years of hands-on experience in window washing, gutter cleaning, and power washing. He’s cheerful, polite, professional, and always ready to help customers with a smile, good advice, and a can-do attitude. When he’s not making homes look cleaner and brighter, Davey enjoys creating content and checking out the latest gadgets. But honestly, who doesn’t love a good gadget these days?
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This property is served by our Chicago office. Same-day and next-day appointments often available.
Call (773) 377-4600Showing the home's condition before our team arrived, and the result after the gutter cleaning was complete.
Before
After
Our Chicago crew filmed this gutter cleaning on site at a 2-story house in Skokie, IL.
You'll see the workflow across all 2000 sq ft — interior and exterior approach, screen and frame detail, the rhythm of how we work through a property like this without leaving a mess.
Watch on YouTube4747 W Peterson Ave Ste 407, Chicago IL 60646
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Common questions from Skokie homeowners researching Gutter Cleaning.
For a 2-story house around 2,000 sq ft in Skokie, this job came in at $150, which is right in line with the typical Chicago-area range of $120–$200 for a property that size. Final pricing can shift depending on how clogged the gutters are, whether downspout elbows need clearing, and if roof debris removal is included.
A job like this one — a 2,000 sq ft two-story with heavily packed gutters, clogged downspouts, and blocked elbows — typically runs 1.5 to 2.5 hours for a crew. We pulled two full bags of debris and cleared the clogged elbows before flushing the downspouts to confirm everything was flowing.
On this job we cleared all gutter runs, removed packed leaf and debris buildup (two bags worth), broke loose and flushed clogged downspout elbows, and did a roof surface cleaning to clear the source debris before it could wash back in. Downspout flushing is always part of the service so we can confirm water is moving freely end to end.
Most two-story homes with mature trees nearby need cleaning twice a year — once in late spring and once after the leaves finish falling in autumn. When we find heavy blockages like the clogged elbows and two bags of debris on this Skokie house, it's a sign the interval had stretched too long, and that level of backup can put real stress on fascia boards and foundations. For a quote, call our Chicago team at (773) 377-4600.
Served by our Chicago office — same and next-day appointments often available
Professional window washing, gutter cleaning & power washing across Chicago and suburbs since 2003.
