★★★★★ Rated by Chicago homeowners $50 OFF when you book your job online Free estimates · (708) 815-7720
★★★★★ Exterior painting for Chicago homes

Exterior Painting Service in Chicago, IL

Siding, brick, trim, doors and garages painted to withstand Chicago weather. We pressure wash, scrape, prime, apply two top coats and clean up everything. Licensed and insured, with a written price you get before we start.

📍 Serving Chicago, IL and all near-west Cook County suburbs
Licensed & insured in Illinois Free written estimates Exteriors from $2,100
$50 OFF ONLINE

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Quick Answer

Quick Answer

Exterior painting in Chicago starts at $2,100 for a typical home, and a full exterior takes about five to eight days. That price includes pressure washing, scraping loose paint, priming bare wood and masonry, two top coats, and a full cleanup. We're Vanguard Painting, licensed and insured, based just outside Chicago in Melrose Park. We cover the whole Cook County area, and we write every price down before the first ladder goes up.

Exterior from$2,100
Siding or brick from$1,500
Timeline5–8 days
EstimateFree
5–8 daysMost Chicago exteriors finished within a week and a half
2 coatsAlways two coats over primer, never one thick coat to save time
FreeWritten estimate locked in before we start any exterior work
Same teamThe crew that quotes you is the crew that paints your house
On every exterior

What You Get With an Exterior Paint Job

This is the package for every Chicago exterior we paint. Nothing here costs extra. It's all included.

Pressure washing

Dirt, mildew and loose paint blasted off so the new paint sticks.

Scraping and sanding

All loose and peeling paint removed, edges sanded smooth.

Priming bare areas

Wood and masonry primed where the old paint came off.

Caulking gaps

Around windows, doors, and trim sealed so water stays out.

Two top coats

Full coverage with proper dry time between coats.

Trim and doors painted

Windows, doors, fascia and soffits all coated to match.

Protection for landscaping

Bushes, walkways and patios covered so nothing gets splashed.

Cleanup and walkthrough

Everything cleaned up, then we walk the whole exterior with you.

Real numbers

Exterior Painting Prices in Chicago

Here's where our pricing starts for the exterior jobs Chicago homeowners ask about most. The size of your house and the condition of the surfaces move the final number. You get that number in writing first.

Full exterior paintingSiding, brick, trim, doors, fascia and soffits$2,100
Siding paintingWood, vinyl or aluminum siding, pressure washed and primed$1,500
Brick paintingExterior brick walls cleaned, primed with masonry primer and painted$1,800
Deck and fence stainingPressure washed, sanded and stained or sealed$450
Full interior and exterior packageComplete house inside and out, bundled and priced togetherQuoted
Trim, fascia and soffitsAll exterior trim painted in enamel for lasting protection$399
Garage paintingDetached garages, siding and trim included$650
Commercial exterior paintingStorefronts, office buildings and apartment exteriorsQuoted

Not sure which of these you need? Call (708) 815-7720. Most Chicago exteriors get priced over the phone in about five minutes.

Local knowledge

Chicago Exteriors Take a Beating

Wind, snow, lake-effect moisture and freeze-thaw cycles hit Chicago houses hard. The paint on your exterior has to hold up to all of it.

Freeze-thaw damage

Water gets into tiny cracks, freezes and pushes paint off. We use flexible paint that moves with the house and seal every gap we find.

Lake moisture

Chicago's proximity to the lake means more humidity. We prime properly so moisture doesn't get trapped under the new paint.

Old wood siding

Thousands of Chicago homes have original wood siding. We scrape, sand and prime every inch before the top coat goes on.

We've painted exteriors in almost every Chicago neighborhood, from bungalows in Portage Park to two-flats in Pilsen. Every house is different, but our process stays the same.

Estimate to walkthrough

How We Paint a Chicago Exterior

Eight steps, same order every time, whether it's a one-story bungalow or a three-story Victorian.

1

Walk and measure

We check every exterior surface, look at the condition, and write the price down.

2

Pick your colors

We help you pick colors that work with your house and the neighborhood.

3

Protect the property

Landscaping covered, walkways sheeted, windows taped off.

4

Pressure wash

Dirt, mildew and loose paint blasted off the entire exterior.

5

Scrape and sand

All loose paint removed, edges feathered, bare wood sanded smooth.

6

Prime bare spots

Wood, masonry and metal primed where the old paint came off.

7

Two top coats

Full coverage with proper dry time between coats.

8

Cleanup and walkthrough

Everything cleaned up, then we walk the whole exterior with you.

Where we are541 Winston Dr Suite 1, Melrose Park, IL 60160
Chicago drive timeAbout 30 minutes
Exterior types

What Chicago Homeowners Ask Us to Paint Outside

Most exterior jobs fall into one of three categories. Same crew and same standard on all of them.

