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Chicago, IL

Painters in Chicago.

Local crew. Free quotes in 10 minutes. Written workmanship guarantee.

verified 20+ years experience star 4.9 average rating schedule Quotes in 10 minutes
Chicago, IL

Chicago, IL

Serving Gurnee, Naperville, Oak Park, Northbrook, and surrounding areas

Get a free quote in Chicago

We respond in as little as 10 minutes.

or call (312) 638-0560
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300+Five-star reviews
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Our Chicago Locations

Neighborhood crews across the metro.

Each location has its own dedicated crew with a local address and phone number — same OnDemand Painters team, closer to home.

Why Chicago Loves OnDemand Painters

Looking for a great Chicago painter that can get you a quick quote, is honest, and always commits to doing the job right? OnDemand Painters is your best bet. Hiring a professional painter for your home remodel or commercial painting project deserves careful consideration, because if done correctly, the exterior or interior painting may be with you for several years. We'll help you find the best painting company for your needs across Chicago and surrounding neighborhoods.

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July 2025

"Highly recommend! Chris was extremely communicative in the weeks leading up to our project."

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Ketty Blum
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May 2025

"On Demand Painters did an amazing and extremely professional job with my very large deck."

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Brian Fennelly
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May 2025

"I couldn't be happier with OnDemand Painters! Chris and the team did a phenomenal job repainting."

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Adee Feiner

Painting services in Chicago

Our Chicago crew handles the full range. Residential and commercial, interior and exterior.

More services in Chicago

Cabinet Painting & Resurfacing in Chicago, IL

Painting your cabinets can be an inexpensive and quick way to spruce up your kitchen. OnDemand Painters are experienced in cabinet painting to give your newly refurbished kitchen a new look without completing major and costly remodeling jobs. With new cabinet doors and door fronts, your kitchen will have brand-new life.

Chicago two-flats and older homes often have kitchen cabinets that are sturdy but dated. In a city where kitchen renovations easily run $40,000 or more, cabinet painting is a smart way to get a modern look without gutting the room. We see a lot of honey oak and dark stain that homeowners want taken to white or gray.

  • Removal and labeling of all doors, drawer fronts, and hardware
  • Full degreasing and cleaning of all cabinet surfaces
  • Hand and orbital sanding for proper adhesion
  • High-adhesion bonding primer on all surfaces
  • Two coats of sprayed finish on doors and drawer fronts
  • Brush and roll finish on cabinet boxes and frames
  • Hardware reinstallation and hinge adjustment
"On demand painters were amazing! They came in and prepped everything so nicely and had my kitchen and kitchen cabinets looking so beautiful and do it so quickly. I will definitely be referring them to everyone I know and using them again!!"
Jennifer Magee · Chicago, IL

Commercial Painting in Chicago, Illinois

OnDemand Painters has the experience, expertise, and techniques needed to efficiently complete your commercial painting project in Chicago. We employ skilled commercial painters trained in a non-invasive manner so that if you need to keep business open, we have the flexibility to work around your schedule.

Chicago commercial painting means working in everything from Loop high-rise office suites to two-flat apartment turnovers in Logan Square. We handle the logistics of city parking, building access, and freight elevator scheduling. With over 76,000 two-flats in Chicago, we do a lot of multi-unit turnover work for property managers.

  • Custom phased schedule built around your business operations
  • Surface-specific prep for drywall, block, metal, brick, and wood
  • Commercial-grade Sherwin-Williams or Benjamin Moore coatings
  • Low-VOC products for occupied buildings
  • After-hours and weekend work available
  • Certificate of insurance provided on request
  • Detailed written scope of work and timeline
  • Multi-property and standing account pricing available
"Jason and Tina were a pleasure to work with! From the planning stage, to execution. They recently painted the entire office at our Chicago Location R+L Carriers. Jason and Tina worked around our daily office needs, and completed timely as promised! Highly recommend."
Marek Niedzwiecki · Chicago, IL

Fence Painting & Staining in Chicago, Illinois

We'll help keep your fence looking new and lasting longer through painting and staining. Painting your fence is the best way to protect its surface from rain, snow, sun rays, and harsh weather conditions that can damage wood surfaces over time. Staining brings out the natural beauty of your existing wood.

Chicago winters and lake-effect moisture take a toll on wood fences. The freeze-thaw cycle is relentless. Unprotected wood can start splitting after just one or two winters. We see a lot of cedar and pressure-treated pine fences in the suburbs that gray out fast without protection. Timing fence work for the May-September window is important.

  • Pressure washing of entire fence surface
  • Board, post, and rail inspection and minor repairs
  • Sanding of rough spots and old finish residue
  • Paint or stain application. Your choice with our guidance
  • UV-inhibitor and mildew-resistant exterior products
  • Landscaping and patio protection during the project
  • Written guarantee on the finished work

Deck Painting, Staining, & Repair in Chicago, Illinois

The outdoors is where your paint will be exposed to the most wear and tear, so it's important to use high quality exterior paints. OnDemand Painters Chicago offers professional paint jobs for decks, staining, and repair projects throughout Cook County including Downtown, Gold Coast, Des Plaines, Evanston, and Skokie.

