Wood, vinyl, aluminum and hardboard siding painted to last through Chicago winters. Power washed, scraped, primed, and two coats applied. Licensed and insured, with the price in writing before we start.
Siding painting in Chicago starts around $1,800 for an average home, with pricing based on square footage, siding type and condition. A typical two-story house runs between $2,500 and $4,500. That price comes from Vanguard Painting, a licensed and insured company based in Melrose Park. Every job includes power washing, scraping loose paint, sanding rough spots, priming bare areas, two finish coats and full cleanup around the house. We paint wood, vinyl, hardboard and aluminum siding across Chicago and all of Cook County.
Book exterior siding painting in Chicago and this is the package. No corners cut on prep, no water-based paint over oil without primer.
Full exterior wash with detergent to remove dirt, mildew, pollen and chalked paint residue.
All loose and peeling paint scraped off. Edges feathered smooth with sandpaper.
Window trim, corner boards and siding seams caulked where water can get behind.
Bare wood, repaired sections and drastic color changes get a primer coat first.
Proper dry time between coats. This is where durability and even color come from.
We back-roll sprayed paint so it works into the siding instead of just sitting on top.
Glass, trim and doors covered so no overspray lands where it shouldn't.
Every scrap of paint, every drop sheet and all debris hauled off your property.
Here's where our pricing starts on the siding jobs Chicago homeowners ask about most. Siding type, square footage, and how much prep work is needed move the final number. You get that number in writing first.
Not sure which of these you need? Call (708) 815-7720. Most Chicago siding jobs get priced over the phone in about five minutes.
Chicago's weather swings from humid summers to lake-effect winters. That beats up siding. Wood swells, vinyl gets brittle, and paint fails at the south and west exposures first.
Sun and heat break down paint on the south and west sides of Chicago homes faster. We give those walls extra attention on prep and apply primer on bare spots first.
Vinyl siding can't be painted with standard house paint. We use bonding primer made for plastic and flexible topcoats that move with the vinyl.
Pre-war Chicago homes have real wood siding. It's beautiful but absorbs moisture. We work when weather is dry and use oil-based primer on bare spots. This is standard on our exterior painting work.
Homes built before 1978 can carry lead paint under the top layers. Our crews follow RRP lead-safe practices on those, which is one more reason to choose a licensed company.
Eight steps, same order every time, whether it's a brick bungalow with wood trim or a two-story frame house in Jefferson Park.
We check every wall, test paint adhesion, note rotted boards and write the price down before we leave.
Full exterior wash with detergent. Dirt, mildew and chalked paint rinsed off.
Any peeling or bubbling paint scraped off. Surface feathered smooth.
Rough spots sanded. Gaps around windows and corners caulked.
Raw wood, repairs and color transitions get a primer coat.
Full first coat applied. We brush and back-roll for adhesion.
Second coat once the first has dried. Even color, full coverage.
Drop sheets picked up, site swept, and we walk the perimeter with you.
Most calls fall into one of three categories. Same crew and same prep standard on all of them, different material requirements.

Old-growth pine, cedar and HardiePlank. We prime bare spots with oil-based primer and topcoat with 100% acrylic. This is the core of our exterior painting service.

Vinyl needs a primer designed for plastic. Aluminum needs oxidation removed. We handle both with specific products.

Apartment buildings, storefronts and offices with large siding areas. We work around business hours. Also see commercial painting.
Our shop is at 541 Winston Dr in Melrose Park. We work Chicago neighborhoods every day and know what the weather does to the east side versus the south side. The person who prices your job is the person who paints it. Same crew from estimate to cleanup.
Exterior work is all about timing and prep. We watch the forecast, schedule for dry stretches, and protect your landscaping before we start. We do not rush a siding job. Rushed prep fails before two winters pass.
Plenty of Chicago customers book brick painting or deck staining once we're already on the property.
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Almost every Chicago siding call opens with one of these failures. Here's the cause on the left, and here's the result when we pack up.
Rushed prep or painting over chalky old paint. The new coat doesn't bond, and by spring it's flaking off.
Heat builds up under a topcoat that wasn't primed. Moisture trapped behind the paint pushes it off.
Cheap caulk or no caulk at the gaps. Water gets behind and rots the wood under the paint.
Surface fully prepped, primer on every bare spot, two coats of 100% acrylic. It handles the freeze-thaw cycle.
South and west walls get the same prep as the north side. No weak spots.
Every gap and seam caulked before paint goes on. No rot, no water stains inside.
Smooth, even color, no drips on the trim, no paint on the windows.



Most of our Chicago siding work comes from people who had a bad paint job before. Read what they said about the prep, the finish and how the house looked when we cleared out.
Siding painting is a big part of our schedule, but the same crew handles everything outside.
Masonry paint on Chicago brick. See brick painting.
Decks and fences stained or sealed. See deck and fence staining.
Detached garages and sheds. See garage painting.
Inside work while we're there. See interior painting.
Need work across the county? We cover the whole Cook County service area, and everything we do in the city sits on the Chicago painting page.
Free estimate, a real written price, licensed and insured, and a crew that knows Chicago exteriors. Book online and take $50 off.