Exterior painting on a Chicago home

Siding and trim

This is the core of our exterior painting service. Wood, vinyl and aluminum siding, with all trim and doors.

SidingTrimDoors
Brick painting on a Chicago house

Brick and masonry

Chicago has thousands of brick homes. We use masonry primer and breathable paint so moisture doesn't get trapped.

Masonry primerBreathable paint
Deck and fence staining in Chicago

Decks and fences

Pressure washed, sanded and stained or sealed. Regular maintenance that protects your wood for years.

Deck stainingFence painting
Who shows up

A Crew That Knows Chicago Exteriors

Our shop is at 541 Winston Dr in Melrose Park, right off the expressway. Chicago is a short drive, so we can usually get out for an estimate within a few days of your call. The person who prices your job is the person you'll see on the scaffolding.

We work across Cook County every day and we know Chicago's exterior materials. Wood siding, brick, stucco, vinyl, aluminum, and metal. Same crew, same prep, same price sheet whether you're in Albany Park or Hyde Park.

Most Chicago customers add interior painting or deck and fence staining once the exterior is booked.

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Vanguard Painting exterior crew at a Chicago house
Sound familiar

What Chicago Homeowners Complain About Outside

Almost every Chicago exterior call opens with one of these problems. Here's the before and after.

Common problems

Peeling and flaking paint

Wind and moisture get under the paint and it comes off in sheets.

Cracked and checked wood

Old wood siding dries out, cracks open and lets water in.

Faded and chalky color

The sun bleaches out the color and leaves a chalky powder on the surface.

What you get

Paint that sticks and stays

Pressure washed, scraped, primed and top coated so it holds for years.

Smooth, sealed surfaces

Cracks caulked, wood repaired, everything sealed against the weather.

Rich, lasting color

Two coats of high-quality exterior paint that resists fading.

True on every Chicago exterior we paint:

Free written estimate, price locked before we start
Licensed and insured in Illinois
Pressure wash, scrape, prime and two top coats on every job
Landscaping and walkways protected the whole time
Anything you spot at the walkthrough gets fixed that day
Stuck on colors? Book a color consultation with the job
📞 Booking exterior painting now. Call (708) 815-7720 and we'll price your Chicago exterior in about five minutes.
Finished work

What a Painted Chicago Exterior Looks Like

No drips, no overspray, no paint on the bushes. Clean lines and lasting color.

Exterior painting completed in Chicago
Full exterior painting, before and after
Siding and trim painting in Chicago
Siding and trim repainted, before and after
Brick painting completed in Chicago
Brick exterior painted, before and after
Neighbors talking

What Chicago Customers Say After the Last Coat

Most of our Chicago exterior work comes from referrals. Read what homeowners said about the quality and the cleanup.

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Also handled

Other Painting Work We Do in Chicago

Exterior painting is a big part of our work, but we cover most of what a house needs.

Interior painting

Inside the house, room by room. See house painting.

Deck and fence staining

Pressure washed and sealed. See deck and fence staining.

Commercial exteriors

Storefronts and office buildings. See commercial painting.

Siding and brick

Detailed work on siding and brick.

Painting more than one area in Cook County? We cover the whole Cook County service area, and everything we do in Chicago sits on the Chicago painting page.

Quick answers

Exterior Painting in Chicago, IL: Common Questions

How much does exterior painting cost in Chicago, IL?
Exterior painting in Chicago starts at $2,100 for a typical home, or $1,500 for siding alone. Estimates are free and written down before we start any work.
How long does it take to paint a house exterior in Chicago?
Most Chicago exteriors take five to eight days, depending on the size of the house and the condition of the surfaces.
Can you paint brick exteriors in Chicago?
Yes. We use masonry primer and breathable paint that allows moisture to escape so the paint doesn't peel off.
How soon can you start exterior painting in Chicago?
We're about 30 minutes from most Chicago neighborhoods, so we can usually get out for an estimate within a few days.
Do you pressure wash before painting?
Yes. Every exterior job includes pressure washing to remove dirt, mildew and loose paint before any scraping or priming.
Do you paint apartment and condo exteriors in Chicago?
Yes. Apartment buildings and condo exteriors are regular work for us. We work around tenants and building schedules.
Will you help us pick exterior colors?
Yes. We bring color samples and help you choose colors that work with your house and the neighborhood. Our color consultation page has more details.
Is Vanguard Painting licensed and insured?
Yes, licensed and insured in Illinois, based at 541 Winston Dr in Melrose Park. Call (708) 815-7720 for a free estimate and $50 off.
Ready when you are

Get Your Chicago Exterior Painted Right

Free estimate, a real written price, licensed and insured. Book online and take $50 off.

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