Chicago decks take a beating. Lake-effect humidity in summer followed by brutal freeze-thaw cycles in winter means the wood is constantly absorbing and releasing moisture. Unfinished decks in Chicago can start showing cracks and gray wood within one season. We use products with extra moisture and UV protection formulated for Midwest weather extremes.

  • Full deck inspection. Boards, railings, steps, and structure
  • Power washing with deck cleaning solution
  • Board replacement and fastener repair as needed
  • Sanding of deck surface and railing components
  • Stain or paint application. Floor and railings
  • Non-slip additive available for floor surfaces
  • UV-inhibitor and mildew-resistant deck products
  • Written guarantee and maintenance schedule recommendations
"Great service in a timely fashion. Just bought my first home and she’s a fixer upper. The team came in and took care of the inside and outside. Got to talking and was quoted for my deck as well. They were pretty hard to beat so l also had my deck fixed and stained as well. Great one stop shop. Way better to have 1 company than multiple companies in my home. Thank a for everything!"
jason rose · Chicago, IL
"On Demand Painters did and amazing and extremely professional job with my very large deck and pergola. I day to power wash and one day to stain. Chris was a pleasure to work with as well!"
Brian Fennelly · Chicago, IL

Wallpaper Removal in Chicago

Chicago two-flats and bungalows from the mid-century era are full of layered wallpaper. Many of these homes also have plaster walls, so we adjust our approach to protect the original surface during stripping.

  • Full room protection. Floors, furniture, and trim covered
  • Wallpaper scoring, steaming, and chemical stripping
  • Complete adhesive residue removal and wall washing
  • Drywall and plaster repair for any damage underneath
  • Skim coating of rough or uneven areas
  • Bonding primer application on all stripped surfaces
  • Debris removal and full cleanup

Stucco Painting & Repair in Chicago

Chicago-area stucco homes deal with freeze-thaw damage every winter. Lake effect moisture accelerates wear on south-facing walls. We see a lot of cracking and spalling on homes that have gone more than a decade without maintenance.

  • Full stucco surface inspection for cracks, separation, and moisture damage
  • Crack repair with flexible patching compound and texture matching
  • Larger patch repair with multi-layer stucco application
  • Low-pressure cleaning to remove dirt, mildew, and mineral deposits
  • Masonry primer application
  • Two coats of elastomeric or acrylic masonry paint (spray and back-roll)
  • Window, door, and landscape protection throughout the job
  • Final walkthrough and touch-up

Plaster & Drywall Contractor in Chicago, Illinois

OnDemand Painters doesn't just do interior painting -- we also offer expert drywall repair and painting services in Chicago. We commit to always doing the job right and will never take shortcuts. We won't paint over damaged drywall or cracking plaster. Your painted surfaces last much longer and look better.

Many Chicago homes built after the 1960s transitioned from plaster to drywall. We see seam cracks, water damage from ice dams, and holes from old radiator pipe runs. Lead paint may be present on older surfaces, and we handle that safely.

  • Small hole repair. Nail pops, screw holes, and anchor damage
  • Medium and large hole patching with new drywall and taping
  • Water damage assessment, removal, and replacement
  • Crack repair along seams, corners, and stress points
  • Texture matching. Orange peel, knockdown, skip trowel, smooth
  • Skim coating for uneven or damaged surfaces
  • Stain-blocking primer on all repaired areas
  • Full cleanup and debris removal
"My experience with this company was very positive. I had them paint some indoor rooms and patch some minor wall repairs. John and his team were so friendly and professional and it took less time than I expected. They took extra special care to protect my furniture, curtains/window treatments and carpet. I would definitely recommend them and will use them again in the future."
Rebecca Spitzer · Chicago, IL
"Very happy with Johns work! He painted a 800sf rental condo for me after the abuse of tenants for a number of years. He patched the hundred holes from pictures, few drywall cracks plus trim and wall paint. I could believe how good it looked! And half the time it would of taken me. Using a professional made all the difference, I’m done doing it myself."
Bill Stancel · Chicago, IL

Drywall Installation in Chicago

Chicago attic conversions, basement buildouts, and two-flat renovations make up a big share of our drywall installation work. Code requirements for fire separation between units are strict, and we install the right board for every application.

  • Measurement, layout planning, and material selection
  • Drywall hanging. Walls and ceilings, standard and specialty board
  • Moisture-resistant board in kitchens, bathrooms, and laundry rooms
  • Paper tape and corner bead installation on all joints
  • Three-coat mud application with sanding between coats
  • Finish to specified level (Level 1 through Level 5)
  • Full priming of all installed surfaces
  • Dust control and jobsite cleanup throughout the project

Plaster Repair in Chicago

Chicago bungalows, two-flats, and greystones built before 1960 almost always have plaster walls. With over 76,000 two-flats alone, plaster repair is in constant demand. We work carefully around original trim, woodwork, and decorative details.

