Custom Chicago Skyline Paintings

Custom Chicago artworks are often inspired by our Chicago Skyline Collection.  

Clients often select one or two images to start with. Using these along with their choice of size and color, we've created totally unique paintings of Chicago.

Do you have photos of Chicago or a view of the Chicago skyline that you love? Maybe an affection for a particular building in Chicago? They can all be used to design your painting as well.

Check out two recent examples:

Order a painting of the Chicago Skyline.


Commission a Painting of the Chicago skyline.

A client wanted a large painting of the Chicago skyline. She liked elements from two of our paintings that she saw in our print collection. We created a 48 inch x 60 inch custom painting, including the desired features from both skylines. The coloring was selected to perfectly complement the elegant setting. 


Custom Chicago Skyline Painting.


Another custom painting was a 4 foot x 5 foot painting of the Chicago River skyline. It was based on one of our more abstract Chicago pieces. The client provided color swatches that were matched by the artist, so that the painting would enhance its setting. Above is the result.

Paintings of the Chicago skyline are our specialty and we have the largest collection of original paintings of Chicago - for you to use for your commission. So take a look at our collection of Chicago Skylines for ideas and inspiration for your painting.

Steps to commission your artwork:

1. Decide on a subject, theme, style or example you've seen. 

2. Decide on the size, colors, and amount of texture. Do you want a singular canvas or more than one canvas?

3. Call 815-291-3709, or e-mail us to discuss your custom painting.

4. Once the details are determined and outlined, we can accurately provide you with a price. The deposit is 70%. (100% Money Back Guarantee)

5. In @ 3 1/2 to 4 weeks, we will email photos to you.

6. Review the photos and let us know what alterations, if any, you'd like.

 When totally satisfied, pay the balance, and have us ship your painting to you!

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 canvasses) are also available.

The general price range for works in style is:

24" x 30" .... $1200 to $1800
36" x 48" .... $1600 to $2400
48" x 60" .... $2900 to $4400 
Call or email us to discuss the details of your custom painting - so we can price your painting. We love questions!


   Wonderful business to work with, and beautiful art!!

I would recommend them to anyone looking for that perfect piece! Shipping was quick and the packaging kept the piece very safe. Elizabeth S.
   We have purchased two custom paintings from Kathleen and Joseph. Both are absolutely beautiful!  Lisa L.


We'll bring our artistic expertise to your idea. Commission a Custom Chicago Skyline Painting today! 

Check out these pages for more ideas:

Contact us with the link below.

Contact us today!

Or call us at 815-291-3709.

Customer service is always prompt, often immediate, and you will always speak directly to a knowledgeable member of our team.

Our main goal is always that you love your commissioned painting!