Custom Chicago Skyline Paintings

Bring the beauty of the Chicago skyline into your space with a custom painting.

Original artwork of Chicago custom created in neutral colors.

Chicago Skyline Commissions

You can select from our large selection of skyline paintings for inspiration. Using the pieces you like, along with your choice of size and colors, we'll create a totally unique Chicago skyline you'll love!

For this 48 x 60 commissioned cityscape, the painting included requested features from several of our Chicago paintings. It also included specific photos from the client. "Love it - looks amazing!" - Margie H.

Order a custom Chicago painting from award-winning skyline artists.

Contemporary Custom Cityscape

With over 120 original paintings of Chicago, our collection has to be the largest!  Check out our collection of Chicago Skylines. Or choose any other city that you love.

For this skyline, the client chose one of our Chicago skylines and provided color swatches that were matched by the artist.

"We love it! Exciting!" - Kate K.

  • Chicago cityscape paintings can be as large as you wish! On wallpaper, metal or acrylic glass.

    "Chicago Sunset"

  • Chicago cityscape painting custom painted in black and white. Large scale Chicago artwork.

    "Oak Beach Chicago Skyline"

  • Custom Chicago paintings are available in a variety of styles and colors. Navy Pier at night.

    "Chicago Navy Pier"

  • A painting of Chicago skyline at night seen from Lake Michigan. Large Chicago cityscape paintings are our specialty.

    "Chicago From the Lake"

  • A colorful abstract Chicago painting art commission. Neutral colored custom canvas artwork is available too.

    "Chicago River and Skyline"

  • Skyline of Chicago at night paintings are frequently ordered for a custom painting on canvas.

    "Chicago Skyline at Night"

Order a painting on canvas of your favorite Chicago scene. Select your size and colors; we will create a one-of-a-kind painting.

About Original Custom Paintings

Popular Sizes:
24" x 36" | 36" x 48" | 36" x 60" | 48" x 48" | 48" x 60"

We've created paintings as large as 60" x 72", 60" x 96", and 72" x 108".

Diptychs (2 canvases) and Triptychs (3 canvases) are also available.

What's the cost for a custom painting?

 Each custom painting is as different and unique as the people who order it. So we individually price each painting. 

Price depends on size and the complexity of the painting.

More about our custom paintings
Our corporate clients include Starbucks, Gucci, Motorola, Disney Channel, United Healthcare and Bank of America.

Client Reviews

"We absolutely LOVE our custom painting. The whole process was wonderful. HIGHLY recommend!"- Katherine C.

"Great experience and easy to work with. My custom art piece turned out fantastic!"- Zach A.

"Amazing! We commissioned an original landscape for our den and an enhanced reproduction of couples for our bedroom. Personable and very responsive."- Jim and Rhonda

"We have purchased two custom paintings from Kathleen and Joseph. Both are absolutely beautiful!"- Lisa L.

"I own two paintings from Chicago Skyline Art. They are both beautiful and the customer service was amazing. Highly recommend!"- Laura T.

More Reviews >
Custom Paintings Of Chicago. Created By Chicago "Artists of the Year". From Abstract Cityscapes to Pictorial - Your Chicago Skyline Is Designed Just For You.

3 steps to commission a painting.

1. Send us a photo, or choose a Chicago skyline image(s) from our website. It can be any city! We've created paintings of New York, London, San Francisco and more.
2. Choose the the size and colors. Do you want a singular canvas or more than one canvas?

3. Call 312-292-7904 or e-mail us to discuss your custom painting.

Custom Paintings - FAQs >
A commissioned Chicago skyline painting - ordered by the owner of Yellow Cab.

Check out these pages for more ideas:

How to Commission a Custom Painting and Examples

Collage Paintings - Travel, Sports, Music

Custom Corporate Art

Custom Paintings - More Ideas and Examples 

Custom Sports Paintings

The owner of Yellow Cab Chicago commissioned this painting.

Contact by email or call us at 312-292-7904.