  • Crack repair with bonding agent and fiberglass mesh reinforcement
  • Loose plaster stabilization with adhesive injection and mechanical fastening
  • Section replacement for crumbling or water-damaged plaster
  • Full-wall skim coating for a smooth, uniform surface
  • Texture matching. Sand finish, swirl, stipple, and smooth
  • Decorative plaster detail preservation (medallions, crown, archways)
  • High-adhesion primer application on all repaired surfaces
  • Room protection and full cleanup
"Chris, Jesus and his crew did a phenomenal job with our two bedroom townhouse. Chris was very responsive and called immediately after I requested a quote. Jesus was an extremely attentive painter and I would definitely recommend them to anyone that is looking to refresh their home. They went above and beyond by even re-plastering problem areas, filling large holes, and even hanging a mirror for us. Definitely 5 stars."
John Schmitz · Chicago, IL

Gutter Installation & Repair in Chicago

Chicago's lake-effect winters destroy gutters faster than most markets. Ice dams form on poorly-pitched runs, seams split in the freeze-thaw cycle, and downspouts back up against the foundation. We install seamless 5K and 6K aluminum and galvanized-steel gutters with proper slope for heavy snow melt, and replace failing runs on older two-flats, bungalows, and Victorian homes across Cook County. Combine with exterior painting and we'll knock both out in one mobilization.

Chicago winters drop a lot of ice and snow on gutters. Lake effect moisture adds to the load. We install gutters sized for the heavy precipitation this area gets and make sure the fascia can handle the weight of ice buildup.

  • Custom-formed seamless aluminum gutters (5K or 6K)
  • Downspout installation and routing away from the foundation
  • Fascia board inspection and repair or replacement as needed
  • Existing gutter removal and disposal
  • Proper slope setting for drainage
  • Leaf guard or gutter screen installation (optional)
  • Soffit and drip edge inspection during installation
  • Full cleanup of materials and job debris

Gutter Cleaning in Chicago

Chicago gutters take a beating from fall leaves, spring pollen, and winter ice. Lake effect weather adds extra moisture, so clogged gutters here lead to ice dams faster than in drier climates. Fall and spring cleanings are both important.

  • Hand removal of all leaves, debris, and buildup from gutter channels
  • Full system flush with water to clear fine sediment
  • Downspout clearing and flow testing at every downspout
  • Visual inspection of gutters, hangers, seams, and fascia
  • Minor repairs. Loose hangers, corner joint resealing
  • Slope check for proper drainage
  • Ground-level cleanup and debris removal
How It Works

From quote to finished. In 4 steps

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1. Get a Quick Quote

Fill out the form or call us. We respond with a detailed quote in as little as 10 minutes.

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2. On-Site Estimate

For larger projects, we schedule a free in-person walkthrough to confirm scope and pricing.

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3. We Get to Work

Our crew arrives on time, preps properly, uses premium materials, and keeps you informed throughout.

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4. Final Walkthrough

We walk through the finished work with you. If anything needs adjusting, we fix it on the spot.

Chris Heerdegen and family
Meet the Owner

Chris Heerdegen

I'm Chris, the owner of OnDemand Painters. When you call, it's directly to my cell. I've been in the industry since 2001 and manage crews across six markets. We show up when we say we will, and we do the type of work that earns a review.

Areas we serve in Chicago

Our Chicago crew covers the entire metro area:

Chicago AddisonAlgonquinArlington HeightsAlsipAuroraBartlettBataviaBerwynBloomingdaleBlue IslandBolingbrookBuffalo GroveCalumet CityCarol StreamCarpentersvilleChicago HeightsCiceroCrystal LakeDarienDeerfieldDes PlainesDoltonDowners GroveElginElk Grove Village +70 more areas

Not sure if we cover your area? Ask us, we'll let you know right away.

schedule 24/7

Common questions

How much does it cost to paint a house in Chicago? expand_more

Interior painting in Chicago runs $2.50-5 per square foot depending on prep, colors, and ceiling height. Chicago bungalows and two-flats often need plaster repair before painting, which adds to the scope. We provide free quotes in as little as 10 minutes. No on-site visit required for most jobs.

When is the best time to paint house exteriors in Chicago? expand_more

Late April through May and September through early October are the best exterior painting windows in Chicago. Lake effect humidity shortens the reliable summer window compared to inland cities. We need temperatures above 50°F and dry conditions for 3-5 days.

Do you paint Chicago bungalows and two-flats? expand_more

Yes. Chicago bungalows and two-flats are some of our most common projects. We handle the textured ceilings common in bungalows and coordinate with landlords for multi-unit work. Over 76,000 two-flats in the city means we have plenty of experience.

Do you serve the North Shore suburbs? expand_more

Yes. We cover all of Chicagoland including Evanston, Wilmette, Winnetka, Highland Park, Lake Forest, and Gurnee. Our Lake County crew operates out of Gurnee. Same quality, same pricing, same 10-minute quotes.

Is lead paint a concern in Chicago homes? expand_more

Absolutely. Over 60% of Chicago housing stock is pre-1978, which means lead paint is very common. We follow EPA RRP rules and use certified contractors. Illinois requires this for any work disturbing paint in older homes where children or pregnant women are present.

Ready to get started in Chicago?

Free quote in 10 minutes. Local crew. Written guarantee.